This story was originally posted in 2003, and while a work of fiction, takes elements and stories from experiences in my life with several partners. The continued feedback I have received, as well as requests for additional chapters has prompted me to continue the work. Thanks for all the comments, email always welcome and responded to!
A new path
By Chris Fowler
At 31 years old, Chris decided to change his life, and go to college. After leaving the Army, a series of fun, but dead end jobs had finally grown old, and education was the key to these goals. So one day, he enrolled at the local community college, signed up for his veteran's benefits, and became a serious student. From the beginning, he got a lot of attention from the female students on campus. Though only 5'7”, Chris was very muscular at 220 lbs, with dark, close cropped hair, a goatee, and blue eyes. Still in excellent physical condition from the workout routine carried over from the military, he had a forceful personality, quick wit, and an intelligent charm most women found attractive. For the most part, however, Chris ignored the girls on campus other than the occasional glance as he saw them as just that: girls. The Student body consisted mainly of 18-19 year olds who didn't take high school seriously enough, or whose parents lacked the funds to pay for a 4-year university. They treated it like the 13 th grade.
One day, while sitting in the library between classes, Chris logged onto the net, and checked his email. There was a reply from an online group he belonged to, one that dealt with bondage and discipline. While he was reading his email, Sheri walked by, and decided to say hello. Sheri was one of the typical 19 year olds at school, very attractive, cheerleader in high school, bright, but never applied herself. Though her family had enough money to send her to a state school, her father insisted she spend a year at community college to develop some study habits, and prove that his money would not be wasted at a 4-year school. She snuck up behind Chris, intending on covering his eyes, and surprising him, but what she saw on the screen took her breath away. The first line of the email read, “I found your suggestions for the use of candle wax and ice cubes together during bondage to be very helpful.” Frozen in place, she looked a bit mortified when Chris, sensing her presence, turned around.
He looked at her for a long second, and then closed his email before turning back around. “Hi Sheri, what can I do for you?” “I am not sure,” she nervously replied, “I was going to say hello, but then…” Chris finished the sentence for her. “Then you read part of my email, and now you don't want to talk to me anymore.”
Sheri's heart was pounding in her chest, she thought Chris was cute, and he was so calm and confidant, despite what should have been an awkward situation. Though somewhat new to sexuality, Sheri was not a virgin, and had actually been tied up during sex before, even if it was just with a silk scarf. He boyfriend at the time hadn't seemed too turned on by the encounter, and she dropped it, though she had gotten unbelievably turned on by the brief moment of helplessness, and masturbated to that fantasy often. Since that day, she had hoped to meet someone into the same sort of fetish, but every guy she had dated since only wanted a little pussy, and blowjobs. None even bit at her hints or suggestions about being rougher or a bit wild. Now here was someone who obviously knew what he was doing, and all she had to do was seize the opportunity. She chickened out, turned away, blushing, and walked out of the library. Chris watched her go, grunted noncommittally, and turned back to his email.
For the next few days, every time Chris and Sheri saw each other in English composition, Chris would give her a polite smile, and sometimes ask, “How are you?” but never got any response, she would just blush a bit, and look away. Then one day, while Chris was drinking a cup of coffee, and reading a book in the courtyard between classes, a shadow fell across his pages, and stayed there. Looking up, he saw Sheri, looking back at him. She appeared nervous, but was making eye contact for the first time in weeks. “I can't talk to you like this, your eyes kill me, it's like you look through me, so I wrote this down.” She reached down, and handed him an envelope, and walked away. That evening, at home, Chris opened her envelope.
Chris, I am sorry I have been avoiding you, I was embarrassed when I read your email, but I am not disappointed with you in any way, I am curious. This is a subject I have thought about quite a bit in the last year, and when I was confronted with it, it took me unaware. I would like to know if you would consider a dinner date to discuss this, and if you are interested in me, maybe you could show me a bit about the lifestyle. Thanks! Sheri.
Chris sat there for a long time, reading that short note, and debating as to how to proceed. She did have a really cute ass, a little too thin though, and I don't really need a young girl who knows nothing. Too much effort to train. Oh well, I can scare her off easily enough.
Sheri, you know what I am, and if you're think that's what you're looking for, you get one chance, and only one. My place tomorrow night, schoolgirl skirt, knee-high stockings, black shoes, white button down blouse, no bra or underwear. Go heavy on the makeup, hair up in pigtails, and shaved pussy. Be there at 6 pm; never address me as anything other but “sir.” Any failure to follow these instructions to the letter, or any refusal to obey a command will immediately end our evening.
Chris
The next day in class, Chris handed off the letter, and said only, “Don't open this until you get home.” Walking away, he chuckled, ‘ she'll never show up, but at least she has her answer .' Sheri had a nervous tickle in her stomach. She had not expected a response so quickly, and now, here it was with a clear instruction. Curiosity was killing her, she wanted to rip the envelope open and read it right that second, but she had been given a command, and that was important to her. All through class, she snuck glances at Chris, but he was engrossed in the lecture, and the subsequent writing assignment, and never looked at her. All day, she walked around campus in a daze, the weight of the envelope in her backpack playing on her mind. When she finally pulled into the driveway of her parents house that night, she realized her pussy was wet, and she was breathing rapidly. She felt silly being this worked up, and was nervous that her mother would notice her condition. She went straight to her room, closed the door, and opened the envelope. She read the note 3 times, and was sweating when she put it down. Going back to her door, she locked it, and then slipped out of her jeans and cotton panties, lay back on her bed, and began to masturbate. Oh god, how would her pussy feel bald? She had a light, downy covering oh pubic hair, which she kept neatly trimmed, but couldn't imagine herself without any hair down there. Still undecided, frustrated, and a little scared, she decided to shower. ‘ I'll shave it, and if I don't like it, well…it will grow back.” In the shower, it took a bit longer than she had anticipated denuding herself of pubic hair, but the sensation of the razor and soap on her sensitive skin was very erotic. Sheri had to concentrate on taking her time, and not cutting herself in her haste. Afterwards, back in her bedroom, she stood naked in front of her full-length mirror, and stared at her clean, exposed pussy. She felt a bit vulnerable, and more than a little silly. ‘ I look like I am 11 years old again!' She lay back down on the bed, and decided to relieve her sexual tension. As her hands began to explore familiar territory, Sheri was amazed at how different it felt with no hair. It was much more sensitive, and exciting to the touch. She came quickly, and with very little effort, was close to orgasm again. She imagined Chris looking at her while she masturbated, and though the thought made her squirm uncomfortably, the feelings that image brought up made her cum harder the second time. All night, Sheri argued with herself back and forth as to whether or not to show up at Chris' house the next evening. Finally, exhausted, she tried to sleep, but images of being naked, restrained, helpless, and Chris' eyes watching it all kept her awake. She could only find sleep after one more orgasm. ‘ Jesus, I have never had to do this 3 times in a single day before.' And finally, there was rest.
Thursday came and went at school. Chris was not surprised that Sheri didn't show up for class. ‘ Probably too embarrassed, and a bit freaked out. Won't see her ‘till next week.' Two hours later, in Sociology, Sheri was not even on his mind. Chris finished his day at school, hit the Gym for a light workout, went home, showered, fed the cats, and started dinner. He changed into pajamas, sat down with food, and turned on CNN to catch up on the day's events. It was 5:21 pm.
Sheri had a totally different day than the one Chris believed she was having. She woke up at 6 am, showered, shaved again to ensure no stubble, dressed as if she was going to school, and headed for the mall. After a day of shopping, she managed to find a blue plaid schoolgirl skirt, knee-highs, and shoes. She spent all day with her outfit in the car, driving around, thinking, and debating her course of action. She even went to a local bookstore and bought a book on bondage and submission. Sheri found a coffee shop near campus, and spent the remainder of her day reading storied from dominants and submissives about their feelings, experiences, and encounters. While this gave her a few pointers, and a bit more of an introduction to the language, none of her reading helped Sheri gather her nerve for the coming evening. She just needed to decide. At 2:30 pm, she went on campus, as she had no idea where Chris' house was, and he had not included any directions in his letter, and she followed him to his last class. Waiting outside from a discreet distance, and trying not to seem too obvious, she became more certain that this was what she wanted to do. Finally, at 3:00 pm, Chris came out of the classroom, discussing a few things with the professor, wrapped up the conversation, and headed for the parking lot. Sheri ran quickly to her car, and pulled around to where he was getting into a white Jeep, and followed him home. After about a 20-minute drive, Chris pulled up in front of a gray house, checked the mailbox, and went inside. Sheri drove by slowly, and then headed off to find a place to change clothes.
In a convenience store bathroom a mile or so down the road, she changed into her outfit, and walked out to her car. Sheri was very conscious of her lack of panties in the short skirt, and though it was a pleasant spring evening, a chill ran over her, further accenting the fact that she was not wearing a bra over her smallish b-cup breasts, as her nipples were very hard. Walking across the parking lot, trying not to let the wind lift her skirt, she caught the attention of a couple young men getting gas. Ignoring their catcalls, and attempts to engage her in conversation, a bright red Sheri started her car, and drove away. She parked in front of an empty house with a for-sale sign up 3 houses down from Chris' and checked the time. It was 4:15 pm. Sheri sat back in her seat, and absent-mindedly rubbed her bald pussy as she daydreamed about what her evening was going to be like.
Chris was drinking a cup of coffee, and reading the newspaper, when a car pulled into his driveway. The headlights in his living room window drew his immediate attention. Walking over to the window, he didn't recognize the car, and was quit surprised to se Sheri get out dressed, as he had specified. ‘ I'll be damned! This may be an interesting evening after all.' She stood by her car for a few minutes, then walked to the door, and reached for the doorbell. Her hands were shaking as she rang it, and stepped back. Chris let her wait for 30 seconds before answering the door. He looked at her for a long second, and then said, “Turn around”. Sheri did a slow turn, and returned to facing him. “Not bad, not bad at all. Did you follow all of my directions?” Sheri bit her bottom lip, and replied “Yes Sir, I did.” Chris grinned a bit. “Lift your skirt.” Sheri blinked twice. “Here Sir? Everyone can see!” She protested, looking over her shoulder. Chris closed the door.
Sheri stood there for a few moments, not sure what had happened, or what to do, but then she remembered the letter. “ ..any refusal to obey a command…” She had a moment of indecision, then reached out, and rang the doorbell again. Chris was halfway to the kitchen to get a fresh cup of coffee when it rang again, and turned around with an irritated expression. He thought that would get rid of the little brat, scare her back to mommy and daddy, and now she was ringing his bell again. Chris opened the door, and there stood Sheri, skirt held high around her armpits. White knee-high stockings leading to creamy white thighs, to shaved tiny little pussy. She looked mortified, and was blushing uncontrollably, but she held her pose. Chris looked at her for 5 seconds, then said, “Lower your skirt, and come in” Relieved, and terrified all at once, she did. Sheri barely heard the door close and lock over her pounding heart.
“Good evening dear.” Chris said, turning to face her with a wolfish grin.
Part Two
“I am glad to see you reconsidered, you resist, yet you obey. That is excellent. I like a sub with spirit. There is nothing worse than topping a doormat. Keep your pride. But a word of advice, lose the disobedience. You want to be a sub, stop questioning. You have to react instantly to a command. It is irrelevant to me if you're in the middle of the mall. If I tell you I want to see you nude, then the whole mall had better see you undressing in front of me. Is this clear?”
Sheri looked at the floor meekly, and replied “Yes Sir.” Her voice was almost a whisper.
“Don't look away from me. Never take your eyes off me when I am speaking to you unless I tell you to do so, or I walk behind you. Speak up. I want audible, confidant responses from you. Understood?” Chris asked, as he settled into a comfortable position on the couch?
This time, Sheri looked him in the eyes, head held high, feeling a bit more secure, and replied, “Yes Sir.” Then Chris shattered her newfound confidence.
“Strip so I can see what I get to play with.”
For a moment, Sheri opened her mouth. Whether she was going to object, or simply ask a question, Chris never knew. Her voice deserted her in that moment, her mouth closed without a sound, and Chris watched the emotions play across her face. Doubt, hesitation, fear, shame, and excitement were all there, and they were vying for control. Then slowly, her hands went to the white blouse, and began to undo buttons. At the last one, she hesitated, breasts still covered by the shirt, now opened down the front. Then, finally, he saw the decision on her face, and she let the blouse slip off her shoulders, baring herself to him. The skirt followed it onto the floor, then both shoes, and her stockings. Never had she felt this exposed, this vulnerable. Here she was, naked, in front of a man she hardly knew. The fact that Chris was still fully dressed, and seated across the room looking at her only added to her discomfort. Sheri shivered, and crossed her arms in front of herself.
“No!” The voice commanded, and had power, like a slap. It was a voice used to giving commands, and expecting them to be obeyed. “ Do not cover yourself. You are here to please me, and seeing you nude, with everything exposed pleases me. You are not allowed modesty in this environment. Clasp your hands in the small of your back, spread your legs, feet approximately shoulder-width apart. This is a standing pose for submission. When kneeling, do the same, but legs further apart, feet touching in the back. Understood?”
“Yes Sir!” Sheri's arms moved behind her back, rolling her shoulders back in the process, and having the lovely effect of pushing her small breasts forward. Chris stood up, put his coffee cup on the table, and walked over to her. His hands, warm and strong, began exploring her skin. He started with her shoulders, neck, and trailed down her back, coming to rest on her slender, heart-shaped ass. “You have wonderful skin. Soft, yet toned. I like that. Do you like my hands on your skin?”
“Yes Sir.” Sheri breathed, chest heaving with her shallow, excited breaths. Chris wrapped both arms around her, and cupped her breasts in his hands. Sheri felt both safe, and helpless all at once wrapped up in his arms, and he flexed a bit, squeezing just enough she could feel his strength. Chris' fingertips found her nipples, and rubbed them lightly. They became very hard, small and shaped like pink pencil erasers on her pale breasts. He pinched them a bit, twisting as he added pressure. Chris felt her body stiffen, and said “Cry out if it hurts, but do not move.” Sheri held her position. The discomfort in her nipples was becoming more than she could bear, and a small whimper passed her lips. Chris twisted harder, and a small tear began to trickle down her right cheek. Finally, she cried out once, and said “PLEASSEEE!” Instantly, the pressure went away, replaced by a gentle massaging. “Very well done dear. You never moved to resist, or take my hands away. You must have wanted to, why didn't you?”
Chris turned her to face him, and now the tears flowed a bit more freely. “You told me not to Sir.” Smiling, Chris leaned forward, and kissed her for the first time. Her mouth was soft and yielding, and she leaned into the kiss eagerly, her tongue probing his. She reached for his face, and Chris quickly broke the kiss, pushing her gently away. Seeing the shock and hurt written on her face, Chris explained.
“You reached to touch me, but were not told to do so. You do not move, or leave your position unless I have given you permission to do so.” Quickly, Sheri's hands went behind her back. Chris smiled. “You learn quickly, now let me finish looking you over. Spread your legs farther.” Sheri did, and Chris moved up to her, his hands sliding down to her newly shaved pussy. Exploring the outer lips, and gently parting them, Chris commented “Nice job shaving. Was it difficult?”
“No sir.” Sheri squirmed a bit, she was already wet, and was nervous about becoming more so. She normally became quite moist at the smallest sexual stimulus, and when aroused, or during sex, Sheri's body produced a flood of juices. After sex, there was always a stain on the bed from her secretions, and one particularly insensitive boyfriend had coined the phrase “Lake Sheri.” This led to quite a bit of anxiety and embarrassment on her part about what her body was doing. Now, the combination of fear and arousal was certainly going to make her soaking wet, and Chris was going to notice.
“Hmmm…you are quite moist dear, glad to see that.” Noticing her blush, Chris cataloged that away for future use, and continued. His fingers probed deeper, found her clit, and lightly stimulated that little nub. He was rewarded with a rush of exhaled breath and a moan. Circling it a few times, his fingers found an increase in moisture, and Sheri's legs shook a bit, her knees beginning to sag. ‘ Jesus, this little minx gets excited easily. She's going to cum right now if I don't stop.' Chris stopped his digital manipulation of Sheri's clit, and the command voice spoke. “Stand up straight!” Sheri's eyes popped open, and her back went ramrod straight. “ You enjoy that sensation don't you?” Sheri nodded, afraid her voice would give away how close she was to release. “Don't nod at me, you aren't a horse are you? Then answer me like a human unless you want to be treated like an animal.”
Surprised at his suddenly stern tone of voice, Sheri answered. “No Sir, I am not a horse, and yes, that felt really good.”
“You probably want to cum, don't you?”
“Yes Sir, I do.”
Chris smiled at her in that way that made her nervous. It reminded her of a cat looking at a bird he was about to eat. “I will let you cum, but only after I do.” Resuming his examination, Chris slid a finger easily into her slick pussy, and after working it back and forth gently, he added a second. The muscles of Sheri's pussy gripped his fingers tightly. “Relax your muscles dear, stop clenching.”
“I am not clenching Sir.” Chris frowned briefly, and then said, “Ok, squeeze me then.” Sheri contracted her muscles, and gripped his hand as tightly as she could. Chris was amazed at the pressure she could bring to bear. “Relax.” She did, and his fingers could slide more freely. ‘ Wow, she is almost virginally tight, and amazing muscle control. This is gonna be a hell of a ride.' Pulling his hand free, Chris looked at his hand. The first two fingers, the knuckles, and part of his thumb were coated in sticky, clear juices. He brought it up so Sheri could see it; she blushed a bright red, looking down for a second, before meeting his eyes again. Chris smelled his hand, inhaling deeply, and sighed as he exhaled. “You smell wonderful dear.” Sheri turned deeper red. Then he licked his fingers. “Taste good too.” She turned purple. “Breathe before you pass out dear.” Chris cautioned. Sheri did, and got her color back to normal. “Now, clean the mess you made off of my hand.” Chris indicated, as he held his still-coated digits up to her face.
Sheri didn't hesitate on this one. It was a bit of a secret fetish of hers; she loved her own taste, and when masturbating, often tasted herself afterwards. She considered herself to taste mostly sweet with a bit of a musky tang to it, especially after a strong orgasm. Opening her mouth, Sheri sucked enthusiastically on Chris' fingers, and rolled her tongue around to ensure getting them thoroughly clean. Chris pushed them deep into her throat, and got a slight gag as they made contact with the back of her throat. “Better not gag on something that small dear, or you're going to need a lot of practice before you'll be a good cock sucker.”
Pulling his hand away, Chris walked around behind Sheri, and ordered, “Bend over, and grab your ankles.” She did, feeling very self-conscious of the fact that her wet pussy, and now her ass, was lewdly exposed to view. “You're not a virgin,” Chris commented, “and I'd guess you have sucked a cock or two judging by your technique with your tongue, am I correct in these assumptions?” Sheri squirmed as she felt his hands spreading her ass cheeks. “Yes Sir.” Chris moistened his index finger by placing it in her drenched cunt. “Have you ever been fucked up the ass?” As he asked this question, Chris inserted the tip of his finger into her tiny rosebud. Feeling it clench, and hearing her indignant squeal, he already knew the answer before she gave it. “Ugh..! No Sir, I have not, and I don't want to.”
Chris pulled away, and told Sheri to stand back up. He held his finger up to her as he had done when it was coated in pussy juices, and waited. Sheri looked at it, then back at him, eyes pleading. He just stared back at her, and with a disgusted look on her face, she sucked clean the finger, which had been up her ass so recently. When he was satisfied at the thoroughness of the job, Chris pulled his hand away. “Good girl!” He said, walking from the living room to the kitchen. “That was difficult I am sure, but you performed the task admirably despite your obvious distaste for it. I am pleased, so far, by your attitude. Each task is a small test. You cannot move on to more complex tasks until you have mastered the simple ones.” Sheri heard water running. Chris came back to the living room with a glass of water. “Kneel,” He said simply, pointing to a place on the carpet next to the coffee table. Sheri did, trying to get into the pose he had described earlier. Chris set the water glass on a coaster, and said, “drink.” While she drank the water, thankful for the opportunity to get the taste out her mouth, Chris spoke again.
“How many men have you slept with Sheri?” Chris asked, “How many others have you given head to?” Sheri put her glass on the coaster, resumed her position, and answered. “I have been with 3 guys, and only gave one of them head. It was my last boyfriend.” Chris nodded thoughtfully, “Did you swallow when he came?” Sheri made a sour face, “No sir, I did not. He only came in my mouth once, and he didn't tell me he was going to do it. It made me choke.” Chris took a sip from his coffee cup, and made a sour face of his own, finding the contents cold. “Rest assured, I will cum in your mouth, and I will expect you to swallow when I do. Now go to the kitchen, and get me a fresh cup of coffee.” He ordered, holding his cup out. Sheri took the cup, and stood quickly, moving to the kitchen. Chris heard his cup being rinsed, then dried, heard the refrigerator open, then close, heard coffee being poured, then stirred, and saw Sheri reappear with a cup in hand. She moved to her place by the coffee table, set the cup on a saucer in front of Chris, and resumed a kneeling position. Chris took a cautious sip of coffee, and smiled. It was perfect, just the right amount of cream and sugar for his tastes.
“How did you know how I take my coffee dear?” Chris asked, obviously pleased and amused in equal measures. “I took a drink of the cold coffee before I poured it out. That way I could taste the fresh coffee, and make sure it tasted the same way Sir.” Sheri stated, eyes bright with the compliment. “Excellent thinking; I am impressed. Now lets see what else you do well. Come here.” Sheri crawled forward as Chris set his cup on the table, and stood in front of her. It had been obvious for quite a while that Chris' cock was hard, wearing only flannel pajamas, to some degree Sheri could even tell the shape and size of his cock, but she still let out a small gasp when he pulled his pants down. An 8-inch cock is not intimidating to most women, and though it was bigger than the 3 previous ones she had seen, it was the width that made her nervous. Chris' tool was thicker than her wrist with thick veins, and a thicker, bulbous head. ‘Oh my God! No way I can swallow that thing! I hope he's gentle, that'll rip my pussy apart!'
Snapping her out of the daze, Chris ordered, “Suck it, gently.” Sheri opened her mouth, and took the head of his cock in her mouth. She noticed he smelled just right. Mainly like soap, a bit musky and male, but just right. Sheri reached up to take him in her hand, wanting to stroke him as she took him a bit deeper, when Chris stopped her. “I said suck it, not stroke it. I will not have a sub covering up poor oral technique with handwork. If I wanted a hand-job, that's what I would have asked for.” Sheri put her hands behind her once again, but was a bit concerned. He last boyfriend had complained often about how little of his cock she could actually swallow, and as a result, she had gotten very proficient at using a gentle twisting stroke in conjunction with her mouth to satisfy him. Chris watched her bob 2 or 3 inches in and out of her mouth for a bit, before commenting. “Your mouth feels great, but I want to be taken deeper.” Sheri tried to go deeper, but started to gag, and pulled away, gasping. “Poor effort there dear.” Chris scolded, looking disapprovingly at her. Sheri looked up, forlorn, and protested. “Sir, I can't take it any deeper.” I am not upset that you didn't get it any deeper,” Chris answered, cutting off any further excuses, “only that you pulled away when it got a little tough.”
Walking away from her a few steps, Chris thought for a moment, and then said, “You will be punished for disappointing me, then I will fuck you. If I can't get satisfaction from your mouth, I will get it elsewhere. Stand up.” Sheri followed him down the hall away from the living room. At the first door, he gestured for her to go inside. Sheri walked into what was most likely a guest bedroom. It had a dresser, a small nightstand, a few pictures, and a black, metal-framed futon. When it was flat, in the bed configuration, it had a metal armrest at both the head and foot, making for wonderful tie-down points. Chris had Sheri lay on her stomach, and restrained her wrists above her head. Then, using tension from the bottom, he pulled until her body was taught. A pillow placed under her hip bones kept her ass in the air.
“I am going to spank you now Sheri.” Chris told her. “It will be painful, and you will cry. I will only do this if you agree, and accept this punishment. After that, I am going to fuck you. Do you understand? If you agree to this, I will not stop until I am finished, regardless of what you say or do from this point on. Do you agree to this?” Sheri was crying now, scared of being punished, more scared of disappointing Chris, and being told to leave. “Yes Sir, I agree.”
Chris leaned over her head, and told Sheri to open her mouth. In it, he put a bright red ball gag. It was a bit painful, as the ball was quite large, and didn't fit her mouth very comfortably. She bit down a little on the rubber, and found it mostly unyielding. Then she tested her bonds, and found she was quite securely restrained. Then the fear really set in. ‘ What am I doing? He could hurt me very badly, and I couldn't do a thing about it. I just hope..'
CRACK! “MMMMPPPPHHHH!” Chris' leather belt crashed down on her exposed ass. The pain made her go stiff for a minute, then she went frenzied, fighting the restraints for ass she was worth. Chris let her struggle for about 10 seconds, and just as she started to relax, CRACK, just below the ass cheeks, on the upper thighs. “AAAAAAAGGGGGG!” This animal sound was followed by about 15 more seconds of thrashing, and more unintelligible yelling from behind the gag. “Only 8 more to go dear. 10 strokes are about right for a first-time offense. Settle in, try not to fight, and it'll go more easily.” Sheri's mind was racing, how could she communicate with him that she wanted to stop. Her eyes met his and pleaded for mercy. He smiled at her, and her spirits rose, and then the belt came down again. Sheri screamed, and bit the gag. She had never felt pain like this, never even been spanked as a child. All the fantasy about being spanked was blown away. This HURT! I her, along with the pain, and the fear, was a growing resolve to do better next time so he would not have a need to punish…CRACK! ‘ fuckshitgoddamn! OUCH! Man, he must be welting my ass something fierce!'
Her screaming dimmed to anguished moans, and after the 10 th stroke had been administered, she lay still and sobbed. Chris' cock was so hard; he thought it was going to explode. All he wanted was to fuck her, and fuck her hard! But he knew to do that right now would be shattering to Sheri emotionally. Topping a sub was a lot like being a club DJ. It was all about tempo. You had to build the tension and excitement to a peak, but not too long of one, then let them down a bit, little cool-off period, before dialing it back up to a fever pitch. Sheri needed a cool down. He let her cry, and went to the bathroom. Gathering the supplies he needed, he returned to the bedroom. Sheri was looking at him, and trying to speak through her gag. “Shhhh! No talking, do you understand? If I let you up, you cannot speak until I have told you to, or I will restrain you again. Agreed?” She nodded.
Chris released one ankle, and both wrists so Sheri could sit up. Then he reached for the ball gag, undid the buckle, and with an audible ‘pop', pulled it out of her mouth. Sheri gasped in air, coughed, and worked her tired jaws. Chris could tell that she was dying to talk, but was honoring her promise. Handing her a tissue, he said, “Blow your nose.” She did, and they both laughed briefly at the goose honking sound she made. He took the tissue, dropped it in a waste can, and handed her a glass of water. Sheri said, “Thanks sir,” and drank half the glass at once. When she was done, he took the glass, set it down, and hugged her. It was a long, comforting hug, and Sheri melted in his arms, fresh tears brimming at the corners of her eyes. Then Chris pulled back, and kissed her gently on the forehead.
“I know you're feeling badly right now, probably think that was a bit harsh. Well, it was not. You have chosen to sample a lifestyle, which is outside the normal or conventional boundaries. It is unusual in that you are an adult, dealing with sexual situations, but in many ways, treated as a child. If you don't obey, you will be punished, and having a temper tantrum, fighting it, or being mad about the unfairness of it will not help you. In fact, it may make the situation more difficult. If these are things you cannot be comfortable with, then maybe you need to reexamine the path you are choosing right now. You have probably heard your parents, or counselors talk about crossroads, times in your life when you have to chose a direction. Now is one of those times. I have given you a little sample of what this is all about. I am a strict dominant, but not an unfair one. I will teach you, as I believe, from what I have seen, that you have the capability to be a good submissive. You must decide, however, which path to walk. Don't decide now, finish the evening, go home, sleep on it, and then decide.”
Sheri's mind was spinning. A few minutes ago she wanted out of the restraints so badly, just so she could tell Chris to go to hell, and leave. Now, all she wanted to do was stay with him, and make him happy with her, and he was telling her to think about it all. It was a bit overwhelming. But in the midst of her confusion, came the voice of reason. “Lay on your back, spread your legs wide, and tuck your heels up against your buttocks.” Sheri did this, almost without thinking, exposing her sex to Chris' view. He moved between her legs, and she thought he was going to penetrate her, but instead, he kissed her, and moved down between her legs, licking gently on her outer labia. Sheri arched her back as the new sensation of a tongue on cleanly shaven skin assailed her mind, which was still reeling from pain response. Teasing and licking her inner thighs, and outer lips, Chris occasionally moved across her clit. It was not hard to find. Sheri had small vaginal lips, and an obvious button of a clit protruding from the center, just begging for attention. Each time his tongue brushed it, Sheri would moan, and strain to push his face harder into it, but Chris just moved away, and licked further down her slit, tonguing deeply into her damp hole, savoring her smell, her taste. Finally, after what seemed like a lifetime, Chris focused his attention on her clit with vigor. In less than a minute, Sheri felt an orgasm coming on. Instinctually, she reached down and grasped Chris' head. He stopped instantly, and she let out a frustrated moan.
“Don't touch! Place your hands behind your head. Don't you dare cum without asking for permission either.” Chris warned, and then he moved back into position, and resumed his oral ministrations. As she approached orgasm again, Sheri asked, “Sir, may I cum?” Lifting his head a bit, Chris answered, “Not just yet.” And continued to lick, putting two fingers inside her tight pussy as he worked her clit harder. Sheri was desperate. She wanted to cum so badly, and knew she couldn't hold out any longer. “SIR! PLEASE!” She cried out. “NO! Not yet!” Chris jammed one of his wet fingers up her asshole, and Sheri squirmed uncomfortably, the spell momentarily broken, but soon, Chris' oral attention had her on the edge again. “Sir!” Chris added a second finger to her vagina, and another to her ass, as he replied, “Go ahead.”
Sheri went fucking nuts. Bucking on his hand, her hips gyrating and grinding, she pounded the bed with her fists, and screamed “Cummmiiinnnggggg!” as she exploded. Chris felt her vaginal and anal muscles spasm and clench his fingers. Her breathing was ragged, and she jerked a few times as the powerful sensations continued to rack her body. Then, she lay still. “Get up.” Chris commanded, pulling his fingers from her orifices. He held his hand up to her face, and with a sigh, Sheri set about licking and sucking the juices from both her cunt and ass form his hands, until Chris was satisfied.
“Thank you Sir, that was amazing!” Sheri cooed, once her mouth was empty. “I am glad you enjoyed that dear. Now, it is my turn, are you ready to please me?” Sheri was still a bit nervous about his cock size, but thought ‘ my pussy is so wet right now, it shouldn't be too much of a problem.' “Yes Sir, I am ready.” She spread her legs again. “What sort of birth control are you using dear?” Chris asked. “None Sir, I have condoms in my purse though, would you like me to get one?” Chris smiled, and shook his head. “No dear, no condom for me. No birth control, I guess we'll have to put it somewhere else. No one ever got pregnant from anal sex before.”
Sheri's heart almost stopped. Surely he was not serious. It was uncomfortable when he put two fingers up her ass, and now he wanted to put THAT up there! “Sir, I am not sure…” Chris cut her off, are you refusing me already? “ No Sir, it's just…well…it's so big Sir, and I am very small there.” Chris grinned diabolically, with a gleam in his eye. “Don't worry dear, it'll stretch.” Now, lay on your stomach.” With butterflies the size of Volkswagens, Sheri did exactly as she was told to.
Part Three
Once again, Sheri's wrists and ankles were restrained, the pillow placed under her hips to elevate her perfect little ass. Chris left the room for a minute, and returned with a leather blindfold. It was basically two round eye patches, each coated in a soft material, with a black leather strap holding them in place. When on, and snug, not only could Sheri not see, but also the light pressure exerted on her eyelids prevented her from even opening her eyes. This added to her sense of dread, and Sheri was having doubts as to her ability to do what Chris had requested.
“Sir, I am not sure I can do this. I mean, can I take it? Will you be gentle with me?” She asked, tears welling up in her covered eyes.
“Of course I will be gentle at first dear, I do not want to injure you. As for can you do it, well to be quite honest, there is nothing to do. You are restrained, and soon, will be gagged. Once I begin, you simply lie there, and get fucked. In this moment, I will be using your body for my pleasure, and not for mutual satisfaction. You have received your orgasm, and now it is my turn. You either chose to please me this way, or chose to leave, and discontinue our association on this level. But you must chose, and chose now.” As he spoke these words, Chris had opened a tube of KY jelly, and was liberally coating two fingers with the clear, slippery goo. He reached down, sitting beside the prone submissive on the futon, and began to massage the lubricant around the outside of her tight, virgin anus. Sheri whimpered at the touch, but as he put a finger inside, the sensation was both alien and exciting at once.
This was the dirty place. You didn't have sex there; you shit from there, so why would a man want to fuck that dirty place? Wouldn't he rather have my pussy? That's what all guys want, right? But not this guy; Chris had said he wanted her ass, and now, it was put up or shut up time. Ever since her first sexual encounter, Sheri had wanted to please. She never knew why, or what that meant, just that it was very important to her that her partner enjoyed himself. Her difficulty in reconciling this in her own mind stemmed from her mother's teachings. Since she was old enough to know what sex was, it had always been preached that sex was ‘dirty', and something only done between married people. Her mother's religious convictions, though not shared by Sheri, certainly had left a lot of conflict in her young mind. The submissive personality type constantly warred with the voice in her head, her mother's voice, telling her it was dirty. One very distinct memory was from 8 th grade, a girl in Sheri's class was telling a story in the bathroom about catching her older sister giving a blowjob to her boyfriend. Although Sheri gasped, and giggled with the group, it was to mask her discomfort at not knowing what a blowjob was. That night, she had asked her mother what a blowjob was, and was surprised at the reaction she got.
“I don't ever want to hear you talk like that again. Only perverted men enjoy those things, and only a whore would allow a man to treat her that way. Now go to bed.” With that, she turned out the lights, and slammed the door to Sheri's room, leaving her daughter confused and upset. Weeks later, Sheri finally asked her friend Terri, the one who's sister had been the subject of the story, what a blowjob was. Though it didn't sound appealing, having a boy put his penis in your mouth, Sheri was not disgusted, and actually found the notion quite exciting. Part of her wanted to rebel and do exactly what her mother had said was dirty. Still, Sheri had never been able to get that voice out of her head, and even when being with boyfriends in the past, could never get comfortable doing anything other than vaginal sex. Always, it was her mother's angry voice, calling her dirty. Now here she was, about to allow a man to do something she believed to be very dirty on their first time together.
Chris had his second finger working into that tight canal, and was moving them in and out gently, twisting slightly, trying to get her muscles to relax a bit. “You have to chose now dear.” Chris said, removing his fingers to apply more lubricant. Sheri was not completely ready to surrender her ass, and had a lot of concerns, but she was more afraid to lose the opportunity she had with Chris. Here was someone who understood her need to serve, and despite her discomfort, had made her cum like mad even while she was uncertain. It was like a drug, and she needed more. “Yes Sir, I will do it.”
Sheri could not see the pleased expression on Chris' face. He was fighting mixed emotions as well in that her wanted this girl so badly, and saw so much potential in her, but she was so raw, and Chris was uncertain as to whether he wanted to commit the amount of time necessary to teach her what she needed to know. Part of him had been pushing her hard all night, trying to scare her off, make her quit, and now, she had submitted to his last demand of the evening. While he was going to thoroughly enjoy fucking that tiny ass, Chris had no illusions that this was going to hurt like hell for Sheri, and she would be a weepy mess when he was through. Maybe that'd make her run.
“Once I begin, I will not stop until I reach orgasm, do you understand this?” Chris asked, straddling her slender thighs, and rubbing the remaining KY onto his swollen cock.
“Yes Sir, I understand.” Sheri said meekly, and tried to calm herself, to relax her muscles so the penetration would not be so uncomfortable. Chris told her “Open your mouth” as he put the ball gag back against her lips. Sheri hesitated for just a second. ‘If I have this in, I can't tell him if it hurts too much, or ask him to stop. But he already made it clear; he doesn't intend to stop. Ok, I can do this.'
Sheri opened her mouth, accepted the gag, and Chris buckled it in place securely. Kissing her between the shoulder blades, Chris pressed the head of his cock against her puckered asshole, and Sheri whined a bit through her nose, anticipation of what was to come was making it difficult for her. Then the pressure began to increase, and despite her best intentions, Sheri's body instinctually clamped down for all it was worth. Chris frowned, and increased the pressure. He knew there was no way for her asshole to stop the penetration, especially as well lubed as she was, but understood that by fighting, she was making it difficult for herself. “Relax little one,” Chris advised “it's going in either way, and fighting only makes it harder.” Sheri tried to relax, but her body was clenching involuntarily, and the pressure was going from uncomfortable to painful. Then, the sphincter muscle yielded to the intruder, and the head of Chris' cock popped through the ring of her asshole. Sheri's whine became a long drawn out squeal, while Chris sighed “Yeah….that's better.” Giving her a couple seconds to accommodate his size, Chris began a slow, steady push deeper into her bowels. ‘God, this little bitch is tight! I can feel every muscle in her body squeezing me right now. She's like a velvet glove.' Sheri, on the other hand, was not experiencing such a wonderful sensation as that which was wrapped around Chris' cock. She was in pain, and felt like her asshole was splitting in two. ‘He's killing me! Oh please! I can't take this, stop.' her mind screamed. But what came out of her mouth was “MMMPPPHHH!” She was shaking her head from side to side, and pulling frantically at the restraints, all of which only had the effect of tightening her grip on Chris' cock further, and stimulating him all the more. Visually she was more appealing by the second. The defined muscles in her back, arms, and shoulders all standing out as she fought the restraints, the thin sheen of sweat building up on her skin from the exertion, and the black leather of the blindfold, gag, and wrist cuffs against her pale skin all combined to increase Chris' excitement. Finally, after it seemed to Sheri that she was stuffed beyond her capacity, Chris was fully inside her. He held still, and murmured encouragement and praise to her, while telling her to relax, and breathe. Slowly, her body became used to the large tool stretching her anus, and she stopped straining against the restraints. Then Chris pulled back out, and Sheri went apeshit! She felt like he was pulling her guts out through her ass. She screamed long and hard into the gag, but only a muffled trill came out. Sheri tried to lift off the bed, preventing Chris from pulling out, but the restraints kept her firmly in place. Chris was in heaven. As good as it had been penetrating her asshole the first time, the reverse stroke, and the suction being applied by Sheri's ass to keep him inside was amazing. He pulled out until only the tip of his cock remained inside her, took a second to look down at her tiny, horribly distended anus stretched around his cock, then plunged back home to his full length. The force of this penetration knocked the wind out of Sheri, and she couldn't believe the pain in her bowels. It felt like she was on fire, and she was sure Chris had ripped her severely down there. He was not hammering away with vigor, every thrust slamming painfully home, every retraction made her feel like she had to take a shit. Sheri was sure she was making a horrible mess, and even through the discomfort, that thought mortified her. She could feel his passion growing, he was moaning now, growling in her ear, and biting the back of her neck. His sweat and smell enveloped her. Very male, strong, but not offensive, it combined with her sweat, the smell of sex, and lubricants, and the leather restraints. Sheri found it quite intoxicating, and noticed, as Chris became more and more excited, she was also becoming aroused. She was aware of a dampness spreading between her legs, and began to push her hips back, despite the pain, which made her grimace, to meet his every thrust. She was grunting through the gag with the effort, and Chris growling became one long animal howl as he thrust deep, held still for a moment, then exploded. Sheri felt the flood of hot sticky cum in her bowels, felt his cock throbbing in her asshole, and felt Chris sigh as the tension left his body. She smiled to herself; happy to have satisfied him despite the pain she was in. ‘So this is how it feels to be submissive during sex.' she thought, feeling a bit dizzy as the endorphins and adrenaline in her system suddenly had no place to go.
Chris reached down between Sheri's legs, and felt how wet she was. He chuckled to himself, as his fingers began to explore her sex. Initially, she didn't react to his touch, but when he found the swollen little bud of her clit, Sheri jumped about a foot off the futon. Chris didn't waste any time with her, just worked her clit hard and fast, his semi-hard cock still in her ass. She started moaning, and trying to say something through the gag, but Chris couldn't make it out, and didn't care what it was. She was shaking her head ‘no', but all the while was grinding her hips into his hand. It didn't take long, and Sheri found herself swept away in an orgasm that was crashing around her. “Go ahead dear.” Chris whispered in her ear, and go she did. Once again, Sheri bucked and thrashed as she came. At one point she thought she was going to pass out from the intensity of the orgasm she was experiencing. Wave after wave, she came, screaming and biting the gag, until she was exhausted. Even after it had passed, Sheri's body trembled for several minutes. Chris slowly pulled his cock out of her sore, stretched asshole, and left the room. Sheri just lay there, in a state of bliss, and listened as Chris ran water in the bathroom, urinated, and cleaned himself. Then he came back into the room, and undid the ankle restraints, followed by the wrist restraints. “Kneel.” He told her. Sheri came up to a kneeling position on the futon, and started to put her sore arms behind her back. “No, just relax and stretch those a bit. Tilt your head forward.” Sheri did, and he released the buckle on the ball gag, pulling it free of her mouth with an audible ‘pop'. Sheri worked sore jaws back and forth, then swallowed, and said, “Thank you Sir.”
Chris smiled, and replied, “You're welcome. Here's a tissue, blow your nose.” Sheri did, making yet another honking sound. This produced an awkward giggle. “I must look like hell Sir.” She mused, sheepishly. Chris looked at her, and it was true. Her hair was tangled and matted with sweat, her face was puffy from crying, she had eyeliner running from underneath the blindfold, and her nose was red. She looked pretty ragged. “Nope, not like hell at all.” Chris answered; taking her used tissue, and helping her off the futon. “You look like a sub who has worked hard to please a dominant dear, and that makes you look beautiful.” Chris led the still blindfolded sub to the bathroom. “Turn around, sit down dear.” Sheri did, and Chris reached behind her to undo the blindfold. “Keep your eyes closed, then open them slowly. You have been in the dark for a while now, and they will be sensitive.” He advised, pulling it away from her head.
Sheri rubbed her tired, itchy eyes. They felt puffy from crying, and she began to squint as she opened them a bit, allowing them to become accustomed to the light. She was not sure what she'd see on Chris' face, and that thought made her nervous. Would he be stern, or disappointed with her? Would he be pleased with her efforts? She became accustomed to the light, and cautiously, Sheri looked up at Chris. What she saw warmed her heart. His face reflected satisfaction and caring, and he was smiling at her. He saw the relieved expression melt into tears, and quickly reached out to embrace her, pulling her tightly into his chest and stroking her hair. Then slowly breaking the embrace, Chris kissed her forehead, and said “Go ahead and use the bathroom, I am sure you're cramping up a bit right now.” Sheri nodded, and waited for him to leave the room, but instead, Chris retrieved a washcloth from the cabinet, and began to run warm water in the sink. Noticing her still staring, Chris turned to face her.
“Sir, may I have a moment please?” Sheri asked, grimacing as her need to relieve herself became more urgent. “No, you may not. You have no privacy with me, no modesty. Is that clear? You have to un-learn a lot of bad habits, and the need for your own space as to avoid embarrassment is one of them.” With that, Chris turned back to the sink, and began cleaning his cock with the warm washcloth. Sheri sat there, mortified, for a minute or two. ‘Yuck! He's going to be in here when I go? I can't do it with him here.' But she could, and her body was taking that decision away rapidly. Finally, with a loud squirting noise, her body expelled any remaining waste, combined with sperm and lubricant. Chris never looked back at her, or made any comment, only finished cleaning himself, and rinsed the washcloth thoroughly, but Sheri was humiliated all the same. She turned bright red, but managed to finish the task. Before he left the bathroom, Chris turned and said, “Use this cloth to clean yourself, then come into the living room.”
Seated, with a fresh cup of coffee, Chris was waiting patiently when Sheri made her appearance in the living room. She approached Chris, and without being to, knelt in front of him, hands behind her back. Chris smiled a bit, and then passed her a small black journal, and a pen. “This is yours, dear. In it, you will record all instructions I give you, the date it was given, as well as my rules for our continued relationship, and the consequences of any deviation from my rules. You are to keep it with you at all times, unless I dictate otherwise. Failure to have it with you will result in immediate punishment. Do you understand?”
Sheri took the journal, and looked Chris in the eyes. “Yes Sir, I do. May I ask a question Sir?” Seeing Chris nod his approval, she continued. “Why do you not want to be called Master, and how should I address you in public. For instance, should I call you ‘Sir' at school?” Chris took a sip of his drink, and then answered carefully. “I do not have you call me Master at this time, since I have not committed to making this a long-term relationship. Once I am certain you are trainable, dedicated, and serious about this process, and that it is not just a fling or some experimental phase you're going through, then I will offer you a collar. The collar is symbolic of our commitment to one another as Master and servant, much like a promise ring symbolizes a continued commitment, and a desire to move forward. At that time, I will be addressed as Master.” Chris paused a moment, allowing this to set in, then continued. “As for addressing me in public, for now, let's keep it simple. Just call me Chris as always, but understand that if I tell you to do something, I expect you to make it so. I will respect your right to keep this part of your life out of the public spotlight if you do the same.” Sheri nodded her understanding, and Chris went on. “Good, now a few things to put in your journal.”
Sheri uncapped the pen, opened the first page of the leather bound book, and awaited her instructions. “First, a few rules. #1, always keep your pussy and asshole shaved freshly. I don't want stubble, or one ounce of hair on that region. #2, refusal to follow any command will result in termination of our relationship. #3, Clean all penetrations. If I am fucking you, and pull my cock out, I expect your mouth wrapped around it. #4, be on time, and never embarrass me through your appearance, attitude, or enthusiasm. Others may be present as you are being trained, and your performance is a direct reflection on me as a Dominant. Make me proud, and life will be simple. #5, be gracious, willing, eager to please, and attentive to detail at all times. Attitude is often more important than performance. I do not expect you to do everything perfectly, just that you give your best effort always.” Chris stopped, and waited until Sheri had finished writing. She kept staring at the page for a moment, expecting more, but Chris told her “Look at me.”
Sheri looked at his face, noticing he was a bit more serious now. ‘He's teaching.' She thought, ‘and he is more intense, more in character when he is sharing information with me.' Chris studied her for a moment or two and then asked, “Do you have any questions about the 5 rules I have given you?” She bit her bottom lip, a trait Chris had began to notice she did when she was unsure of what to do next, then found her voice, and asked a question. “Yes Sir, #3, clean all penetrations…” Her voice trailed off. “Yes, anal or vaginal. I will look at what is going on, and determine if there is too much mess to have you perform this task, but you always assume you will be sucking and licking me clean. This is further incentive to keep yourself very clean.” Sheri swallowed hard, and despite her best efforts, Chris could see the disgust on her face. ‘Good' he thought, ‘she is concerned about that portion of the training. Now I have something to motivate her with.'
Chris stared at Sheri. “If there are no further questions,” she nodded no, “then I have a few tasks I want you to accomplish before our next meeting.” Sheri picked up the pen again. “First, on Monday, make an appointment to get on birth control. As fun as it would be to fuck your delightful little ass every time, you'd get pretty sore, and I do like pussy. Secondly, go to the adult toy store on 56 th street, pick up a flesh colored dildo that is the approximate size and shape of my cock. I want you to bring it with you to our next encounter. Are these both clear instructions?” Sheri looked up from the page. “Yes Sir.” Sheri looked at the clock on the living room wall, the time was 12:14 pm. Sheri was expected to go shopping with her mother first thing in the morning. “Sir, will I be allowed to go soon, I have to be awake early.”
When she looked back at Chris, he had on that wolfish grin she had already come to love and dread all at once. “Oh, you will be awake early dear!” Sheri noticed his cock was semi-rigid, and growing rapidly. “Now, before I loosen that ass up a bit more, let's work on your oral technique a bit.” Sheri crawled forward, thinking how this was going to be a long night, and took his stiffening cock into her mouth. Little did she know how right she was.
Part four
Sheri had been correct in her assessment of the evening. Chris kept her awake until 4 am, when he allowed her to shower, and leave. The second bout of anal sex was not as painful as the first, or as emotionally traumatic. Her ass, already sore from the earlier invasion, relaxed much more quickly, and Chris even changed positions, putting her on top, and allowing Sheri to lower herself onto him at whatever speed her body needed. The only down side was that as Chris had already cum once, he took a lot longer to reach orgasm, so Sheri's poor asshole was very tender and inflamed. She drove home in a semi-dazed state, and collapsed in her bed at 5 am, with her hair still wet, and wearing her schoolgirl clothes from the night before.
At 8 am, Sheri's mother, Denise, knocked on her door, and called in. “Sheri, get moving honey! I want to be out the door in one hour.” Sheri looked up at her clock with one squinted eye, and groaned. Reluctantly, she crawled out of bed and stumbled towards her bathroom. One of the many concessions her father had made to his teenage daughter was the private bathroom. Herb had knocked out a wall between the bedroom Sheri had occupied since age 5 and an adjoining, smaller guest room, and in doing so, both enlarged Sheri's living space, and allowed for a private bathroom. As pleased as Sheri was about this, her parents were more pleased, as they didn't have to plan their needs around a pretty girl fluffing herself for hours at a time. The last benefit was in having her own external door. This was monitored closely by her father until Sheri's 18 th birthday, but now, allowed her to come and go as she pleased, without waking the family if it was late. Staring at herself, briefly, in the bathroom mirror before undressing, Sheri was more thankful than ever for her own entrance. ‘God, if Mom or Dad had seen me like this last night, they'd have shit! I look like a whore!' As she undressed, that last thought was weighing heavily on her mind. She loved the new found sense of eroticism, and the thrill of doing what was forbidden, but still heard her mother's voice in her head, calling girls a whore for any misdeed, real or perceived. She wanted to please her mother, live up to her expectations, but also needed to get out and find her own way. Showering, some of these cares seemed to wash away with in the steady flow of hot water. Sheri closed her eyes, and let her hand wander down to her shaved snatch. She rubbed her clit slowly, gently, and was surprised at how rapidly it became swollen. She thought about Chris' touch, his smell, his voice on the back of her neck as his cock slid in and out of her clenching anus. He breathing became ragged, and she started to shake, and then quickly, had a mind-blowing orgasm. Sheri's knees got so weak that she had to sit on the floor of the shower. As she dried off, and began dressing, Sheri smiled a small, sly smile that told her she was ok. Looking at her tired, grinning reflection in the steamy mirror, she thought to herself, ‘nothing that makes me feel this good, this satisfied could possibly be wrong.'
Shopping was uneventful most of the day. Her mother dragged Sheri in and out of a dozen stores, making small talk about friends and family. They passed a Victoria's Secret, and Sheri stopped, and said “Mom, let's go in and look around.” Her mother looked around, as if someone was watching them, and said “Absolutely not! Only sluts would dress that way Sheri, what is the matter with you?” Sheri hung her head a bit, and almost let it drop, but when her mother started to walk away, Sheri swallowed hard, and said “No.” Her mother looked back, and asked, “No what?” ‘Why am I making a big deal out of this?' Sheri asked herself, but she was committed now, and felt it was important to make a point. “Just because a woman wants to look pretty, or attractive for someone, that doesn't make her a slut Mom.” Denise looked around, clearly embarrassed by this exchange, but Sheri pressed on. “I mean, haven't you ever tried to look pretty for Dad?” Sheri's mom, blushing horribly, pulled her along by the arm, and hissed through clenched teeth. “Heavens no, if I did, he would want sex. God knows he wants that enough as it is.” Sheri looked at her mother, and asked in a quite voice, “What if you want that, wouldn't you dress that way to let him know?” Her mother, voice cold and harsh ended the conversation by looking at her daughter, and answering “I don't EVER want sex, it is something I do for my husband because he expects it of me, but I honestly could care less if he ever asked again. I have you, and that, in my opinion, was the only reason to have sex. Now drop it this instant.” Sheri was a little shocked, but not terribly surprised. These occasional candid moments only served to further illustrate how little her Sheri and her mother had in common.
After their awkward exchange, the shopping went by in tense silence. Very little communication took place, and even eating lunch in the food court, both women seemed distracted, and spent the meal staring at their plates. On their way out, Denise said to Sheri, “Let's stop at Sears, I need to pick up something for your father.” Sheri nodded, and allowed herself to be led through the store, as her thoughts wandered to Chris, and the instructions he had left for her. Her mother stopped suddenly, and said, “Your father needs a new belt, help me pick one out for him.” Sheri looked around, there were 3 different racks, all containing belts of various sizes, thickness, and color. As Sheri touched them, the smell and texture of the leather was pleasing to her senses. She could almost imagine the way a particular belt would feel on her ass cheeks, it's weight, stiffness or softness of the leather, all these things aroused her greatly, and Sheri began to be aware of a growing dampness between her thighs. She was caressing a belt, and smiling dreamily, when a salesman interrupted her fantasizing. She blushed horribly, shook off his efforts to assist her, and picked out a belt for her father. The salesman gave her a small wink and a smile as her mother was paying for the belt.
Saturday night, Sheri headed up to the adult toy store. It was a brightly lit place advertising games, lingerie, costumes, novelties, and toys for all types. Sheri was nervous as she arrived in the parking lot. There were many cars there, and Sheri had been hoping the place would be deserted. Gathering her courage, she walked inside. A clerk said ‘hello' as she walked through the door, and Sheri muttered a reply. “Can I help you with anything?” he asked. “Just looking.” Sheri relied quickly, brushing past the counter, and heading for the center of the store. She saw the section of wall that had dildos and vibrators on it, and stood there for a minute with her mouth open. There were hundreds of them to choose from. It seemed they came in about every conceivable color, shape, and style. Sheri saw a few so small, that she sniggered, and wondered, ‘What's the point? Might as well use a finger.' Then, just as surprising, were a few as big as her own wrist and forearm. ‘Oh my God!' she thought ‘who the hell uses one THAT size?' Shuddering, she looked for a dildo that would meet Chris' requirements. She saw a promising candidate, and picked it up. It appeared to be a similar size and shape to Chris' penis, but it was hard to tell through the plastic wrapping. She tried to grasp it in her hand for size comparison, and looked up, realizing she was being watched. A man in his late 40's, with a magazine under his arm was smiling at her, and asked, “How's it going?” Sheri didn't answer, and turned away quickly, almost running into a display rack in her haste, and headed for the counter. Paying for the item without further incident, a very flustered, embarrassed Sheri drove quickly away from her first venture to an adult toy store.
Back at home that evening, Sheri wanted very badly to get her new toy out of the package and examine it, but realized that Chris had not given her any instructions to cover this. Being unsure of what to do next, she decided to present him with the toy in it's original packaging. ‘Oh well, guess I'll have to get off the usual way tonight.' Sheri thought as she stripped down for bed. ‘This must be affecting me more than I thought' she mused as her hands moved between her thighs ‘because I have NEVER needed to masturbate this often.' Sighing deeply, she started lightly rubbing her clit, then sliding down further to push her finger in and out of her rapidly moistening cunt. Now working seriously to reach a climax, Sheri worked her clit in earnest. She frowned a bit as he first orgasm hit her. Despite her obviously aroused state and her need for release, the orgasm wasn't as powerful or satisfying as she had been expecting. Feeling her body relax form the first one, Sheri worked to orgasm again, seeking a stronger release, but found it difficult to even get close to cumming. ‘Damn, what is wrong with me tonight?' she thought, irritated by her body's mixed messages of need and unwillingness to let go. On impulse, Sheri sucked the middle finger of her left hand to get it wet, and reached under her thigh to insert it in her anus. Massaging that delicate, still tender bud, Sheri's body instantly responded to the light pressure, and her nipples became harder than ever. Encouraged by this, and liking the sensation, she inserted her finger gently until it was buried completely in her asshole. Sheri moved it around, finding a comfortable angle, and found that with a light upward pressure, combined with clitoral stimulation, her body was more than ready to let it go. Her breathing became rapid and shallow, and Sheri felt that familiar tingle moving through her. As she approached orgasm, the feeling took a few seconds longer than usual to release, and she thought she was going to explode, so great was the tension. Body rigid, Sheri felt like she was stuck in that moment before orgasm, and wanted soooo badly to cum. Then her head exploded. The orgasm came on like a tidal wave, slamming her with wave after wave of pleasure, head jerking from side to side as she bit into her lip to avoid crying out loudly. Finally, it passed, but like an earthquake, Sheri kept feeling little aftershocks that made her spasm and twitch as they played across her nerve endings. Totally spent, Sheri lay there gasping for breath, and grinned as she thought about Chris' touch, and what he would ask of her during their next encounter. Smiling dreamily, with fluid leaking slowly from her pussy, Sheri fell into a deep sleep.
Part Five
Sheri spent Sunday doing homework, doing laundry, and prepping for another week of classes. The closer it got to time for bed, the more nervous Sheri was about seeing Chris on Monday. Part of her was excited, and anticipated his presence with a tingle in her belly. Part of her was scared, and a little ashamed of how she had behaved to this point, and didn't know what to say when she saw him next. Monday morning came around, and Sheri walked to her English class, realizing she was getting a bit sweaty and breathless, as her nervousness increased with every step. There he was! Sheri saw Chris walking towards the classroom, cup of coffee in one hand, backpack over the other shoulder. He seemed to be in a good mood; smiling at people he made eye contact with, saying hello to those he knew. Then he saw Sheri for the first time, and flashed her a big smile. Her knees turned to water. Chris walked up to her, and said, “Good morning! Did you have a nice weekend?” Sheri just nodded. Chris continued “nice to see you.” as he leaned in, and hugged her briefly. Still not finding her voice, Sheri tried to lean deeper into the embrace, but Chris pulled away, keeping it subtle, but friendly, and said, “Let's get inside, class will start soon.” Sheri followed, a bit disappointed, and yet feeling silly all at once. ‘Silly girl, what did you expect him to do? Grope you right here in front of everyone? He's being discrete.' Yet she still felt a longing for more intimate contact.
After class, they walked towards the library together. They both had an hour break before their next two classes, so Chris pulled two chairs together in an empty back corner of the stacks. There, hidden from view, he looked at Sheri and asked, “Have you decided to continue down this path dear?” Sheri nodded vigorously, and managed to squeak out “Yes.” Chris frowned. “We are alone here Sheri, Yes what?” Sheri sat up straight, snapped back to attention by his commanding voice. “Yes Sir! Sorry Sir.” Chris smiled, and his expression softened. “It's ok, just don't make it a habit. Did you get the things I told you too accomplished?” Sheri nodded again. “Stop nodding, answer me with your voice.” Sheri gulped, and answered again. “Yes Sir, well…most of it Sir. I got the thing at the store. I will call group health when I get home from school today to make an appointment.” Chris stroked his chin thoughtfully for a minute, and said, “It's not a ‘thing' Sheri, it is a dildo. Say that.” Sheri blushed, and looked around to make sure no one was close enough to hear. “Look at me, and respond!” Chris hissed. “It's a dildo Sir!” Sheri said, eyes starting to well up with tears. “Sheri, Friday night was an intro to my world. If you like it, then continue, but understand, I am demanding and exacting. I will not tolerate silly mistakes, and if you make them, I will punish you. Understand?” Sheri started to nod, but remembered, and said clearly “Yes Sir!” Her heart was beating rapidly, and she felt like a rabbit, being eyed by a wolf. Sheri also was aware of her pussy getting a bit damp. She was glad she had dressed nicely today; wearing a knee-length skirt and a button-down blouse, but wished she had worn more sensible underwear, not the satin thong she had on. ‘If I get any wetter, I am going to leak down my thighs' she thought, and blushed horribly. In her head, she imagined Chris could smell her excitement, and would know she was wet. In truth, he did, but not for the reasons she thought. Chris noticed that Sheri's nipples were hard as a rock, she was flushed, and breathing rapidly. All of these he took to be signs of arousal, so naturally, she'd be wet. Chris decided to find out.
“Spread your legs dear, and put your feet up on my chair.” Sheri did so, slowly, and not really sure where Chris was going. “Now hike up your skirt so I can see your pussy.” Sheri was glowing red, and felt like she was going to pass out, but she obeyed his command. Chris saw those shapely thighs, and a thin, red strip of satin dividing them. He grinned even larger as he noticed the damp spot already spreading across her panties. He reached forward, and pulled the flimsy garment aside, giving him total access to her dripping pussy, then frowned. “Why is there stubble here Sheri?” Chris asked angrily. Sheri was panic-stricken. “Sir, I didn't think you'd see it today, so I was going to shave when..” “Silence!” Chris said, his voice low and menacing. “Your instructions clearly stated you would keep your pussy and asshole cleanly shaven at all times, did they not?” Tears not threatening to brim over, Sheri answered, “Yes Sir, they did.” Chris sat back in his chair, and thought for a minute. Despite her desire for modesty, and her fear that someone would come around a corner and see them, Sheri held perfectly still, skirt up, legs spread, pussy exposed for all to see. Finally, Chris spoke again.
“Put your legs down.” With a sigh, Sheri did. “You will be punished for this infraction.” It was not a question, just a matter-of-fact statement, and one delivered with a tone of voice and facial expression that chilled Sheri to the bone. “Be at my house, dressed exactly as you are at 6pm. Any questions?” Sheri was shaking, and was angry with herself. ‘I have already disappointed him. Stupid, stupid, stupid.' She replied, “No Sir, I will be there.” Chris continued to stare at her for a few more seconds, and then spoke again. “Stand up.” She did. “Take off your panties, and give them to me.” Sheri was horrified, but didn't make the repeat mistake of looking around. She trusted Chris to have already done that, and reaching up her skirt, hooked her panties, and pulled them down to her knees, then let them fall at her feet. She deftly stepped out of them, and handed them to Chris. He examined them, feeling the moisture, and to Sheri's mortification, sniffed them. “You're excited by all this, aren't you?” Sheri couldn't make herself look Chris in the eyes, so she stared at the panties in his hand, and replied “Yes Sir. I am scared, and not sure about a lot of this right now, but I am turned on.” Chris grinned at her, but it was not a warm grin. It was a predatory grin that told her Chris was exited too. “I am glad to hear it, now get out of my sight.” Sheri turned quickly, and walked out of the library. She headed straight for the restroom so she could wipe away some of the juices which were leaking down her inner thighs, and making her shiver. Chris watched her walk away, enjoying her swaying hips, and the awkward way she was attempting to clench her thighs together. He sniffed the panties one more time, and sighed. ‘This is gonna be a hell of a night!' Chris thought, as he put the sodden red panties in his pocket.
Chris finished up his day at school, and headed home. Upon arriving there, he went into he garage, pulled a ladder under the attic trap door, and ascended. Immediately to his right was a large steamer trunk. Turning it on end, Chris carefully lowered it through the opening. He muscled the heavy case down the ladder, and then, after replacing the attic door cover, carried it down the hall to his spare bedroom. A sturdy combination lock kept the trunk shut, and Chris dialed the three digits to ‘666', and pulled it away. He smiled, remembering his friend Cary, who had nicknamed Chris ‘Satan' for his ability to lead others into temptation. Now Cary was in Tennessee, working for a radio station. They didn't talk all that often anymore, and saw each other less, but their friendship existed nonetheless. Opening the trunk, Chris stared at the contents for a minute or two, then sighed, and began to unpack the contents. Here was his entire kit. Every piece of bondage gear he owned except for the new ball gag and restraints he had used on Sheri. Those had been purchased for someone else, someone who never found her nerve to use them, and subsequently had no place in Chris' life. The contents of this trunk had been locked away for 2 years since a failed relationship where Chris had invested a lot of time and emotion, and she had blamed his need for bondage sexuality on their breakup. She decided to be vanilla in her preferences, and dropped an ultimatum. Change your habits, or leave the relationship. Chris left. Better to be single and occasionally lonely than to feel judged in your own home. So after the breakup and move out, Chris packed all his bondage gear into a trunk, and stored it in the attic, awaiting the next relationship that would allow him to play. That had been 2 years ago.
As each item came out of the trunk, it was lovingly cleaned and inspected. Leather goods wiped with a damp cloth, then rubbed lightly with saddle soap, dildos washed in warm water and anti-bacterial soap, buckles and d-rings polished, padlocks checked to insure their various keys worked, it was a long, laborious process. Chris put on some light jazz for background noise as he worked. When he was satisfied that everything had been thoroughly cleaned and inspected, Chris placed them in a careful manner, organized by type of device, on top of the long chest of drawers. Next, the futon was stripped of the comforter and it's crisp, white sheets normally used for guests. These items were folded, and placed into a linen closet. Replacing them was a single black sheet. No pillow or other type of bedding was placed on the futon. Next, Chris lowered the blinds, and going to the garage, came back with a roll of black contact paper, which he carefully measured and trimmed to fit the small window perfectly. Taping this in place with black duct tape, Chris was satisfied no outside light shone through. Came a dozen candles of various description, and 2 small, pyramid-shaped oil lamps that, when lit, would provide a dungeon-like atmosphere. Lastly, Chris brought a portable CD player into the room, and set it beside the bed. Satisfied by the room, he started to leave, then chuckled to himself, and as an afterthought, removed the battery from the small smoke detector over the door. ‘That'd be a silly interruption, and would definitely break the mood I am looking for.
Next was dinner, Chris made a pot of spaghetti sauce, salad, and garlic bread. While the sauce slowly simmered, he showered, shaved his head, toweled off, and dressed appropriately for the evening. Looking at himself in the mirror, Chris believed he projected the image intended to keep Sheri on edge. He wore black jeans, black leather hiking boots, polished to a high shine, a black t-shirt that simple stated in bold white letters, “repent”, a broad, and plain leather belt with a silver buckle. No jewelry, or anything else to break up the simplicity of black and white. That was symbolic to Chris, as he believed that it was a black and white world when you were in role. You understood the rules, and then you could either choose to obey, and all was well, or you could choose to disobey, and suffer the consequences.
Chris put on a fresh pot of coffee, fed the cats, watered plants, and sorted mail to keep his mind occupied. He knew this evening would make or break Sheri as a sub. She would either take her punishment gracefully and learn her lesson or she'd quit. Chris hoped she would choose to continue, as she really did have a great deal of promise, but was betting on her giving up. Either way, Chris knew the picture would clear up considerably tonight. If she showed up at all that is.
Sheri was scared to death. She had her car parked a block away from Chris' house, and knew she was expected at 6pm, but was not sure she could go through with it. She had disappointed Chris, and she knew that, but didn't know if she could take another spanking like the last one. Sure, it had left her all squishy between the legs thinking about it afterwards, but during, it had hurt like hell. She had been humiliated when Chris made her remove her panties at school, and didn't know how she made it through her next two classes. She barely remembered anything from those lectures as she was fixated on her lack of undergarment, and was sure someone else could tell she wasn't wearing any. After school, Sheri never went home, just drove around, looked at the water some, and gathered her courage. Driving into Chris' neighborhood, those doubts began to creep back into her head, and now here she was, sitting in the same driveway she had been in four days ago, trying to choose once again. She thought of Chris' belt, the sting on her ass, his presence, his smell, and his cock stretching her poor asshole. Then she looked at herself in the rearview mirror, and realized she was grinning a mischievous little grin, and with hands still trembling, but somehow feeling more certain of her course of action, Sheri started the car.
Chris was flipping idly through a magazine when he heard Sheri's car pull into his driveway. Although he smiled a bit, he made no move to stand up. He heard the click of the 2” heels on her little black sandals as she opened the small, wooden gate between the driveway, and his porch, walked through, and closed it. Then the doorbell rang. Chris waited for one minute to pass on his watch, and then walked slowly to the door. Sheri was just reaching out for the doorbell as he opened it. She quickly retracted her hand, and folded it behind her back. Chris looked at her standing there, wearing exactly what she had been wearing in class earlier today. Tucked under her arm were her journal, and a small brown paper bag, which Chris assumed contained the dildo she had been instructed to purchase. He held out his hand, and Sheri gave him the items under her arm. Then, sitting them on the table in the entryway, Chris turned back to Sheri and said, “Strip, fold your clothes, and place them on the bench.” Chris gestured to a small, wooden bench under the covered portion of his front porch. Sheri blinked twice, then said in a shocked voice, “Right here Sir? Anyone could see!” Once again, Chris closed the door.
He wandered into the kitchen, strained the pasta, checked the garlic bread, and was just opening a bottle of wine when the doorbell rang again. Walking to the living room window, Chris opened the blinds, and there stood Sheri, naked as the day she was born, on his front porch. She had her legs spread, hands clasped behind her back, and head high looking straight forward, just as Chris had taught her. Though he was sure she had seen him open the blinds, she continued to stare at the door. Chris walked back into the kitchen, and finished his dinner preparations. In her mind, Sheri was certain that the whole neighborhood was staring at her naked ass. She fully expected to hear catcalls at any second, or turn around to see people pointing at her. She had seen Chris open the blinds, look at her, the leave the window, and was relieved, certain that at any moment, he'd open the door. But he did not, and those seconds turned to minutes. Despite the warm spring evening, Sheri began to shiver, mainly from fear and excitement, and glancing down, she realized that her nipples were standing straight up. ‘Sir pleeeaassee!' She thought, ‘Let me in!'
Chris knew Sheri had nothing to be concerned about. The upward angle of his driveway, and the 3 foot high wooden gate meant that only Sheri's shoulders and head could be seen from the road, and the heavy growth of shrubs and trees in his front and side yard, combined with a 6 foot privacy fence additionally insured that only someone standing directly in front of the driveway could see her at all. Still the effect was perfect. Such a modest girl being displayed in this manner, she must be humiliated. ‘Good.' Chris thought, ‘Let's see if I can break that ego down a notch or two tonight.' Finally, toweling off his hands, Chris walked to the door, opened it, and allowed a very relieved Sheri to come inside.
He didn't speak to her, just pointed at a spot on the floor, by the coffee table, and she instantly knelt there, hands clasped behind her back. Chris walked back into the kitchen, out of her field of vision, and continued with dinner. Sheri was very aware of the grumbling in her tummy, and the distinct smell of garlic as Chris' sauce was stirred. After a few minutes of dishes clanking, Chris came back into the living room. He had a set of handcuffs dangling from his index finger. Sheri looked at them, and felt the butterflies in her stomach grow larger. These weren't some cheesy toys you'd buy in a novelty shop; they were heavy, police models, in matte gray. “Bend forward” Chris instructed, “forehead to the floor.” Sheri did so, nervously, and very aware of how exposed and displayed her ass and her naked sex were. Then she felt the cold steel cinch down on her wrists, one at a time. They were not too tight, but certainly left no doubt as to her inability to escape from them, and Sheri found the sensation of the unyielding metal both frightening and erotic at once. “Back upright.” He commanded, and left the room again. Sheri tried to adjust her shoulders and find a position which kept the cold metal from touching the small of her back, but found it impossible. Sighing, she resigned herself to it.
“Are you hungry?” Chris asked from the kitchen. “Yes Sir, I am.” Sheri replied. Chris said nothing further, but came into the living room carrying a plate of garlic bread, and a glass of wine. These he set on the coffee table then returned to the kitchen. On this trip, he came back carrying a full bowl of spaghetti and a towel. The spaghetti also went on the table; the towel was folded in half, and placed in front of Sheri. On his third trip, Chris placed a bowl in front of Sheri, and sat back on the couch. There, he began to eat his dinner, obviously enjoying it a great deal. It looked delicious, and from the smell, she had no doubt it would be. After a few bites, and a drink of his wine, Chris looked up at the kneeling submissive, who was almost drooling on her food, and said, “Dig in.” Sheri looked at him quizzically, and asked “How Sir?” Chris looked her hard in the eyes, and said, “Like a dog would dear, bend forward and eat. Or do you want to offend me by rejecting my cooking?” Sheri gulped. “No Sir, I am sorry. It looks delicious Sir. It's just that I have never eaten this way before, and I will probably make a mess.” Chris set his glass down, and stood. “I don't like the amount of ‘I' and ‘me' I hear from you. You are a submissive; you do what I tell you, nothing more, and certainly no less. Is that clear?” Sheri's eyes began to well up with tears. She was already scared about the punishment Chris was going to give her later, and now she was disappointing him further. On top of that, he wanted her to eat like a dog. She had never heard of anything so humiliating in her life, but then again, she was doing things each time with Chris that set a new standard for her in some category. “Yes Sir, perfectly clear Sir.” Sheri replied meekly, “What would you like me to do Sir?”
Chris smiled. “Much better dear. Now are you ready to eat your dinner?” Sheri answered, “Yes Sir, I am.” Chris returned to his seat, and picked up his bowl. “You may begin.” Sheri bent forward, and began to eat. Cautiously at first, but soon she realized there was no way she was going to be able to avoid a huge mess. The food was warm, but not uncomfortably so, and truth be told, the sauce was delicious. She had a bit of difficulty with the noodles, but finally, she gave up, abandoned all dignity, and slurped them up with a loud sucking sound. Sheri hadn't realized how hungry she was, she had been so nervous at school all day that she had skipped lunch, and soon she was devouring her food with gusto, driving her face deeper into the bowl to get at every scrap. Chris was quite amused with the whole scene. Watching the somewhat prissy girl eat like a dog from a bowl on the floor. As Sheri ate, she showed less and less concern for her dignity, and just wanted to eat. Soon she had a red stain from the bridge of her nose to her throat as it ran down between her breasts, she even had sauce in her hair and eyebrows. When she had finished, Sheri sat up, and noted the look of amusement on Chris' face. ‘I must look like hell.' she thought. “Thirsty?” Chris asked, standing again. “Yes Sir.” Sheri replied, still licking her lips, trying to get the sauce off of her face. Chris went to the kitchen, and returned with a bowl of water, which he set in front of Sheri. She looked up briefly, then bent at the waist, and began lapping water greedily from the bowl. When she had drank her fill, she straightened up, feeling the water running down between her small breasts, across her flat stomach, and between her legs.
Chris was very pleased so far with how Sheri was handling herself. She has obviously embarrassed by the situation, but had performed admirably, and it was beginning to soften his mood. He was a big believer in modifying the evenings activities based on the performance of the sub, and should Sheri continue to debase herself for his amusement, it was Chris' opinion that further punishment would not be necessary. “Did you like your dinner?” Chris asked. “Yes Sir, very much.” Chris walked back to the couch, and sat down. “Good, did you enjoy eating like a dog?” Sheri thought for a minute, then answered. “Not really Sir. It was a bit funny for a bit, but I don't like making a mess.” Chris nodded at this, then continued. “And if I am pleased by your canine behavior dear?” Sheri smiled at him, and answered, “Then I am your dog Sir.” The term ‘shit-eating grin' was coined specifically for the type of smile Chris had on his face at that moment. “And what do they call girl dogs Sheri?” Her face fell a bit “Bitches Sir.” Chris reached for the garlic bread. “Then you're my little bitch right now, isn't that so?” Sheri nodded. “Say it then.” he ordered. Sheri took a deep breath, and said, “I am your bitch Sir.” He started tearing the bread into small pieces, and looked at Sheri, totally serious, without any trace of a grin, and said, “Sit pretty, and beg, Bitch!” Sheri sat up as straight as she possibly could, and opened her mouth. She made whimpering sounds, like a puppy would. Chris walked over to her, and held out a small piece of garlic bread. Sheri reached up for it as far as she could, and when he was satisfied with her effort, Chris rewarded her with the bread. She gobbled it down quickly, and whimpered for more. This continued until the bread was gone. Chris patted her on the head, and said “Good girl.” Sheri smiled at him. “Are you ready for your punishment now girl?” Sheri looked a bit apprehensive, but replied, “Yes Sir. May I go pee first Sir?” Chris walked toward the bedroom, telling her to stay still as he did, and returned a minute later with a metal choker-style dog collar, and a leash. He slipped the choker around Sheri's neck, noting with satisfaction, the shiver that ran through her body as the cold metal touched her skin. “Crawl.” He commanded, and led her through the kitchen, and opened the sliding glass door. Chris walked Sheri out onto the wooden deck in the side yard, and she followed apprehensively, looking around to see if anyone else could get a look at her. Chris stepped down onto the grass, still damp from the rain earlier in the day, and when she hesitated, a sharp tug on the leash, and the tightening of the choker-chain motivated her to continue. Sheri crawled gingerly into the yard, shivering as the wet grass touched her hands, knees, and feet. It was cold, probably about 55 degrees outside, and the sensation was not pleasant. Chris smiled to himself as he watched poor Sheri crawling like a puppy on a leash through his yard. The privacy fence he had installed with the help of a few buddies a year ago was a full six feet high, and none of his neighbors could see into the yard, so he was totally unconcerned with her being nude out here. But Chris knew Sheri would feel exposed and vulnerable to prying eyes; it was exactly what he had in mind.
“Come on girl, do you have to pee or what?” Sheri stopped crawling, and looked up in utter disbelief. “Out here, in the yard Sir?” A stern look from Chris cowed her quickly. “Of course bitch! Are you too good to pee in the yard? This is where doggies pee, so pee!” Sheri was mortified. He wanted her to use the restroom right here, in plain sight. ‘It's bad enough that he made me eat like an animal, now I have to pee like one too! Yuck!' She started to rise up into a squatting position, but another sharp tug on the leash brought her quickly back to all fours. “Like a dog, bitch!” Chris hissed at her. Humiliated, Sheri spread her knees as far apart as possible, stretched forward to bring her groin close to the ground, and let it fly. She peed all over herself, and the yard. Sheri moaned out loud “Oh God! I am making a huge mess Sir!” When she had finished, Sheri was crying from embarrassment and humiliation. Chris led her up to the deck once again where he picked up a garden hose, and turned on the water. “Bad little puppies who make messes get a bath before they're allowed back in the house.” Sheri stared at him with wide eyes, already red from crying, and thought to herself, ‘this is gonna be cold!' Chris told her to “Sit up pretty, like you're begging.” Sheri did, arms held against her chest, wrists folded forward like paws, and she was sprayed with the first blast of water. “EEEEE!” She squealed as it hit her, the water was indeed ice cold, and she recoiled in shock, hands going in front of her to protect her body from the frigid spray. “Hands down!” Chris' voice snapped, “Hold your position!” Sheri reluctantly obeyed, and after a thorough cleansing of her pubic region and thighs with the cold spray, Chris turned the water off. “Shake puppy!” He encouraged her. Sheri didn't need it, she was already shaking uncontrollably, but she made a show of trying her best to look like a dog shaking the water out of her fur. “Good Girl!” Chris said, opening the sliding glass door, and walking inside. When Sheri was in the kitchen again, he told her “Sit, stay.” and left the room. Sheri felt miserable, but couldn't help but laugh a bit at herself. ‘I probably look like shit! My hair is ragged and drenched, and I am dripping water all over the floor!'
When Chris returned, he was carrying two fluffy white towels. He put one on the floor, and told Sheri to kneel on it. Then he began rubbing her down, drying her like a dog after a bath. Rubbing her hair vigorously, he turned it into a rat's nest, and while she couldn't see him, Chris snickered at how disheveled Sheri looked. Leaving her on the towel, Chris put a kettle of water on the stove to boil, got down 2 two mugs, and started making tea. Sheri knelt patiently, watching Chris as he prepared the steaming beverage. She was feeling a warm emotional glow inside. First, he had corrected and embarrassed her, and now Chris he was taking care of her, making sure she was dry, warm, and making her tea. He instructed her to crawl into the living room again, and she did, taking up her customary position; kneeling in front of the coffee table.
Chris walked into the living room with two steaming mugs, and set one on the coffee table before Sheri. “Sit comfortably.” He told her, and wrapped a blanket around her shoulders. “Drink your tea dear, I want you warmed up before we start the punishment.” Sheri looked up at him, surprised, her cup halfway to her mouth. “Sir, I thought that was the punishment!” She protested. Chris grinned mischievously. “No dear, that was a lesson in humility. You spend too much time thinking about modesty and dignity for my taste, and I thought it was time to change your focus a bit.” Sheri nodded as she absorbed this information.
“I will tell you when it is acceptable to be modest, proper, or dignified. For my amusement, you will embarrass, degrade, and debase yourself anytime I see fit. You will learn to do this without hesitation or question. Once I have seen this behavior from you, I will know you are more concerned with pleasing me than with your pride, and I will allow you some privacy and dignity. Do you understand?” Sheri thought about this for a moment, and the replied, “Yes Sir, I do,” and she did. She could see the methodology behind Chris' actions, and why it was so important for her, as a submissive, to give her sense of self away in order to please him totally. “Excellent!” Chris exclaimed. “Now, finish your tea, and stand up.”
He walked Sheri down the hall, and directed her to the guest bedroom, which she had been tied up in during their previous interaction.
Part Six
Sheri was greeted by the room, lit by candles and oil lamps, in all of its mood-setting glory. Chris had deliberately set out each toy in plain view where Sheri had no choice but to view them. He felt this added to a sub's trepidation over an event. Knowing what tools were available, but being unable to do anything about your predicament took a certain level of dedication. Otherwise panic would set in, and a sub could easily give up. Some of the toys, Sheri could easily identify, and others were totally alien. One thing that drew her attention were the numerous dildos and butt plugs, some so large, she felt they must be simply for intimidation value.
Chris once again instructed Sheri to put on the leather wrist and ankle cuffs that had been used previously, but this time she was to be tied face up, and spread eagle. First a new gag was inserted in her mouth. Not the simple, red ball gag from before, this was a black leather strap with a latex penis attached to it. As this went down her throat, Sheri gagged just a bit, but found she could handle the size, and not a bit more. Chris Noted her brief struggle, then mastery of the penis gag, and stated “I chose the three inch attachment as that seems to be about how much of me you can take before gagging. I will attach larger sizes as your ability to handle them grows.” Unlike the ball from behind which Sheri could still make some sounds, the thick black leather strap pressed the base of the penis against her lips firmly, and Sheri could not even whimper effectively. Next the now-familiar blindfold went over her eyes, leaving Sheri in the dark. Finally her arms were spread, and careful rope work insured no slippage of the knots would occur. Then her ankles were pulled apart, and Chris moved her lower until the ropes to her wrists were quite taught. Then Sheri's ankle cuffs were secured to the lower posts. Chris double-checked all his knots, then stood back to admire his handiwork.
Sheri was quite a picture with her freshly shaved pussy spread wide to see, her firm young body stretched out and venerable. Chris was quite fond of the contrast between her pale skin and the black leather of the gag, blindfold, and restraints. She was still a bit cold, and her nipples were very erect. Sheri was shivering slightly, and had goose bumps. ‘Good.' Chris thought, ‘Each little discomfort and minor irritation will add to the negative reinforcement of this moment.' He bent down to Sheri, kissed her forehead, and spoke to her in a calm, teaching tone.
“First I want to tell you that I am disappointed that I have to punish you so soon after giving instructions. I do not want this to be our dynamic as master and servant. While I derive a certain degree of erotic satisfaction from the event, if we get into a habit of failure, punishment, atonement, this relationship will stagnate, you will not grow as a submissive, and I will end our association. Do you understand this?” Sheri nodded as well as she could. “Good.” Chris sipped his coffee. “Open your right hand.” Chris placed a metal object there. “This is a cricket, a simple noise maker. Click it now.” Sheri squeezed the object and was rewarded with a loud click. “I can hear that anywhere in the house. It is for your safety only, not your comfort. I am going to punish you now. It will not be pleasant, it will not be brief, you will not enjoy it, but you are expected to endure it with grace and humility. If you are having trouble breathing, or any other medical issue, click that without hesitation. If you decide to quit, click it immediately. Just be aware that doing so for a non-medical or safety reason will show me a lack of commitment, and will terminate our association. Do you understand?” Sheri nodded again. “Then let us begin.”
From the bedside table Chris picked up a set of nipple clamps. Not the most aggressive set he had, but no beginner's toy these either. Metal, unpadded with a small set of circular pads which would compress the nipple between them. There was a screw through the clamp which allowed more or less spring tension to be brought to bear. Chris set them for just less than maximum tension, and rubbed Sheri's nipples lightly with a finger. They stiffened immediately, and so did Sheri. As the first clamp was allowed to squeeze Sheri's nipple, a long, slow whine came from her nose, and she tried in vain to arch away from the discomfort. “Remain still!” Chris boomed, and Sheri's struggles ceased instantly. He placed the second clamp, and the pitch of the whine intensified, then a deep breath in became sobs. “I know it hurts like hell, it is supposed to. Next time you even consider failing to follow one of my instructions, remember this sensation. I will check on you in 15 minutes.” With that, Chris picked up his coffee cup, and left the room.
Sheri was miserable. Cold, blind, unable to speak, and her nipples felt like they were being crushed to a pulp. She could feel tears soaking the fleece of the blindfold, ad she was sure there was no way she could tolerate 15 minutes of this. ‘All I have to do is click the thingy, and he'll let me go!' Thus began the true struggle of the punishment. Sheri wanted the pain in her breasts to stop more than almost anything else. Problem was, the almost was she wanted Chris to make her cum like he had done previously so badly, she wasn't willing to give that up. So she lay there, the whole 15 minutes, crying, trying in vain to twist this way or that, trying to get the clamps to sit in a way that was slightly more tolerable.
Chris was struggling for a different reason. He knew it was very likely that Sheri would click the cricket within the first 5 minutes. He had deliberately built up the tension, added elements such as being chilled and sensory deprivation, and knew he was pushing this very new sub harder than he ever had anyone before after this little time. Part of him was still hoping Sheri would quit, that she would decide this life was not for her, and go back to being a little mall princess. He knew it would make her life far less complicated if she decided this was not her path. But Chris also desperately wanted Sheri to succeeded, wanted her to be the one capable of keeping up with him, with being able to handle his demands. She made him so hard with her eager desire to please, and her utterly transparent expressions. But more than anything, Chris knew he had to push her this hard, to see if she would bend or break, so he waited the whole 15 minutes, barely breathing, then when the timer went off, he walked into the room and did exactly what he knew he had to do. He released the screws and gave Sheri the full tension the clamps could produce. “So far so good,” he said, “I'll check back in 15 more minutes.”
Sheri squealed like an animal behind her gag, her mind was in turmoil and denial. Surely he couldn't mean it, this wasn't fair! She had done the 15 minutes. But in her heart, Sheri knew he did mean it, and she still had her original 2 choices. So she cried and tried to think of other things, to not focus on her nipples and the pain radiating through them. She thought about Chris' smell, his kisses, his smile, and she even managed to grin to herself for a moment, and she made it through. Time passed.
“Ok, this is going to hurt like hell,” Chris warned. If Sheri could have spoke in that moment, she would have told him that it already did. Then Chris released the clamps simultaneously, and Sheri went ballistic. What Chris knew, and Sheri was discovering, is that when blood rushes back to those poor compressed nipples, it is more painful and intense than when they are being clamped. So Sheri thrashed and squealed behind her gag, and Chris just watched, slightly amused, quite proud of her for making it and very aroused. Chris released the ankle restraints, then the wrists. “Sit up.” He instructed. Sheri did. “I am removing the blindfold, open your eyes slowly.” Sheri blinked, and made to rub her aching nipples. “Stop! I have not told you to do anything but sit up and open your eyes!” Sheri stopped, and nodded once. “Good. Now kneel on the edge of the bed, ass in the air, knees apart, head down. Do it now.”
Sheri snapped to obey, and soon Chris was treated to a view of her delicious tight young ass and cunt displayed for his pleasure. As he squeezed lubrication from a tube, and began to apply it to Sheri's asshole, Chris spoke again. “I am now going to fuck you. This is for me, I have become quite aroused during your punishment, and I will use your ass for my pleasure. You will not cum, you will not move other than to thrust back into me. When I cum, you will remove your gag, suck me clean, and go to the bathroom. Use the facilities, there is a clean washcloth on the sink for you, then get dressed, and leave. Do not speak. Practice your oral technique nightly on the dildo, and I will tell you when I wish to see you again. Do you understand my instructions?”
Sheri nodded, and without any further conversation, Chris positioned himself at the entrance to her asshole, and pushed. Sheri grunted in discomfort, and her bowels clenched at the sudden intrusion. This was not a careful or considerate penetration, Chris just went steadily up to the hilt, and began giving Sheri all 8” in a strong, aggressive cadence. ‘Holy Shit!' Sheri thought, ‘he is trying to kill me with that thing!' The assfucking took all of about 5 minutes. Sheri was tight and clenching, and Chris was wound up tight. He came with a grunt, and withdrew. Sheri turned slowly, removed her gag, and with her nose wrinkled in disgust, cleaned her own ass off Chris' cock.
Sheri's eyes were puffy and red, she needed to blow her nose, and she had cum and lube dripping from her ass. In that moment, Chris thought she was the most beautiful thing he had ever seen, and wanted so badly to take her in his arms, but that would be out of character, and he knew it was too soon for Sheri to see that part of him. He walked into the bathroom and started a hot shower, closed the glass shower door, and began cleaning up. Sheri did as she was told. She cleaned herself as best as possible, got dressed, and left. She felt horrible and was crying again before she reached her car.
That night, lying in bed, Sheri could not find sleep, so after dutifully practicing with the dildo for 15 minutes, she popped it out of her mouth, spit on her hand, got herself moist, and slowly worked it into her tight pussy. With her other hand, she teased her swollen clit, and then began masturbating with vigor. Despite her need and high state of arousal, she could just not get there. “Damn it!” She exclaimed, frustrated, and knew what it would take. She spit on her hand again, and lubed her recently fucked ass. Then slid that familiar size and shape up there. Even with a tender anus, it felt right somehow, and combined with clitoral stimulation, Sheri quickly had 2 orgasms in succession. Sighing, she slid the dildo out of her asshole, and was already cleaning it orally before she realized she was doing it. “Huh.” She observed to no one in particular, and finished the job, being very thorough, before putting the toy in her bedside drawer, and sliding off to a blissful sleep.
Part Seven
Sheri had done exactly as instructed, and practiced nightly with her dildo, slowly becoming accustomed to taking it deep in her mouth, and to the back of her throat without gagging. Soon she had 5 of the 8 inches in her mouth easily, and even found that she could bob up and down on it quite vigorously. Feeling adventurous one evening, Sheri tried to open her throat and take it deeper, then promptly threw up all over herself. “Shit!” she exclaimed, and put the toy in her bedside drawer, and began stripping sheets off of the bed, then headed for a shower. “I need a bit more work on that!” Sheri sheepishly thought as she let the hot water wash away her cares.
Two weeks passed, and still Chris had not called her. Sheri saw him at school, but other than an occasional hello, she was totally ignored. Sheri was confused, and felt rejected and afraid. Any time she had given a man any sexual attention, they had behaved as if addicted, constantly coming at her with a hard cock, seeking sexual favors. Now here was a man who could do anything to her he wished, and he was paying zero attention to her. Sheri had her appointment with a gynecologist, was prescribed birth control pills, and practiced her oral technique. She stayed shaved cleanly, ready for Chris' call at any moment, but the phone stayed silent.
Chris spent his time away pondering this juncture in his life. He believed that if he continued to train Sheri from this point on, it would become a committed relationship, and that he could easily develop feelings for this little girl. He had more than one night of needing to relieve himself while thinking of her slender body, her smooth skin. Chris spent time online with a few fellow dominants, discussing his dilemma, and finally turned to a friend in town who he knew shared similar tastes. Over a cup of coffee in an empty shop, Mark advised Chris.
“Ok, so you seem a bit taken with this girl, but you know who you are too dude. If she cannot handle this lifestyle, all of it, you will be miserable. If she can, she could be the one for you. There are worse things than a young hottie who thinks the sun rises and sets in your pants! Sorry brother, you are not going to get a lot of sympathy from me on having to agonize over this decision. Tell ya what, push her, and push hard..”
“I have!” Chris interjected.
“Harder. Make her choose to leap off the cliff, or back away to safety. You'll know what she is capable of, and you'll know how you feel about her.” Mark sat back, finished his cup, and stood to leave.
“And if she rises to the challenge, then what?” Chris asked aloud, though he already knew the answer.
“Then congrats buddy! You have a new partner, not just a short-term fuck toy. See ya.”
Mark left, knowing Chris was deep in thought, and a long way away. Time passed, and Chris was staring at an empty chair long after the coffee had gone cold.
Monday in class, Chris walked up to Sheri, touched her shoulder lightly, and said, “Tonight, 7 pm, my house.” And walked away.
Sheri was a bundle of emotions in that moment, and it overwhelmed her. She sat stunned, trying to get a grip on how she felt. Anxious, happy, nervous, scared, and a bit angry at being left waiting so long, then just a callous announcement as to when she should be ready to perform. ‘Arrogant prick!' she thought. Then it occurred to her that in any other situation, that would be a perfectly valid feeling, but Chris was behaving perfectly in character. Completely unable to concentrate, Sheri blew off the rest of her classes that day, and went home to get herself ready.
At 6:57 pm, Sheri's pulled up into the driveway at Chris' house, turned off her car, checked her makeup in the mirror, and got out. Her 4” heels clicking a bit too loudly for her taste, Sheri walked briskly to the front door. Chris had not specified what she should wear, so she chose a short, black skirt, a button-up blouse, and had put her hair in a tight braid against her neck. Under this were no bra and a white g-string to go with the black heels. She looked like a million dollars, like the kind of girl most men would fawn over, but that was not how her night would go, and she knew it.
When she reached the door, there was a 3x5 index card taped to the door. In Chris' simple blocky letters, it simply commanded, “Come inside, close the door.” Sheri did. The smell of brewing coffee and roasted chicken was very strong, and Sheri began to salivate a bit, anticipating one of Chris' meals. Just inside the door was a bar stool with another index card. “Strip, go straight to the bathroom.” Butterflies beginning to form in her stomach, Sheri undressed quietly and folded her clothes. These she placed on the bar stool, and walked down the hall towards the bathroom. Chris was in the kitchen stirring something on the stove, but had is back to her, and although Sheri was sure he knew she was in the hallway, never turned or acknowledged her presence in any way.
Once in the restroom, Sheri found a third note taped to the mirror. This one was on regular lined paper, and contained a bit more information.
‘Sheri, Use the restroom as necessary, and then return to the living room. There is a collar, blindfold, and a ball-gag on the coffee table. Put these items on. Do not speak. Kneel next to the table. Do not move without being commanded to do so. Do not disappoint me tonight. Chris.'
In the kitchen, Chris was putting the last touches on the buttered garlic noodles as he heard Sheri close the bathroom door. He poured a fresh cup of Joe, turned off the heat under the noodles, and went to the front door. He removed the note from the door and the bar stool, took Sheri's clothes to the guest room along with the bar stool, and returned to the kitchen. Moments later, the door to the bathroom opened, light footfalls were heard in the hall, then the light jingling of buckles in the living room. Silence.
Emotionally, Chris was a wreck. He wanted Sheri to succeed and fail tonight in equal measures, but knew that either way, tonight would decide everything. She would either be his partner, or she would buckle under the expectations and the pressure. In all of their previous encounters, Chris had maintained a level of detachment and yet been supportive and kind. Now if Sheri remained, he would no longer be able to ignore his feelings for her, and would have to begin thinking longer-term. That would prompt all kinds of new discussions. Most of which are common to all relationships, but a few of which are unique to those who engage in a BDSM lifestyle.
Sheri was also a bundle of nerves. She was a bit frightened by the message “do not disappoint me.” She became aware of the plethora of emotional states all warring for control. Sheri was nervous, happy to be here, reassured by Chris' presence, confused by the silent treatment, and more than a bit horny she admitted to herself. She could hear Chris walking around the kitchen, heard the soft jazz playing in the background, even heard him humming along, but never was she spoken to. So lost in thought was she, that the knock on the door made her jump and squeal in alarm. Behind her gag, however, the sound barely registered.
“Coming!” Chris stated, and she felt and heard him walk past her towards the door. ‘He'll tell whomever it is to go away surely' Sheri thought. But to her horror, Chris opened the door, and said “Hey man! Good to see you.”
“You too chief!” came the reply, followed by the loud slapping of male hugs and greetings. The door closed.
“Have a seat, dinner is almost done” Chris pronounced, and headed back to the kitchen.
Sheri felt a second person walk between her and the couch, heard him sit down, and was mortified! ‘How can this be happening? He is sitting right next to me, I am totally naked, and now TWO men are acting like I am invisible!' Sheri had never been so unsure of herself in her whole life. She was embarrassed beyond measure, and seriously considered removing her gag and blindfold, throwing her collar at Chris, and giving him a piece of her mind, or just slinking away. Then she realized, once again, Chris was perfectly in character, and from her earlier lesson remembered his remonstrations about her pride, her modesty, and that he would, for his pleasure, embarrasses her. So she did the only thing she could do, remained silent and still.
Mark was staring at the blindfolded, gagged young beauty as he walked past and had a seat. ‘Jesus! Chris was not kidding at all! This chick is hot as hell, and very submissive.' Both Chris and Mark had believed, while putting this evening's test together, that Sheri would simply quit, that this would be too much for the dignity of someone so young to endure. But there she knelt, naked and shaven, hands clasped behind her back, nipples erect and on display.
“Mind if I turn on the Mariner's game while I wait?” Mark asked.
Chris brought out a cup of coffee and set it in front of Mark. “Be my guest. Who is kicking our ass tonight?”
“Anaheim, 3-1 top of the 5 th .” Mark relayed.
“Huh, figures.” Chris replied. Further conversation ended as the game was turned on, and at least Sheri had something to listen to while she waited.
Fifteen minutes later, dinner was served. Chris set out a plate in front of Mark, and made a bowl for Sheri. Dinner consisted of sage rubbed roasted chicken, buttered garlic noodles, and steamed asparagus. Sheri's was picked off the bone, and cut into bite-sized morsels. He set this, along with a small bowl of water and a paper towel to Sheri's right.
“Turn and face me.” Chris ordered. Sheri did, and Chris stepped forward, removed her gag, then her blindfold, and waited for her to adjust to the light in the room. When she was looking at him, Chris continued. “Do not speak, do not look anywhere but straight ahead or down at your food. I will not bind your hands, but you are not allowed to use them for eating. Once you have finished, and drank all your water, wipe your mouth and face using the towel, then replace your gag and blindfold. Understood?”
“Yes sir.” Sheri replied meekly but clearly. Chris was very pleased by this show of discipline and obedience, but kept his face neutral.
“Good.” He stated, lightly rubbing her cheek. “Enjoy your dinner.”
Mark and Chris enjoyed their dinners immensely, watching Sheri's delicious backside push high in the air as she began eating her meal. Both men had erections, and sported silly grins as they contemplated this evening's entertainment.
Sheri's emotions were in turmoil. She was truly humiliated by this treatment, but knew she was being evaluated. Still, it was one thing for Chris to see her like this, make her do things she had never done before, but for a complete stranger to see her like this was too much. She briefly considered telling Chris and his guest to go to hell, and leave, but she vividly remembered the feelings of loss and loneliness when Chris had shunned her for her misbehavior before. Sheri realized she was rapidly developing feelings for Chris, and as much as it scared her, she needed this high, the rush she got from this treatment as much as she needed Chris himself. Despite any misgivings, Sheri was a bit excited about the prospect of serving two men, and a pleasant tingle of anticipation joined the nervous butterflies in her stomach. She finished dinner quickly, drank her fill of the water in the bowl, wiped her mouth, nose, and hands, and then as instructed, replaced her gag and blindfold.
Chris and Mark enjoyed a leisurely dinner and the plates were cleared away. Chris poured more coffee. The baseball game ended, another resounding failure for the Mariners, and with a sigh, the TV was turned off.
“So this is the girl who has been the subject of so many conversations.” Mark began, flashing Chris a wink. “Kinda cute, but not much to her is there? Stand up girl.”
Sheri stood in place, and turned to face the voice addressing her.
“Still, let's have a look at you.” Sheri felt Mark move closer, he sniffed the back of her neck, and she shied away a bit. “Skittish, but smells nice!” Mark continued.
Chris' voice gave orders, fast, clipped, broaching no argument. “Stand still! Spread your legs farther, hands behind your neck!” Sheri's face was bright red, and she felt as if she might pass out, but she complied with Chris' instructions. Then she felt hands on her skin.
Mark reached around and cupped Sheri's smallish breasts with his large hands. By the size of them, and his body pressing up against her back, Sheri knew Mark was a big man. Mark kneaded the soft flesh, and then lightly tweaked Sheri's nipples, grinning at Chris as he elicited a small moan, then let his hands wander down to her shaven sex. Mark's fingers spread her lips, and probed her wet inner depths.
“She's soaked, little slut likes this doesn't she dude?” Mark asked with a wink. Chris sipped his coffee, enjoying watching the emotions running across Sheri's face.
“Yeah, she does. She is still a bit too proud and modest for my liking, but she is learning. On a base level however, se loves this treatment, and responds strongly to it every time.”
“How are her oral skills?” Mark inquired.
Chris chuckled, and his cock twitched from memory of Sheri's oral manipulations. “Enthusiastic, a bit shallow, but very talented. Try her out.”
Sheri could not believe what she was hearing. This locker room conversation was happening right in front of her as if she were not even there, and here was Chris inviting another person to receive sexual favors from her. She was aware of her own arousal and wetness, but felt dirty and ashamed at the same time. Not for the first time since she began training with Chris, Sheri wondered if she were out of her depth.
“Don't mind if I do!” came the eager response. “Kneel!”
Sheri did, and Mark unbuckled the ball gag, pulling it out of her mouth with an audible ‘pop'. Sheri heard a zipper, and cloth parting, then the feel of a cock touching her lips. “Suck slut!” Mark ordered. Half a heartbeat of hesitation and doubt ran through Sheri's mind, and she knew inside that with this act, there would be no turning back, no return to or satisfaction from a “normal” sex life. Then obediently, she opened her mouth, accepted a stranger's cock, and began giving head. Now it was Mark's turn to moan, as he held Sheri's ponytail, and guided her rhythm. “Damn, she is good!” Mark exclaimed as he drove himself deeper into Sheri's throat.
‘Mark is hung like a stallion!' Chris thought, clearly excited watching his young submissive suck for all she was worth. ‘Sheri has been practicing too, she is not gagging!' This clearly pleased Chris, and it showed a level of self-discipline and dedication to a task unusual in someone so young.
At that moment, Sheri was concurring with Chris' assessment of Mark's endowment. Where Chris' cock was 8” in length, and about the diameter of Sheri's wrist, Mark had to be at least 10”, and thicker to boot! Sheri felt like her jaws would pop as she tried her best to keep her teeth away from that monster member. After several minutes of sucking and stroking, Mark was still clearly enjoying himself, but gave no indication of approaching orgasm, and Sheri began to feel a bit of panic.
‘I can hardly breathe, and my mouth is getting tired! I hope he cums soon!' Mark had other plans.
“Well her mouth is as good as advertised, what else can she do?” he asked Chris.
“What do you want her to do?” came the reply.
Mark thought about it for a minute, then replied, I'd like to stripe this whore's ass, then give her some deep dicking if that's ok with you.”
Sheri thought to herself, surely this will be where Chris' generosity ends, but to her horror, Chris agreed.
“Be my guest, I'll get her set up, but remember, anal only. Her pussy is mine alone!”
With that, Mark withdrew from Sheri's mouth and zipped up. “Is there more coffee?”
Chris walked over and helped Sheri to her feet. Guiding her down the hall by her ponytail, he replied. “Yep, just a bit. Go ahead and finish the pot off, I'll make more. I'll let you know when she's ready.”
Sheri was lead on shaking legs down the hall, and into the guest room she knew so well. Chris never spoke to her other than to say “left” or “right”. He positioned her on the futon, on her stomach, with her hips slightly elevated with a pillow under them. Chris restrained her wrists and ankles, and then replaced the ball gag. Sheri whimpered slightly in fear, but this drew no reaction from Chris. She felt her anus being lubricated liberally, and Chris kissed her between the shoulder blades before he left the room. Alone in the dark, unable to speak, Sheri waited in fear. Suddenly a terrible realization dawned on her, Chris had forgotten to give her the cricket, the noisemaker that signaled an end to the session.
‘No, he did not forget!' Sheri reasoned. ‘He deliberately did not give me a way out tonight. This is for real!'
Chris was very proud of Sheri, and worried for her as well. He knew Mark well enough to know he would work her hard, and that Sheri's ass was in for a rough time with that monster cock Mark was packing. He likes elements of Mark's style working a sub, though this was their first time doing so in each other's presence. They had discussed theory and previous experiences in great depth. Mark was more physical, louder, where Chris was more cerebral and intense. One difference Chris noted immediately was the derogatory language. Mark referred to the sub as “slut” or “whore”. It was a technique designed to break down sense of self-importance, and establish a higher state of being for the dominant, but it was not a technique Chris was fond of, and did not use. Still, every Dom had his own shtick, and if applied consistently, fairly, and with common sense, most were effective at getting the type of sub that particular Master wanted.
As he walked into the hall, Mark was waiting with a fresh, steaming cup of coffee, and a shit-eating grin. Chris pulled the door closed, and spoke softly.
“Give her 3 or 4 minutes to worry, let her imagination build this up before you go in there.” Mark nodded in agreement. “What are you gonna stripe her with?” Chris asked.
Pointing at his waist, Mark replied, “My belt. How much can she take?”
Grinning widely, Chris answered. “More than you'd think, but I would like to cap it at 40 or 50 tonight.”
“Intensity?” Mark requested.
“Don't break skin, but bring it.”
“And her ass, how experienced is she?”
Chris paused, “Not very….maybe half a dozen times.”
“Hmm…want me to take it easy on her then?” Mark looked concerned.
“No! She's no virgin, and is well lubed. Ride her hard then see how she is afterwards. Make her clean you too, she has been taught well so far.”
“I have no doubts!” Mark complimented. He looked at his watch. “Game time!”
“Enjoy!” Chris encouraged, and walked to the kitchen.
Mark opened the door, and took a deep breath. Sheri's sexy body, taught and lean was splayed out for his visual enjoyment. Her tight little bottom slightly elevated provided a tempting target. She had a slight sheen of sweat on her skin, nervous perspiration, and the room smelled musky from it combined with her arousal. Mark breathed in deeply, and closed the door behind him.
“Ok slut, my boy thinks you might be something special. I remain to be convinced. You COULD be all that he needs, or you could be a pretender, just out for a thrill, something deviant to get you wet, makes you feel rebellious. I assure you I am going to find out.”
Mark began undressing as he spoke to Sheri, and she heard the familiar sound of a leather belt being drawn through the loops. It made her shiver.
“So here it is girl, your one chance. I am either going to thoroughly whip your ass with this belt, then fuck your ass like I am trying to break it, or I am going to leave this room now. You have done nothing wrong; you are not in trouble. You simply turn me on, and I like hearing women cry, moan, and scream. I love seeing them squirm and struggle, and I really love tight girl asses! I am going to hurt you because it amuses me, and because as a submissive, that should be reason enough for you to cry for the next hour of so.”
As Mark finished his soliloquy, he doubled he belt over, and pulled it taught, making the well-oiled leather creak. Sheri was beyond terror, this man could hurt her very badly, but she still wanted to please Chris, to be with him, and despite her misgivings, fear, pain, or humiliation, that meant pleasing this man. She trusted Chris, and Chris was near by, surely he would not let anything happen to her.
“So is it enough of a reason whore? Shake your head yes or no, last chance, once I begin, there is no stopping me.”
Sheri, with tears already wetting the inside of her blindfold, nodded yes immediately. Mark was shocked.
‘I'll be damned, I laid it on pretty thick, played up all the bad shit, and this little girl still wants to go through with it. Chris might have gotten luckier than he realizes.'
Sheri heard the swish of air, and the resounding “crack” as the belt crashed across her ass cheeks. A second later, the pain followed, and it was the worst she had ever felt. Her back arched, she pulled inward on the restraints, bit the gag, and howled with all her might. She felt like she would die! Then the second stroke landed, just an inch below the first, and she saw stars.
Chris heard the distinct crack of leather on skin from the kitchen where he was making coffee and doing dinner dishes. Sheri's muffled trill of pain wafted in behind it.
‘Jesus! He really is bringing it!' His stomach did a small flip-flop of concern as then next resounding blow landed. Chris sighed, and returned to the dishes.
By the time #10 had landed, Sheri was thrashing around on the bed, shaking her head ‘no', and screaming words at Mark through the gag. Although he could not make any of them out, he had no doubts that she was reconsidering her decision to endure this session. Mark did not relent; he kept bringing strokes at a steady pace. Eleven….twelve….thirteen….on and on it went. Sheri thought she would go insane, hoped she'd pass out, fantasized that Chris would come save her. None of which happened. She simply kept screaming, and Mark kept whipping.
‘Well this will either scare the little slut straight, or she's a bondage bitch forever.' Mark thought as he passed stroke 28. Sheri's ass was an unbroken series of welts with raised white edges. Some of these were starting to turn purple and bruise. Mark worked lower, hitting her upper thighs where they met her ass, and the backs of her legs. Every muscle in Sheri's back, arms, and legs stood out, clearly defined with the strain as she fought the restraints, and she was now sweating profusely. Mark had an erection that could drill through bedrock.
Stroke 40 landed behind Sheri's knees, and she howled, but didn't thrash much. She was spent, and her muscles felt like Jell-O. The pain was everywhere; she could not identify any part that hurt more than another. Mark seemed to be building up to a crescendo, and Sheri believed 50 strokes was his goal. Her throat was raw from screaming into the gag, but then end was in sight. 47. Mark was bringing the belt down in a more rapid tempo. Sheri was so close…48..49.50. One last howl! A pause, only Sheri's tortured sobs an Mark's labored breathing could be heard.
51! ‘NOOOOOO!' Sheri howled into the gag, clearly audible this time. Her mind unable to comprehend that she might not be done. But she was, no 52 nd stroke followed, and she felt Mark's hands on her skin.
“Shhhhh! All done, relax, all done!” he soothed. Though his hands felt like sandpaper on Sheri's tortured skin, she welcomed the gentle treatment.
Chris had been counting to himself, and started for the door when he heard the 51 st lash applied, and then came up short. He chuckled aloud. “You prick!” he muttered. Chris knew every human instinctively latched on to even numbers, usually 10's. You'd either get 10 lashes or 20. Not 25 or 27. So when Sheri got to 50, half of 100, that was a very natural stopping point, an accomplishment. By adding stroke 51, Mark had shattered that security in numbers, and made her believe, if only for a second, that 100 was his goal after all. Shitty, but effective. Then again, Mark was the psych major!
Back in the room, Mark spoke to a much calmer Sheri.
“Thank you Sheri, I thoroughly enjoyed using your skin like that. But we're not done yet! You see, all that whipping and crying got me all riled up, so I will be fucking you now.”
Mark settled his weight onto Sheri, an under his 6'3”, 265 lb frame, she disappeared. Sheri's whining behind the gag began to intensify again in anticipation of the upcoming anal assault.
‘Oh my GOD! His cock is HUGE!' Sheri's mind rebelled at the enormity of what was getting ready to happen. She still was not entirely comfortable with Chris' cock up her ass, and it had been two weeks since she had been fucked. ‘I don't think it will fit!'
Mark looked at Sheri's red, welted ass cheeks, spread them with one hand, was briefly tempted by the sight of that pretty, tiny pink pussy, then grinned and put his bulbous head up against Sheri's rosebud, and began applying pressure.
“Mphhhh!” Sheri articulated into the gag as the pressure increased. ‘It's not going to fit!' she though to herself as both the pain and the discomfort increased. Mark was being impatient; his state of arousal not being conducive to taking his time, and Sheri was highly stressed. ‘He is not giving me time to relax! I just need him to give me a second! It's not going to ….AAARRGGGHHHH!' It fit. Sheri's tiny asshole suddenly yielded to the pressure, and opened up wider and deeper than it ever had in about a second. Her bowels spasmed and cramped, and she felt like her asshole was on fire! Mark exclaimed “Oh Yeah!” This reminded Sheri, rather absurdly, of the old 70's Kool-Aid commercials. She probably would have laughed, but she couldn't breath, and felt like someone was driving a telephone pole up her ass.
Mark, however, was feeling much better about the situation as his cock was wrapped inside a warm velvet glove. Sheri's ass was tighter than anything he had ever felt, and her clenching muscled were massaging him even if he tried to hold still. He did not try! Mark fucked Sheri's ass in a rapid, steady cadence, and too soon for his liking, came with a loud grunt, then moaned aloud as the tightness of Sheri's ass milked him dry. He collapsed on the sobbing girl in a sweaty, exhausted heap.
For Sheri, it was a relief beyond measure. Marks prodigious cock began to shrink almost at once, and the pressure relented with it. She felt almost giddy with adrenaline as she realized her ordeal was over. She had done it! She had pleased Chris' friend, made him cum. Surely now Chris would have faith in her commitment to him, would spend time with her again, would hold her.
Mark withdrew, walked to the head of the futon on wobbly legs, unbuckled Sheri's gag, and said, “I am taking this out so you can clean me, got it? No talking unless I say otherwise.” Sheri nodded affirmative, and Mark pulled the bright red ball free of her mouth. Sheri worked her sore jaws for a moment, and then opened her mouth. She gagged a bit at the strong taste of her own ass, but did the best job cleaning she could without being able to move. When he was satisfied, Mark withdrew his cock, and spoke again.
“Thank you for the use of your body. It brought me pleasure.”
Sheri sniffled, not sure what to say, then in a tiny voice, with a raw throat, said, “Thank you for using it Sir.”
Mark shook his head in wonder, and pressed the gag back to Sheri's lips.
“Open.” He commanded, and popped it in. He gathered his clothes, and opened he door.
Chris was sitting on the couch, and nodded when Mark came into the living room.
“Well?” He asked.
“She's as good as you said, and more. Congrats dude, you're gonna have a ball with this one!” Mark pointed toward the bathroom. “Mind if I catch a quick shower?”
“Blue towel is sitting on the sink for you already.” Chris replied.
After his shower, Mark dressed again, and wrapped up the evening. There wasn't much more to say, so both he and Chris kept it brief, exchanged hugs, and agreed to get together early next week. Then he left, whistling tunelessly on his way to the car.
Sheri had heard the shower, the muffled conversation, and the front door close. She was still spread eagle on her stomach, gagged and blindfolded, and uncomfortable. Her butt and thighs were a road map of welts and bruises; she could feel the heat radiating from them. Her asshole was raw and felt ripped, and cum was leaking out of it. Every muscle in her body ached. Sheri wanted a shower and some sleep, but so far, seemed to be forgotten about.
Then she heard footsteps approaching, and thought to herself, ‘finally!' Weight on the futon next to her, but it was not Chris' touch that she had been long anticipating. These were delicate hands with fingernails tracing her whip prints. Sheri faintly smelled perfume.
“So this is the little pretty that has your attention lately?”
From the doorway she heard Chris' voice. “Yep, that's her Terri!” Then with a mischievous tone of voice, “Do you still want to play with her a bit?”
Lilting laughter answered him. “Of course, but I need to clean her up a bit first Chris.”
“Well you know where everything is, take good care of her.”
Sheri felt a knot form in her stomach as she realized her night was far from being over.
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