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18/male/slave seeks mature mistress in New York
Columbia student, works out regularly, intelligent, somewhat shy, the guy next door type except for my interest in rope bondage, discipline, and pain seeks mature mistress who will make me her slave and instruct me in how to satisfy a woman sexually. PM me telling about yourself and why you want to be my mistress, include a photo. If we seem to click we will arrange a meeting in a public place of your choice in the city.
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Today was my 18th birthday and I had dreamed of having an older women enslave me and instruct me in sexual delights. Now I was 18 and it was legal for an older woman to have sexual relations with me. I lost no time, the second I was awake I went to my laptop and composed this post for the getDare slave/master area. My roommate asked why I was up so early and I told him I was just answering some emails. He said "Happy Birthday" turned over and covered his head with his blanket. I clicked the "Submit" button and started on my first adventure as an adult.
My day was busy since most of my friends were older they made a big deal of me being 18. They threw a party for me which was fun but I really just wanted to get back to my room, log on and see if I had any replies to my slave post.
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Mistress Samantha
Hi Slaveboy,
Since I turned 30, I have been having fantasies of enslaving a strong, handsome, intelligent young stud. I want to have a man who is young enough to still be completely obsessed with having sex in any and all ways. I imagine restraining him in tight bondage and teasing him for hours forcing him to excite me and give me orgasm after orgasam and if he pleases me I may let him cum or maybe I will just enjoy keeping him at this peak of sexual excitement for another day or two. I really enjoy the devoted attention a sex starved man gives me! Your sexual gratification and release will be entirely under my control, if you get release yourself you will be severely punished and forced to wear a chastity device until I feel you can be trusted again.
You have to obey me in all things at any time and any place and I promise to do nothing that permanently injures you.
In addition being my sex slave, I want you to be a presentable escort and accompany me to major social events in the city. My fellow Wall Street financial vice presidents have shed their wives and partners for young women about your age. I want to show them that I have the same right to openly display my relationship with a young handsome stud. (I guess I am down on men in general, maybe this is a reason I daydream about torturing a young hunk. But since you say you like pain, this is probably a plus for you.)
As you can see from the picture of me in my gown at the opening night of the Met, I look very good and any man should be proud to be with me. The other picture in my bikini on the beach at Bonaire shows that I have kept my body desirable. Please send pictures both dressed and naked with a full erection. I hope I won't be disappointed.
You will be my first slave so we will be learning and exploring BDSM together. I find exploring new experiences together exciting and I hope you do too.
There is a Starbucks about a block south of the Pleasure Chest sex store, I think this would be a good place to me. Is that OK with you? If we like each other I would love to take you shopping for a few toys. (Of course this all depends on your pictures.)
Your future Mistress,
Samantha
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Mistress Samantha,
Your pictures were great. You are the star of my nightly fantasies! Can't wait to meet you. I hope you'll like my pictures as much as I like yours.
You have great plans for using me especially "torturing a young stud". That is scary but very exciting.
Being you escort would be fun. Since I came to New York. believe it or not, I have been exploring all the cultural opportunities. For a guy from a small town, this is wonderful. I really enjoy concerts, opera, museums and it would be great to share our interests.
I have afternoons free on Tuesdays and Thursdays, so if my body makes the grade let's meet for lunch at the Starbucks at 12:15 either Tuesday or Thursday.
Your obedient Slave,
Tom
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Hi Slaveboy,
Your pics are great. I like your build, good development but not overdone. I liked the touch with the rope harness that just makes your erection so much more tempting. I even liked how you look when you are dressed, can't wait to show you off!
See you Tuesday!
Your future Mistress,
Samantha
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The meeting
I got to the Starbucks about ten minutes early, I thought it wouldn't be good for a slave to keep his mistress waiting. I came from class dressed like other students, Levis, black T-shirt showing a snow boarder and saying "Crested Butte - Double Black" like I told her I would wear. I was starting to wonder if she had been just playing with me and wouldn't show when I saw this gorgeous brunette enter, what she wore was feminine and attractive but also definitely said "I'm in control, don't mess with me". I don't know much about clothes but she certainly didn't shop at K-Mart. I stood up and motioned to the empty seat at my table.
We shook hands and greeted each other rather formally and sat down. She started asking me questions about the small town where I grew up and told me that she was also from a small down and like me never really felt accepted in high school. I told about my science teacher who encouraged me to break away, getting me a summer job at the YMCA camp leading kids on hikes, encouraging me to apply to big city schools like Columbia, because I had enough credits. arranging for me to spend my last winter quarter on a self-study project working at a ski area. Samantha was real easy to talk to. She asked what I liked about the mountains. I told her I liked climbing "14ers", mountains over 14,000 feet high. I told he about the first one I climbed a 14er with a friend from the YMCA camp, we started really early and pushed hard, we wanted to be the first on the summit and have a little time by ourselves at the top. My smile betrayed me and Samantha asked, "You're leaving something out, exactly why did you want to be on the top before anyone else got there?"
Trapped, I answered, "Our goal was to get to the top, looking out over a hundreds of miles, face the sun, drop our pants, and jerk off."
She laughed real load, "You are so cute, I love the way you young guys think about sex and have so much fun thinking about unusual ways of doing it. Exactly how many 14ers have you marked in this way?"
"31, and our goal is to do all 53 before I graduate." She told me about the hikes and treks she had done all over the world. We were really clicking, I actually liked her and sensed she liked me too. We got up and ordered sandwiches, I started to pay for mine but she told me that she would pay for everything when we were together, I would be her "kept man". I sort of liked the idea, it was part of her domination of me.
We discovered we liked the same type of runs, steep and deep powder runs. She was definitely a risk taker and she understood that I was also.
After lunch we walked to the "Pleasure Chest" and browsed through the merchandise. We agreed on a couple books "SM 101" and "Erotic Rope Bondage", she would read "SM 101" first and I start with "Erotic Rope Bondage". We went to the counter and looked at the restraints, she asked the salesclerk to take out some restraints and some different ropes for us to try. "Strip off your shirt, Slaveboy!", my mistress ordered. The clerk smiled, looked amused, and didn't say anything. There were a few other customers in the store and I would be the show. I felt like I was at the top of a double black diamond run, watching little balls of snow dislodged by my board roll down hundreds of feet to the bottom, once I started there would be no turning back. "Yes, Ma'am", I said loud and clear, as I stripped off my shirt. I had made my decision, there would be no turning back. With the help of the clerk, Samantha restrained my hands behind my back trying handcuffs, leather cuffs, padded cuffs, finally deciding on a soft hemp rope and the crossed wrist tie the clerk had shown her. Samantha rubbed the bulge in my Levis saying, "I see you enjoy being restrained, Tom."
"You bet, you're great, ma'am!"
Samantha had the clerk put out a selection of whips and paddles. One by one the clerk showed how to use each one, Samantha hit me on the back with a riding crop, a leather strap, a bamboo cane, a flogger, and several others. I liked feeling the pain she inflicted and hardly noticed the other customers watching. The clerk and Samantha decided the leather strap was best for novices. The clerk brought out a sample of clamps but after trying a few which were very painful and brought tear to my eyes, Samantha decided we should wait until we are more experienced before buying any.
As Samantha paid for our toys, the young women at the register told Samantha about the femdom BDSM play party that took place every Friday night at 8 PM. She said it was a good way to start because we could see from others how BDSM play is done, she smile at me and said she realy hopped to see me there. She wrote the address on a note and signed her name, she said this would get us in. Then she told us, the mistress should wear an outfit hinting at being a dominatrix and of course all male slaves had to strip naked as soon as they enter the play area.
Samantha said, "That won't be a problem, will it Tom?"
"No Mistress Samantha, Ma'am, whatever you ask!"
My mistress told me she would pick me up in a cab in front of my dorm Friday at 7:30, "Oh, one more thing, your training starts now, you must not have any sex including jerking off unless I give you permission, understood Slaveboy?"
"Yes, Mistress, I understand."
"If you disobey, you will be severely punished and we will go back to the sex store and buy a chastity device for you to wear."
"I will obey, ma'am." I said but thought how long it was until Friday night and there wasn't even a certainty then. It's been a long time since I went even 24 hours without jerking off, it was going to be tough to last until Friday.
I was now shirtless on the crowded street as I helped Samantha into her cab. She turned to me, kissed me on the cheek, and laughing said, "I remembered but was just testing, you may put your shirt back on, Tom."
By Wednesday evening I was feeling real horny as I was reviewing my notes on my laptop when I got an instant message from "MistressSam" at Hotmail.com. "What are you thinking about at this moment, Slaveboy? Are you alone? If so turn on your webcam. Sorry but I don't have a webcam or microphone on my laptop, usually security checks for those before they let us take our laptops into conferences."
"How is this, is the volume OK? and the picture? Great to hear from you. I'm thinking about sex of course, you tormenting me and rubbing my cock until I can't stand it any more, then finally letting me cum. That no sex rule is pretty tough, can you have a little pity on me? I'm alone, my roommate won't be back for another hour."
"You look just great, you know, you are really cute in a boyish sort of way. Now I understand the guys at work, young sex objects are a lot of fun! I'm in Dallas and it was hard to concentrate during the meetings, all I could think of was you at the top of Longs Peak jerking off in the sunlight, what a mental picture! Yes, I think we can negotiate a favorable settlement of your situation. First I want you to strip naked, but do it slow and sexy!"
"Yes, ma'am, will do! Thanks!" I take off my shoes then slowly bend over strip off each sock and toss it at the webcam. I do a little strip tease dance, slowly pull up my t-shirt showing off my abs, then up to my armpits, play a little with my nipples, take out my arms, rub my abs with my hands, finally pull the shirt off my head and throw it at the webcam. I slowly unzip my Levis and pull them down a bit. It is clear I am wearing no underwear. My hard cock pops out and I shake it around a bit by moving my hips. Finally I pull off the pants and throw them aside, still dancing and seductively rubbing my body all over.
"Oh, I love your cute smooth sexy body. OK now show me how you jerked off on Longs Peak."
"We had a dare to see who could last the longest before he came, so this may take awhile!" I began rubbing my cock, fast at first then as I got harder, slower and slower, keeping me going but not fast enough for me to cum. My expression showed intense concentration and pleasure.
"10 minutes and going strong, I never knew how much skill you guys have in jerking off but I guess you have a lot of time to practice! Fire when ready!"
I worked a few more minutes, licked the palms of my hands to lube up then started stroking at a furious pace, I started cumming over and over, one shot hit the webcam and took a few seconds to drip off before the picture cleared.
"That was even better than I imagined it. By the way, I came also by masturbating myself while I watched you. I don't know how much this will help me concentrate tomorrow, but it was fun. Goodnight Slaveboy, See you Friday!"
"Sweet dreams, Mistress. Hope I'm in them!"
The Club
I began preparing for our big date. I showered carefully following the instructions of my mistress. I soaped up my entire body, scrubbed hard with a washcloth on my armpits, ass crack, feet, and especially my cock. I rinsed off then repeated the whole procedure. My cock began to harden as I remembered how her email had said that every inch of my body had to be clean enough so she would enjoy kissing and licking my skin anywhere. I hoped no one would notice the bulge in the towel wrapped around my waist as I returned to my room. Per her directions I did not put on deodorant or any other scent, she told me the best smell was that of a real clean young stud. I dressed as she had instructed, black t-shirt, worn Levis, no underwear, flip-flops. I only got harder as the rough denim rubbed my cock and ass. Minimal and easy to shed once I entered the club. I double checked that my ID was in my otherwise empty wallet. Samantha insisted that I have no money or credit cards when I was with her so that I would be completely dependent on her.
I stood on the corner in front of the dorm for a few minutes. A cab stopped in front of me and Samantha flung open the door. "Hop in, Slaveboy!" As soon as I got in she hugged and kissed me, she looked sexy in all black especially the leather skirt. The cabdriver laughed, either he was amused by me being her "Slaveboy" or his English was bad and he smiled at everything he didn't understand. She gave the address to the driver.
"Thanks, Mistress. I am really excited about going to a femdom club!"
She slipped her hand inside my Levis and explored feeling my boner and lack of underwear, "Yes you are excited and you do follow directions. I like that in a slave."
The cab stopped by a bare black door in an old brick building. We were uncertain until we saw a woman in a black leather skirt leading a guy with a leash attached to a slave collar around his neck enter through the door.
We were greeted by the clerk from the sex store. She carefully checked the age on my picture ID, "You are so cute, it's hard to believe but it says you're 18. First time slaves must strip in the center of the room with everybody watching. It's going to be a real treat to see you strip naked!" She led my to the center of a dungeon decorated with a feminine touch and had me stop on a Persian rug by some restraints hanging from the ceiling. A crowd of dominatrices and a naked slaves gathered to watch.
I took off my flip-flops when my mistress ordered, "I love the way barefoot boys look so cute and subservient" she said as she rubbed the tops of my feet with her black stiletto heeled shoe. She grabbed my T-shirt and pulled it up and began rubbing my abs and chest, toying with my nipples, "I love to explore my Slave's sensitive spots. You like to don't you?"
Standing as the center of attention while slowly being stripped turned me on, my skin was hyper-sensitive, each touch made me startle, breathing heavily I replied, "It feels good, real good, Mistress!" She pulled the T-shirt over my head but left it on my wrists so my arms were extended upright. Her hands played with my armpits driving me wild. She removed the shirt completely and had me hold my arms behind my back. One of the doms gave her some handcuffs which Samantha snapped onto my wrists. Helpless, excited, sweating, I submitted as she teased every bit of exposed skin. She unbuttoned my Levis and twisted my exposed pubic hairs. She unzipped me and my boner bounced out, she rubbed and caressed it. She let my levis drop and had me step free of them stark naked. She was handed a slave collar which she locked around my neck then a leash which she snapped to my collar. The clerk introduced Samantha to the other mistresses as I followed at the end of the leash, each dom was given an opportunity to tease or torment the helpless new Slaveboy. Samantha took a long time watching other doms and subs in scenes of bondage and torture, I could see she was observing everything about how to make her slave suffer safely.
She decided to start with the whipping post, she unclipped the handcuffs and climbed on a step stool to buckle my wrists into padded leather cuffs attached high on the post. Hanging from my extended arms, I was facing the post with my back and ass exposed, toes barely touching the wooden floor. One of the experienced mistresses handed Samantha a black soft leather flogger and went over the basics: aiming for wide fleshy area such as back, ass, and chest, Avoiding areas such as kidneys, holding and snapping to inflict maximum pain, watching carefully for broken skin. Samantha learned fast, the first few strokes with the flogger didn't hurt but soon I dreaded each painful strike. I tried to be brave and endure the beating silently, I didn't yell out but I gasped each time a stroke was extremely painful. Samantha started enjoying inflicting pain on me. She learned to vary the strokes so I never knew where or when the next pain would strike. She learned that it is more effective torment to give the flogger strokes over an hour or more rather than all at once. I learned that I enjoyed it when my mistress inflicted pain on me her helpless slave, I learned it made me get really hard.
The other mistress had Samantha turn me around so I was facing her, she showed Samantha how to tie my feet to the post so that I couldn't kick. She handed my sadistic mistress a riding crop...
OUCH!
The mistress showed Samantha how to hold the riding crop and how to snap the crop so that the leather tip stings painfully. Samantha practiced on my abs and quickly learned to make the tip sting. She learned to vary the pain of the sting from a little tap to sharp intense pain. She whipped the sensitive skin on the inside of my arms, she tormented my armpits, she whipped my pecs circling my nipples. I loved the excitement I saw in her eyes as she explored the pain she could inflict upon me with this simple implement. Those eyes kept darting to my nipples but she shock her head and whispered, "Not yet, my love." I tried to endure the pain silently but I could not help yelling when the stings were particularly painful. My screams seemed to please her, she increased the sting just to hear me yell. Finally I felt a tap to each nipple then she applied stronger stings to my abs before returning to my nipple with a smart sting.
The mistress grabbed my cock and gaged its hardness, "Your first slave and you found a sub that loves pain so much. I envy you, let me know if you ever tire of him! Feel his cock." Samantha hefted my cock and smiled as she felt that it was rock hard. "When a Slaveboy loves pain you can be guided by his cock to determine how much pain to give him. As long as his cock is hard he is enjoying your torture, don't pay any attention to his screams of agony as long as his cock is telling you he wants more. Of course, with a pain slut like yours, it's up to you to be alert so you don't damage your slave's helpless body." She strokes my cock, "Yes, you must be careful with him". She handed Samantha a black handkerchief, "Blindfolding your slave makes him feel more vulnerable and not being able to know where the next lash will strike adds to his torment and excitement."
Samantha ties the blindfold around my face isolating me. I feel her tracing figures on my chest then a sharp snap on my nipples then more tracing around my abs, along the bottom of my shaft, around the tip, back along the top of my rock hard shaft, and back to tracing circles on my abs. A few hard painful lashes on my abs. Then gentle snaps moving up my shaft ending with gentle lashes on the tip of my cock. I struggle against the the restraints, I breath hard and fast, I feel soaked with sweat. I beg for my only desire, "Harder Mistress, harder please!" My mistress laughs and slowly increase the power of the whip blows. She staggers the interval and location so I never know when the next pain will strike. The pain becomes searing! When the crop strikes the tip of my cock, the pain is indescribable but it also turns me on so much that I still beg "Harder, harder, mistress, please!"
"Easy Slaveboy, that's enough pain for now!" soothes Samantha as she rubs my chest and abs, plays with my nipples, gently, slowly strokes my cock until I feel I am about to cum. She rubs my hair and laughs, "Time for a break, Tom we don't want you to lose any of your precious bodily fluids!" She takes me to the edge over and over but always denies me release. I plead for her to let me cum but she just teases me more.
Finally I feel my legs being untied and my wrist being unbuckled. I hear the leash being clipped to my collar and my hands are handcuffed behind my back. My mistress tells me to step into my Levis and helps pull them up. She shoves my boner in and zips up the fly. I follow when she jerks the leash and feel the cool outside air on my bare chest and the rough concrete of the sidewalk with my bare feet. I hear a car stop and the door open. She puts her hand on my head and guides me into the car and tells the driver an address.
"Excuse me Ma'am, but where did you pick up that kid?"
"He lost a dare and will be my slave this weekend and he is eighteen if you must know."
"Lordy, you women are sure wild nowadays!"
Room with a View
The cab jerked to a stop. Samantha paid the driver and said, "Just a minute, until the lobby is clear. OK Slaveboy, let's go!" She guided my head out of the door and I felt the cool night air on my shirtless chest. We entered an automatic door, the air was warmer and my bare feet felt a smooth tile floor. "Trevor, this is Tom. I just won him. He lost a dare and will be my slave this weekend."
"Evening, Tom. Evening, Miss Wilson. I guess you're going to show him the ropes!" Trevor laughed.
"Evening Trevor" I answered even though I couldn't see anything through my blindfold. I guessed he was a security guard.
"That was a bad pun even for you, set the elevator for a non-stop ride to my apartment."
"Will do, Ma'am. And I haven't seen anything!"
"Thanks, Trevor."
So she was taking me to her apartment. I would be her slave, retrained and vulnerable. Completely at her mercy. This had been my dream since I was a kid, now it was happening. Can I really trust her? How much will she hurt me? Will she go too far? I concentrate on being cool, like there was nothing unusual about being barefoot, half naked, and led by a beautiful powerful woman holding a leash attached to a slave collar around my neck past the guard at a luxury apartment building. I liked the way Trevor didn't question her, he knew how to deal with these rich assertive women.
Samantha jerked the leash and I followed her. I felt the acceleration of a fast elevator. "How are you doing Slaveboy?"
"Scared shitless but so excited I can't stand it, Ma'am!"
"I sort of feel the same. Isn't the feeling great? It makes me feel so alive."
"Yes, mistress. It feels great. So vulnerable and not knowing what will happen. Like being a kid the first time on a high dive knowing you will have to jump." I felt her hands on my hair as she pulled my lips to hers. We kissed passionately as the elevator slowed. When the elevator stopped she told me to wait, I think she was checking that no one was in the hall.
She jerked my leash and I followed her, after only a few steps the leash went slack and I stopped. "There are only four apartments on each floor, so there is not much chance of seeing anyone. Besides, my neighbors would enjoy the thought of me bringing home my own sex slave." I heard her open a door and followed the tug on my leash. From the elevator ride her place was on one of the top floors. My bare feet felt cold rough ceramic tile, probably the foyer, pretty big too, this must be quite a pad. I followed the pull of the leash over a soft carpet for quite a ways then onto a wooden floor.
She unclipped the leash and glided her hands softly from my face over my shoulders, chest, and abs. "I love the feel of your skin, it's so smooth and perfect. Let's get these off so I can see all of you!." She unbuttoned and unzipped my jeans and they dropped to my feet while my boner bounced up free. I stepped out of the Levis and kicked them aside. While she fondled my cock and balls, my lips and tongue found her neck and I softly nibbled. My lips felt their way until they found her tit and started sucking. "Oh! That feels so good, keep sucking! .... I must stop before you seduce me Loverboy!"
She guided me to a firm bed and had me kneel on it. She had me move back until my feet were over the end of the bed and on a cold metal tube.
I felt her tie my feet to the metal tube with a smooth silken rope, each foot held firmly and exposed to her mercy. She tied the ring on my slave collar to something hanging from above so I couldn't bend down or move much. She untied my blindfold but the room was dark. "Now for my surprise, I hope you like it!" She hit a button and drapes open from a corner in front of me revealing Manhattan at night from high above, lights from the windows of hundreds of buildings dimly lighting the room. The bed was diagonal facing the corner of the room with the cityscape on two sides.
I was bound kneeling on a bed, arms handcuffed behind my back, restrained by a rope attached to my slave collar from the ceiling, completely vulnerable, with a huge boner looking out onto the city. I understood, being exposed naked in a private room is one thing, being exposed naked to the whole city is a real turn-on. "Mistress, this is so awesome! I feel my naked body and everything you do to it is exposed to the whole city. I know they really can't see into this room, but I feel everyone is looking at me and that's what excites me!" In the dim lights, I saw my mistress circling the bed with her riding crop in one hand and a smile of anticipation on her face. When she was behind me I felt the fingers of her other hand feel to vulnerable soles of my bare feet.
She stood in front of the bed, you look scared and frightened, "What's are you afraid of my helpless sex slave?"
"I'm afraid you are going to hurt me, Mistress!"
"That's silly, Of course I am going to hurt you. That's why you came to me. What is really bothering you?"
"That you will hurt me more than I can take, Mistress. I'm afraid I will scream or break down."
"I admire you for being stoic and taking pain silently. That a guy thing and one your best qualities. Don't worry about screaming, I guaranty that I will make you scream but since I am a light sleeper my room is completely sound proof. Triple glass windows, double walls, and sound deadening floor and ceiling. Scream as loud as you like, no one will be bothered and no one will hear and no one will come to help you." She continued to circle now giving light taps with the leather tip of the riding crop to my chest, abs, and thighs, my back, ass, and soles of my feet. Each time she circles the lashes became harder, now my nipples, now my toes. Another circle and my eyes water when she strikes the tip of my cock, then each one of my tender toes, then each of my balls. Finally she stops behind me and get serious, hard painful snaps cover my back, when I adjust to this pain the painful lashes center on my ass the when that also dulls she move to my feet. The pain is intense, I struggle but my bare feet are securely tied in their vulnerable position. My eyes water and I begin to groan at each stroke. She starts using the rod of the crop as a cane to beat the sensitive soles of my bare feet. I start to scream at the more painful blows, my eyes water but I resist begging her to stop. In fact I am beginning to savor the pain and don't want her to stop.
She stands in front, gives a painful load snap with the leather tip to each of my nipples. She puts down the implement and slowly removes her stiletto heels, her stockings, her top, her leather shirt, her bra, and finally stuffs her panties into my mouth. "You seem to enjoy pain now let's try some pleasure." She kneels in front of me on the bed, "I am always fascinated by how guys nipples are so sensitive, maybe even more sensitive then ours. Let's see how yours are!"
She rubs and circles my nipples with her fingers. I start breathing real hard. She continues with the tips of her nails. She ups the ante with her tongue, then by biting with her teeth. "Most guys can only stand nipple play a couple minutes, then it becomes too intense, almost painful and they pull away and start playing with the girl's tits." I am breathing hard, sweating, and struggling. "It just occurred to me, you can't pull away. I wonder how you will feel after 10 minutes, a half hour, an hour? " She continues the intense nipple play. I knew pain can become pleasure, now I discover pleasure can also be turned to pain. I mumble into the panties for her to stop but she laughs, "Oh, you want more!" and she continued the extreme nipple play enjoying my struggles for at least an hour.
"She looked down and smiled, "Slaveboy, it looks like you sprung a leak!" I glanced down and saw pre-cum dripping from my cock. She gently wipes the pre-cum off with her finger, pulls the panties out of my mouth with her other hand, and holds her dripping finger up to my mouth. I eagerly suck the pre-cum from her finger. She puts her finger into her cunt and then up to my mouth, I eagerly such her juice, "Bad Boy, see what you did? You've got me excited too! What should I make you do about that?"
Dice Dare
Samantha looked at me kneeling on the bed, my feet tied to the bar at the end of the bed, my arms handcuffed behind my back, a rope tied to my slave collar restraining any movement, my rock hard boner dripping pre-cum, my hazel eyes pleading for relief. "I want to have sex with you so much, your young strong body giving me pleasure, but I also love tormenting you by teasing your helpless body, watching you struggle. It get me so excited I couldn't think what to do. Then I found the solution, a dice dare with various ways to torment your smooth sensitive body and one number that says "SEX" and gives you relief and me pleasure. The dice dare is:
1. SEX
2. Kiss and fondle nipples, balls, and cock
3. SLOW masturbation
4. Tickle feet cock, balls, nipples
5. Assplay with rubber glove and finger up the ass hole.
6. Foot play with cock, balls, nipples.
Take the dice in your mouth, spit it out and let's see if you are lucky!"
I took the dice, prayed for a "1" amd spit it out. It came up a "6".
"Great! That was always one of my favorite fantasies!" She lay naked on the bed with her feet facing me. She lifted one leg and put her foot to my mouth. "Slaveboy, suck each toe!" As I sucked each delicate toe, the humiliation turned me on. I was her foot slave. I licked the sole of her foot gently and she gasped, "Yes! Yes!" At last she started to pleasure me, she raised her legs and rested her feet on my chest and began to use her toes to toy with my sensitive nipples. She rubbed my abs with her soft feet, explored my cock and balls with her toes. I was breathing fast and hard it was so stimulating. Pre-cum oozed from my cock. Then she gripped the shaft of my cock between her big and second toe and began rubbing it slowly. I got more and more excited until I felt I was almost going to cum, I felt her give my cock a hard painful tug pulling it with her toes. The pain stopped my cum.
"You need a break, we need to save that joy juice for the main event! I'll be back, don't do anything without me!" How I tried to touch my cock, how I wanted to jerk off and end this torment. I could only wait for her return and my next chance.
It seemed like forever and my excitement had calmed when my mistress returned. I spit out the dice and this time threw a "3". Masturbation seemed great, just what I needed. "I love slow masturbation. It is supposed to be the most intense stimulation a girl can give a guy. She is in control. No guy can take the exquisite torment unless he is bound and helpless. The girl takes him to the edge then decides what happens!" She lubed me with oil then began rubbing the length of my cock from the base to the tip, she went went slowly maybe 30 seconds or more for each stroke. After a dozen or more intense, maddening, slow strokes she gave me about five quick strokes almost enough to make me cum. Then returned to the slow strokes. Slow then fast, slow then fast, I struggled, I begged, slow then fast. She started doing only a couple fast stroke because I was very excited. Then slow and only one, then slow and when I started tensing my abs, a painful pinch to the head of my cock to stop the ejaculation. She left me alone again suffering from denied orgasm.
Next I drew a 3. She lubed my ass and put on a surgical glove. She toyed with my ass, played with my crack, pulled the hair around my ass hole. Slowly pushed her finger inside me. "I never have done this before. I love the way you struggle and your hole grabs my finger so tight. What is this I feel? Let me rub it!" I felt a weird intense pleasure building inside me. She watched my reactions and eased up when I got too excited. "I never thought I could have so much power over a guy with just my little finger. I could do this forever." It seemed like forever to me, the feeling was wonderful but she never went far enough. Always just a little more and I could cum. Always denied. I was covered with sweat from my struggles. At last she withdrew her finger, and left me alone again.
I had lost hope when I spit out the dice again. She grabbed me about the neck an kissed me, "We won, you can have sex! Even better, so can I!" She kissed me, played with my nipples and balls until I was rock hard. She rolled a condom on me and lubed me up. She got down on all fours in front of me, god was she hot! I tried to reach her with my cock but couldn't make it. She backed up a little and guided the head of my cock inside her. I began moving, I couldn't reach far but it felt so good. She liked feeling me just inside her a lot. I kept struggling and rubbing my cock inside her. She started moaning and yelling. She backed up closer to me. I could reach deeper into her. Not deep enough to cum but it felt so good. She backed up more and I thrust all the way in, I pushed hard and deep. Faster and faster. We yelled together yes, yes. I began to cum. The hours of frustration poured out in shot after shot of cum, in extreme pleasure, in long awaited relief, in contented relaxation. It was the best ever. She told me how great it was for her. After a few minutes she pulled out, gently removed the condom, put it to my mouth. I savored the salty taste and she kissed me deep and shared the taste.
She untied the rope from my collar and my feet from the the end of the bed, and uncuffed my hands. We lay in each other's arms more lovers than mistress and slave. We held each other all night until the light of the sunrise on the awakening city woke us.
The Party
I was on top of her feeling the warmth and softness of her body with my whole body. I began to kiss her softly then kissed her neck and breasts. I supported my weight on my arms and looked deeply into her eyes and was about to ask her if she wanted sex. Before I could speak she smiled and said simply "Yes, my Slave, I want you! You really look sexy with the slave collar around your neck." She took a condom from the bedside table and rolled it onto my throbbing cock then slowly and gently lubed it up until my cock was rock hard and throbbing. Supporting my weight with my arms, I played inside her cunt with the tip of my cock. I explored until I found that magical spot that drove her crazy with desire. Her pleasure slowly built until she was pleading for me to go deep inside her. Slowly I thrust my cock all the way in. I moved slowly in and out enjoying my power to pleasure and excite my mistress. I paced myself as long as I could until I could no longer hold back and we moved together in powerful spasms release wave upon wave of sexual release. We held that embrace in relaxed contentment with me still enjoying being inside her and her enjoying the feel of a young man at his sexual prime.
We spent a great day together. We took a shower together soaping each other up and touching all over our naked wet bodies then dried each other off with thick, fluffy, white towels. She put on a thick white robe which made her look even more sexy than when she was naked. She told me that she preferred me naked because I had such a great body and she loved looking at it. I cooked breakfast and explained to her all the tricks about cooking that I learned while working as a short order cook in a diner in my home town. She got a kick out of being served by a naked teen and loved it when I started getting an erection again. We ate sitting across from each other at the small table in the kitchen. Soon I felt her feet in my crotch playing with my hard boner and balls while I pretended nothing was happening and continued to eat. Both of us finally broke out laughing.
She showed me her balcony onto which the mid-morning sun was now shining. It was cleverly screen from view. She put down a quilt and took off her robe. We sunned nude next to each other for a long time. Samantha explained how morning sun is the best way to get a tan. We played with each other's bodys like a couple of junior high kids discovering sex and had a great time.
We started getting hungry, she took us out to a great deli. Seated across from each other in the crowded restaurant, I could see when she got the idea. She slipped off her shoes and I felt her feet start to play with my crotch. Since I wasn't wearing underwear, it felt pretty good even through my Levis. "I've got to buy you some good new clothes if you are going to be my escort. Besides this would be a lot more fun if you were wearing shorts!" After lunch she took me to some very expensive shops. She decided that the preppy look was best for me, clean cut, boy next door, but with a little kink. The clerk laughed when she bought me some skimpy white briefs then handed me the package and I went into the changing room and came back with the empty package. Obviously, I had been going commando. She found the right shorts, sort of loose and pretty short so her feet could easily work their way to my goods. After a couple hours she said that we had to get back and mentioned something about a party. As we passed a sex store she told me to wait outside while she bought me something special. When she came out, she reached up to my neck and locked a stainless steel chain around my neck with a small brass lock. She stepped back and admired her gift, "Subtle, you can wear that chain anywhere and only people into bondage will know you are a slave." I tried to guess what was in the other package but she wouldn't give me a clue as I carried the packages back to her condo. I liked the feeling of looking good: expensive blazer, khaki slacks, Italian loafers. It felt good knowing that the women and a few guys who stared at me did it because they liked the way I looked.
It was getting dark when we returned to her condo. Trevor admired my new clothes, "You're a pretty sharp looking Dude, I like the preppy look, Tom. That steel chain locked around your neck with a little brass lock is clever. Most people would think it was just a goth fashion quirk but in means 'Slave' to those into bondage." We zipped up to her floor and entered the foyer. Samantha opened a door, "This is your closet, Slaveboy. It is very convenient since as my slave you will strip naked immediately when you enter my apartment and put your clothes away neatly and properly. Being naked while I am dressed is a sign of my domination over you. Besides I love looking at your beautiful young man's body when you are nude!" After I put away my expensive new clothes, my mistress led me to her room.
Through the windows the clouds were glowing with the sunset and filled the room with a soft reddish light. I stretched out on the bed forming an "X" by spreading my arms and legs as my mistress instructed. She carefully tied a French bowline around my left wrist while explaining how this knot spread the pressure and would not tighten when pulled so it was perfect for putting a submissive in tight but safe bondage. Feeling her hands on my arms and wrist and the tightness of the rope was almost sensuous. I feel a firm pull on my arm as she tied the free end of the rope to ring fitting at the corner of the bed. Slowly, gently, and firmly she bound my other arm so it was stretched to the opposite corner. My mistress tied French bowline knots around each of my ankles. She took my right leg and pulled as hard as she could before tying the free end to a ring fitting at a corner of the foot of the bed, she used a prussic knot so she could easily take up slack whenever it was needed to keep the tension on my stretched out body. I tested the ropes and only confirmed how vulnerable my body was to my mistress, I had to trust her completely as I was completely helpless. She bent down and kissed my forehead tenderly as a mother would do to a child she was putting to bed. "I'm going to slip into something a little more comfortable, I'll be back in a while. This will give you sometime to think about your helplessness and my absolute power over you!"
Alone I pulled and tested the ropes and felt the comforting tightness gripping my wrists and ankles. I moved my feet in circles thinking how vulnerable they would be to caning or tickling. As I waited for her return I couldn't help concentrating on different parts of my body and felt the sensations each was giving me. Lying tied naked to a bed make a guy feel pretty horny and more horny the more he waits. My feet itched to be touched and rubbed, my lips still felt her kiss, my nipples burned to be pinched and played with, my cock grew hard waiting for any touch. Only the dimming of the city gave me a vague sense of time. I heard her footsteps and saw her standing at the foot of the bed looking at me tied spread eagle on the bed. She began rubbing my feet, massaging the soles with her thumbs, my cock began to harden, "Oh, that feels so good. It's so good that you are back." She rubbed my legs from my feet up to my crotch, slow, and gentle. "Yes, keep going!" She sat astride me and moved her hands down my arms, played and tickled my armpits, down my chest, my abs, then back to my nipples and began toying with them. "That's it , yes, keep doing it, Ma'am!" I was really excited, being helpless and unable to escape made it more exciting. She kept playing with my nips. I wanted her to stop, I wanted to move away, I struggle but couldn't get away.
"I love this giving you so much pleasure that you can't stand it. No matter how you struggle, I just keep toying with you!" It felt real good. My cock was rock hard and throbbing, but it was torment because she would not stop the intense stimulation. I struggled and pulled the ropes, I was moaning and wet with sweat, breathing hard. Finally she stopped. She moved back and began slow very slow strokes the length of my cock. The stimulation was even more intense but so slow that relief was impossible. I could see how much see was enjoying tormenting me. At last she stopped and kissed me, "I am having a party tonight and have to get ready. I'll be back to see how you are doing, Enjoy!" Again I was alone in the dim room, concentrating on all the sensations I could feel in my body. Aching with the need to ejaculate, knowing it was impossible until she decided the time was right.
At last she returned, she clipped two clothespins to my abs, a mild sort of fun pain and also put something leather on the bed that I couldn't make out. "Time to get you ready. You will be tied here on this bed while I host my party, i'll leave the door open so you can hear us having fun. I think it will be exciting thinking about you suffering in rope bondage while I'm having fun and free. Don't worry it shouldn't last more than four hours." While she was talking, she was rubbing my body all over: stretched arms, armpits, chest, nips, abs, taut legs, balls, cock. I wished she would continue then bring me to climax. "I'm a little worried that you might scream in pain and disturb my guests so I bought you a present." She took the leather object, it was a black leather strap with a soft stuffed leather ball attached to the middle of the strap. She placed the leather ball against my lips, I understood and opened my mouth. She stuffed the leather ball into my mouth then buckled the leather strap around my head. The ball filled my mouth, it was a very effective gag. "Yell, Slave, let's see if this works!" I tried to yell but only a soft muffled sound came out. "Good, nobody will hear that with the music playing." But what would make me scream? I soon found out. She removed one clothespin from my abs and put it on my right nip. It was painful but I could handle it. She played with the pin and watched me writhe as the pain increased. She put the other clothespin on my other nipple but this time she put it on the very tip. I screamed into the gag because of the intense pain but only a muffled sound came out. Samantha was pleased and adjusted the first pin so it also was on the very tip of my nipple and inflicting incredible agony. She gently kissed me on the lips then on the head of my rock hard cock, "Goodnight, Slaveboy! I can't wait until after the party when we can have sex!" I heard her leave, I could hear her steps going down the hall, she had left the soundproof door ajar. I struggled helplessly in agony against the tight strong ropes, my body became covered with sweat form my exertions. I heard the doorbell and my mistress greeting her guests. How could I stand this torment four hours? I knew I would endure the agony, I had no choice, I was her slave.
I was afraid the first time I heard someone walking down the hall and I knew from the sound that it was not Samantha. If they came into the room and saw me tied, gagged and tortured, it would be a disaster. Samantha and I would be ruined, she would lose her job and I would be expelled. I Knew my fears were over the top but you can't expect perfect reason from someone who has been alone, isolated, and tormented for hours. The steps stopped, a door closed, and soon I heard a flush. They had just used the hall washroom. You would think my fear would stop, but each time I heard steps I was sure I would be discovered. Samantha had be fiendish in devising this psychological torment. I must have been stuggling in pain and fear for hours. I had to concentrate on forcing my drool past the ball gag and out of my mouth. I could feel my face covered with slobber. At first I let the drew stay in my mouth but then I choked on my saliva, could not cough properly, and was afraid I would drown in my own spit, I couldn't call for help and was really frightened but eventually it cleared itself.
I heard steps of high heels coming down the hall. When I expected them to stop, the continued tapping down the hall. I heard the door to the room open and saw a tall well dressed woman standing in front of me. She had a astonished and curious expression on her face. It happened, I was exposed as a teenage perv enslaved by an older femdom dominatrix and I was terrified, humiliated, but most of all I was excited, I wanted her to rub and touch me, I wanted her to make me cum . She went and closed the door then she wiped the slobber off my face with a towel Samantha had dropped on the bed earlier. "That's better!" she gently traced my arms to my chest, abs balls, thighs, legs, and slowly down to my feet. She stroked my cock and felt its hardness, I was almost exploding with desire but she stopped. "I don't want to spoil Samantha's fun after the party!" She unfastened the black leather of the ball gag and eased the leather ball out of my mouth. "You look like just a kid, how old are you?"
My mouth and throat were dry and I couldn't talk. She took a glass of water from the table and let me drink and rinse my mouth. "I just turned 18 and am a student at Columbia. I'm legal."
"Are you alright?"
"Yes, I'm alright. I like bondage."
She gently stroked my cock again and felt its hardness, "I can see from your boner that a some level you are enjoying this but I can also see you are in terrible pain, Are you alright?"
"Yes, bondage and pain are my thing. Samantha And I found each other through Getdare. Yes, I am alright, but if you could jerk me off I would be even better!"
She laughed real loud, "I learned in kindergarten not to play with other girl's toys." She flicked the clothespins on my nipples and I groaned from the new level of pain. "You're absolutely sure you are alright?"
"Yes, I am absolutely sure I want to be left here tied and tortured until my mistress releases me."
She removed the clothespin from my nips. It was a shock and even for a while the pain seemed greater. She waited a bit then turned one clothespin 90 degress and reattached it to the very tip of my right nip, I yelled in pain but fortunately the sound proof door was closed. This woman was an expert at inflicting pain. Then she clipped the other pin to my left nip and again I yelled in pain. "I'll wait until you think you can endure the pain without making noise. We don't want everbody discovering Samantha's cute little secret. I will take the ball gag and discretely give it back to your mistress. A gagged sub should never be left alone, but I gather you two are still new to this. Should I leave now?"
"Yes, you may leave, tell her that I will endure the pain and not yell until she returns."
She kissed me on the lips, "You sure are a cute boytoy! Hope the Ice Queen gives you good sex tonight and if she ever tires of you, look me up. I'm Amy."
"Ice Queen?" I ask.
"That's her nickname on Wall Street. Anyone who has dealt with her knows that she's the best at getting what she wants and very cool and regal. Therefore 'Ice Queen'."
I know she left the door open a bit because I can her her heels tapping down the hall.
I concentrated on not yelling. I bit my tongue to keep quiet. The pain was worse since Amy had adjusted the clothespins. I struggled and became wet with sweat. It all depended on me, if I yelled we would be exposed. I couldn't let that happen not matter how much my nips hurt. I heard the guests leaving and I had to hold on only a few minutes more. At last I heard her footsteps and heard her close the soundproof door. I no longer had to control my pain, I let out a bloodcurdling scream. Samantha kissed me, "My hero! I knew the pain must have been awful, Amy is very experienced! But I knew I could depend on you, no matter how much pain you had to endure, you would not betray us. Although when my friends kept hanging around and not leaving I started to get a little worried. It was so exciting."
I thought she would immediately take those dreadful clothespins off, but instead she enjoyed watching me suffer. She sat astride me pressing her cunt to my mouth. I understood, I had to make her climax with my tongue and get her so excited she would want me inside her, and want wild sex. My tongue was inspired by the pain. It searched her crevice finding each sensitive area. Darted around slow then fast until she was moaning, "More, More, More." She move back and despite her excitement she
rolled a condom on my cock and lubed me up. She mounted me from the top putting just the tip of my cock inside her cunt and playing with it like a dildo. I was going wild with stimulation but she made sure not enough for me to come. She lowered herself slowly so my cock was entirely inside her and started twisting the clothespins to inflict more pain. She stared moving gliding up and down, a helped by thrusting as much as I could while being tied down.
Faster and faster she moved, twisting the pins to inflict more pain. "Faster, faster, ma'am. More pain, faster, make me know what it is to fuck the "ice Queen!" She moved faster, clinched me hard with her cunt, twisted the pins so the pain kept my urge in check. Faster and harder until my abs tightened, she ripped the clothespins off just as I was about to shoot and the surge of pain forced the hardest and longest shooting of cum I ever had. It seemed minutes as she held me and I emptied my load in spasm after spasm.
She held me a long time then gently untied me, massaged my sore limbs, and we cuddled together watching the lights of the city until we both fell asleep.
(Do you think this couldn't happen? Read this Savage Love advice column to find out if id did! http://www.thestranger.com/seattle/SavageLove?oid=309736 )
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