From Teacher to Teenager's Slave

From Teacher to Teenager’s Slave

Chapter 1

“I’m sorry I had to bring you into school like this, Mrs. Ward, but things have progressed so far with Jack now that I had no choice. Please take a seat there. Jack, I want you to stand in that corner over by my closet for right now. I’ll try to take up as little of your time as necessary, Mrs. Ward.”

Jack, 18, with a chuckle ambled over to the designated corner, as his mother sat.

The woman, who was speaking, looked as though she could have been a model for Vogue. Tall and blond, Libby Forester, Jack’s teacher, had curves everywhere a bathing suit model should, in just the right proportions. As a matter of fact, she had supplemented her expenses in college by doing some modeling work for several photographers, including an occasional nude session, which had been quite lucrative for the struggling student. But that had been five years earlier, and Libby had made up her mind in the meantime that she wanted to be a teacher.

Mrs. Ward took a seat in front of Libby’s desk, and it was evident from the start that Libby was going to have an uphill battle convincing Jack’s mother that her son was blameless. The scowl on her face looked as though it had been painted on.

“I have made a number of notes concerning Jack’s indiscretions and transgressions over the past month, since school started, and I’d like to enumerate them for you, if I may.”

“Yes, please do, Miss Forester.” The chip on Alice Ward’s shoulder was big enough to choke a horse.

“Well, on the second day of school, I saw Jack empty a carton of milk all over another student, Mary Pierce’s dress in the dining room. It was observed by many of the students, whose names I took down, because it required Mary to get her mother to come down to school to bring Mary a change of clothes. When I admonished Jack for doing it, he turned to me and called me a pig and a bitch and then ran away.”

“Oh, my God! Jack told me Mary had spit at him.”

Jack, unseen by the two women, smiled an evil grin.

“Well, no one in the dining room saw that happen. I asked them what had lead up to the milk being poured on Mary, and a couple of girls sitting with Mary said she and Jack had gotten into an argument, and, just before he poured the milk, Mary had stuck her tongue out at him. That was substantiated by four of the girls at the table.”

Jack, for the first time, looked a bit disheartened, as his mother glared at his back.

“Then on September 18th, the second week of school, I entered the classroom during recess, after going to the ladies room, to find Jack sitting on Betsy Andrews’ chest with a pair of scissors in his hand. In his other hand was the pigtail he had just cut from the back of Betsy’s head. She was crying and struggling, but Jack was heavier than she was.”

Jack turned to his mother. “But she hit me, Mom, right in the stomach.”

“You told me that much, Jack, but you failed to mention cutting off her hair.”

“Well, I forgot.”

“As so often happens, Son, you have a very convenient memory. I’m surprised Betsy’s parents didn’t complain.”

“Oh, they did, to me. But then they decided not to make a bigger stink over it because Betsy had enough other hair to cover the area that had been cut. They’re a very religious family and decided to ‘turn the other cheek’”.

“Well, I am sorry, and I will have a long talk with Jack about this.”

“Oh, I’m not finished, Mrs. Ward, not by a long shot. Turn back to the corner, Jack! Two days later Jack was caught in the girl’s restroom, in one of the cubicles, peeking under the cubicle wall at one of the girls going to the john in the next cubicle.”

“Unfortunately, that doesn’t surprise me. Jack’s 16-year-old sister caught him spying on her, while she was taking a shower. He had cut a small hole in the wall in his room. God knows how long he’d been watching her before she caught him. When she caught him, he was busy masturbating in the nude.”

“On September 23rd our janitor was mopping the hallways and had stepped outside to have a smoke. This was about 3:45 in the afternoon, after school was out. As he was coming back he saw Jack purposely overturning the bucket of dirty water onto the hallway floor. He gave Jack what-for and reported the incident to me but didn’t see any point in going further with it, because no real damage had been done.

“Jack, what is the matter with you, Son?”

Jack’s head dropped a little.

“On September 28th, the full box of chalk and all the pieces from the blackboard disappeared, so when I came into class that morning, I had to go to the teacher in the next classroom and borrow chalk for the day. Unfortunately, I have to admit, I immediately suspected Jack, and, after I gave the class a reading assignment, I went to the principal and got him to open Jack’s locker. Surprise! There was all the chalk! Now, I realize this was just a prank, but, on top of these other things, I’m afraid it points out a definite problem.”

“It certainly does, and I’ll take care of punishing him right now. Jack, you are grounded for the next three weeks, young man!”

“I’m afraid we haven’t finished yet, Mrs. Ward. The most serious incident occurred yesterday. Again, it was after school. Most of the kids had left on the buses, but Jack was still here. The principal was going out to his car in the back of the school, when he saw that the trash dumpster was on fire. He saw Jack running in one of the doors. He managed to put the fire out with a fire extinguisher. When he came back in school, Jack was still there and, immediately suspecting him, went to him and had him empty out his pockets. One of the items there was a cigarette lighter. Now that, in itself, doesn’t prove that Jack did it, but since he doesn’t smoke that makes it pretty incriminating, don’t you think?”

“It certainly does! Well, I just don’t know what to do. This is awful.” Mrs. Ward turned to Jack and ordered him to come over to her chair. When he stood before her she hauled back her hand and smacked him across the face as hard as she could. As surprised as he was, Jack’s face turned livid, and he glared at his mother with a coldness that sent shivers down her spine.

“Well, Mrs. Ward, I’d like to point out that this is one of the few counties in the state that still allows corporal punishment in cases like this. If you’re agreeable, I suggest we give your son a good old-fashioned spanking right here. I can lock the door, so we won’t be bothered, and we can give Jack a long overdue spanking.”

Mrs. Ward was fully in agreement, and both women stood on each side of the frightened boy, arms akimbo. His mother ordered him to remove every piece of clothing he was wearing, and slowly and reluctantly, he began to strip his clothes off. When his clothes lay on the floor next to his chair, he stood awkwardly, holding his hands in front of his “manhood”.

“Put your hands by your sides, Jack!” Embarrassed, he did so.

In that instant it suddenly became apparent that Jack’s penis was in full erection. It was no bigger than most young teen boys’ penises, but, the unexpectedness of it, and the fact that it was standing up at a 45 degree angle from his body, took both women by complete surprise. Mrs. Ward hadn’t seen her son naked for years, and Libby, even though she was certainly no newcomer to sex, found it most amusing to see this young boy’s manhood in all its splendor. They both took several moments to inspect, from a distance, this unexpected turn of events.

Libby pulled her chair over to the side of her desk, sat and ordered Jack to lie across her lap. His sheepishness at having to show his hard-on to these two grown women was exacerbated, when he lay across Libby’s knees and felt her pull his body toward her. In doing so, she pulled his rigid penis closer to her, at the same time causing her skirt to be pushed toward her, bunching it up in front of her. This, of course, left most of her legs quite bare, almost up to her crotch, and she could feel his hardened stiffness sliding against the softness of her thighs.

As she began slapping Jack’s butt, she could feel his prick rubbing against her skin. Had circumstances been different, and if the male appendage had been that of a lover, Libby would have felt little spikes of pleasure shooting up to her sex, but, for now, she was concentrating so intensely on making Jack’s buttocks as red and sore as possible, that any feelings of excitement were lost for the moment.

Her hand rose and fell dozens of times and Jack had begun howling, first in protest and then in agony. Apparently his penis was on a different sensual circuit and was oblivious to the pain in his rump, because suddenly Libby felt a huge spurt of viscous goo stream down her legs and then spread over the entire area between her legs.

She was so surprised when she felt the mess hitting her legs, that she instinctively pushed Jack off her lap onto the floor. He was almost as surprised as she, when he saw the glutinous mess covering her inner legs and even her diaphanous panties. As they both looked at the slime, he in horror, and she in amazement, Mrs. Ward finally realized what had happened and gasped in horror.

“Jack, look what you’ve done! Oh, how could you do a thing like that?”

Jack rose and stood dumbfounded, staring down at his sperm as it began to soak through Libby’s already gossamer panties, bringing out the fact that Libby’s pussy was fully shaved and a lovely camel toe to boot.

Libby finally had the presence of mind to reach over to her desk to grab some tissues from a box. Oddly, the first thing she did was to concentrate on removing the remaining white goo from Jack’s rapidly deflating prick, being most careful to cover the whole penis, rubbing briskly until she had gotten it all. It was only then that she began swabbing between her own legs and trying to wipe as much of the emission from her sopping see-through panties as possible.

“Jack, I’m disgusted with you. First, apologize to Ms. Forester, and then it’s my turn and you’d better not do the same thing to me, or you’ll never leave this room alive.” Jack quietly said he was sorry. “Now get over her on my lap, young man. If you thought her spanking hurt, just wait. This one will keep you standing up for three days.”

Sadly Jack placed himself over his mother’s knee, and she was true to her word. Libby was surprised that the mother’s hand could take the beating it was giving Jack, much less his bottom. He screamed and pleaded for seven or eight minutes of rapid-fire smacks.

Libby watched in amazed satisfaction as Jack’s butt cheeks went from a normal pink shade to various shades of red, getting darker and darker, eventually turning to purple splotches, not only on his buttocks but all up and down both thighs. By the time she pushed him off her lap it was hard to tell who was more exhausted. Tears were streaming down Jack’s cheeks, and he was busily trying to rub away some of the pain with his hands. His penis was now totally flaccid and shriveled.

When Jack had finally gotten dressed, Mrs. Ward grabbed his arm and began pulling him to the closed hallway door. As she did, she was telling Libby how sorry she was that Jack had misbehaved so much, and that she was to notify her the very first time Jack stepped out of line again. Libby assured her she would.

Libby couldn’t get to the door fast enough to lock it and rush to open her large locked closet. Once inside, she immediately slid her panties to the floor, and her hands rushed to her sodden pussy to relieve herself with a glorious bursting climax.

Chapter 2

Two days later she entered her classroom a half hour before the students were to arrive, as was her custom, only to find the lights on, Jack seated in her chair with his feet up on her desk. The next thing she noticed was that her usually locked closet door was wide open.

“Jack, what are you doing here, and why is my closet door open?”

Jack slowly removed his feet from the desk and, with a self-satisfied smirk on his face, sat up and pointed to a chair.

“I think you better sit down, LIBBY! We need to talk.”

Libby was reluctant at first, but the look on Jack’s face and the open closet door signaled that he knew more about her than she would have liked. She quietly sank into the nearest chair.

“When you had me stand in the corner by your closet the other day, I noticed something funny. There was a lens buried in the wall next to the closet, and I couldn’t think what it might be for. Yesterday, while everybody was at lunch, I came in here and with one of Mom’s credit cards I sprung the lock on the closet door. Guess what I found. Attached to the lens in the wall was a tape-recorder, and inside the tape-recorder was a video tape. I took the tape, closed up everything the way it was, put the tape in my locker and went to lunch.”

“After school I took the tape home and watched it on our VHS, when Mom went out with my sister to a movie after dinner.“

Libby’s face began to turn ashen.

“I guess you couldn’t call it a pornographic film, but there were an awful lot of girls and boys red heinies, not to mention a few boy’s dicks and girl’s slits here and there. I had no idea you were spanking other kids’ butts, too. I always wanted to see what Barb Taylor looked like undressed. She’s got a nice pair of tits on her, huh?”

“Jack, you had no right taking that tape. Now where is it? Give it back now and I won’t call your mother.”

“Oh, yeah, call Mom, Libby. I want to see how you explain to her that you’ve been filming punishment sessions with all these other kids. I sure got a kick out of it, but I’ll bet the police won’t think it’s so great. It may be legal to spank kids in this county, but I’ll bet you’ll go to jail for filming it.”

“Please, Jack. Give me back the tape. I’ll pay you money. I’ve got some put away in the bank. You can have some of it.”

“That sounds good to me, Libby, but I think I want more than that. I’ve wanted to see you naked ever since I first saw you three years ago. I think some money and a little playing together ought to be about right.”

“Jack, you must be out of your mind! I will not allow you to do any such thing.”

One of Jack’s classmates suddenly appeared in the doorway and moved to his desk.

“We can discuss this after school, Mrs. Forester. Here, I’m sorry I was sitting in your chair. I apologize.”

Jack rose and moved to his desk, as if all was right with the world, and, for him, it was.

It was all Libby could do to concentrate on teaching for the entire day. Her mind kept going back to her discussion with Jack and the fact that she knew she was hoist on her own petard. There was no way she could avoid doing whatever he wanted, without ruining her career. Even if she left the city and moved across the country, her past would follow her, and she’d have trouble getting a decent job anywhere.

During lunch she went to the ladies room and spent the entire lunch period crying her eyes out and trying to figure a way out of her predicament. There was none that she could come up with.

After school, as soon as the buses had left, Jack appeared in the doorway and, locking the door from the inside, pulling down the shades on the door and closing the Venetian blinds on the windows, came and sat in front of Libby’s desk.

“What do you want, Jack?”

“Well, to start with, I think a hundred dollars would be nice. I couldn’t have a whole lot at any one time, ‘cause I’m afraid Mom would find it, and then I’d be in trouble. But like $100 a month I could probably get away with.”

“All right, I’ll make arrangements to get you $100 every month, but I want the tape back, now.”

“Come on, Libby, you got to be kidding. I keep that tape hidden at home until we’re finished. I figure by the time I go away to college, maybe…and then there’s the other thing. Take off all your clothes, Libby.”

“What? I’m not doing any such thing, young man.”

“Okay, then I guess we’re done.” Jack stood and stared down at Libby. “I imagine the police’ll be at your house sometime tonight.”  He started to leave.

“Wwwait. Oh, please don’t do this, Jack.”

Turning back to her, Jack put his hands on his hips. “You can take those clothes off right now, Libby, or we’re done talking!”

In a daze, Libby finally stood and began unbuttoning her blouse. Jack stood like a statue watching as Libby removed item after item of clothing. Eventually she stood before him in nothing but her knee-high stockings and shoes. “Everything, LIBBY!” Tears began to well up in her eyes, and, as she removed the last vestiges, her sobbing became louder and louder.

Soon she stood before the teenager totally naked. As he had noted the day of the spanking, her pubic area was completely devoid of hair and her labia were thick and pink. For the first time, he studied her beautiful breasts, conical and snow white, with only the slightest sag. They weren’t large, but, as the saying goes, definitely ‘more than a mouthful’. Her large brown nipples highlighted the beauty of her bosom, and Jack’s mouth literally began to water, as he realized that they were all his to do with whatever he wanted.

He strode over to her with a cockiness that had only become apparent in the last few minutes. With both hands he reached out and caught her breasts in his two fists. At first, there was no pain, as he hefted them and caressed them, but eventually he tired of this and began squeezing and twisting the soft globules. Suddenly Libby felt stabbing pains emanating from her chest.

Jack’s attention turned to the hard brown nipples sticking out so firmly. His fingers gripped the rubbery tips, pinching and twisting them in both directions. Libby let out a loud gasp at his rough treatment of her sensitive mammaries, but it had no effect on the fledgling sadist. Soon his lips moved in to replace his right hand.

The cooling effect of his saliva soothed her for a few moments, but then Jack’s teeth began to grind down on the little brown nib, and Libby’s sighs and groans became much more vocal. Jack nursed and bit on her nipple for well over a minute before pulling away. As much as he was enjoying himself, he remembered that he had other territories he hadn’t explored that were just as exotic as Libby’s tits. Maybe he’d come back later!

Jack ordered Libby to sit on the edge of her desk. Hesitantly she moved to the edge. Jack, feeling the power of his new-found blackmail, swept all of the papers and books on Libby’s desk to the floor and, pointing to the side of her desk, once again ordered her to sit.

Libby pushed herself up and sat with the backs of her knees touching the edge. “Slide forward so your butt is on the edge, Teach!” When she had done so, Jack ordered her to lie back and spread her legs as far apart as she could.

The embarrassment of knowing her womanhood would be right there, open and waiting for Jack to do whatever he wanted with her, caused Libby’s face to redden, but she followed orders and was shortly lying lewdly exposed to the leering boy. The fact that she was clean-shaven was not helping her distress at being so vulnerable either.

She looked up to see Jack’s eyes widen as his head lowered a few inches to get a bird’s-eye view of her wide-open vagina.

“Jeez! I’ve never seen one of these before except in pictures.” This was enough incentive to make Libby close her eyes and turn her head to the side.

Jack’s hand slipped down to run gently along her right nether lip, sliding up and down the lip, almost reverently. He soon tired of this and began running the finger around her inner lips. In spite of her disgust, Libby could feel moisture beginning to form there. This had the effect of bringing her clitoris out of its shell, making a prominent presence of itself and causing Jack’s hand to move up to touch it gently. Soon it was sticking out obtrusively. Jack’s manipulation of it began to send shivers down Libby’s back, and, in spite of herself, she let out a low moan.

Jack unknowingly added to Libby’s frustration by immediately moving away from her little joy-source and beginning to study the inner lips again. Suddenly he found her little hole and, alarmingly, for Libby, jabbed his finger into it all the way to his knuckle, causing her knees to jerk and her hips to rise up off the table for a moment.

Soon the single finger was joined by two others, and Jack began sawing them in and out of her opening rapidly. Unfortunately for Libby, as soon as she began to feel the sparks of an oncoming climax, Jack chose to pull his fingers out of her now-sopping cavity and moved it quickly to Libby’s mouth, where he wiped them against her lips. “Suck ‘em, Teach!”

In disgust, she opened her eyes far enough to see what he was doing and then took his fingers into her mouth and sucked. Jack left his fingers there only momentarily, too eager to explore further to waste time of such frivolity.

Now both hands descended to Libby’s spread-open love-nest and proceeded to dig, twist, and pull her sensitive flesh this way and that, noting with pleasure whenever he was able to draw any utterances of anguish or pleas for relief. Occasionally, his manipulations would start Libby back on the road to pleasure, but, when he could see she was starting to enjoy herself, he would begin painfully twisting her flesh again, and her entire nether region began to turn from a healthy pink to a painful raw crimson.

Suddenly Jack stopped, looked at his wrist-watch, and announced he had to be getting home. Libby almost sighed in relief, until Jack continued, saying, “But we’ll pick this up tomorrow after school. And don’t try to call in sick! I know where you live, and I’ll just come by your house.”

With this he drew back his hand and smacked Libby right on her vulva. She let out a scream, but, by the time she had recovered, Jack was out the door and gone.

“Oh, God! What am I going to do?,” Libby thought. “This kid is a demon, and I don’t see how I can stop him without ruining my career and my life.” She then broke down in tears and continued sobbing for several minutes before she began to force herself to put her clothes back on.

She was about to have a long sleepless night.

Chapter 3

The following day Libby was heartened by the fact that Jack had mentioned nothing about the previous day, either before class or during recess.  She was hoping perhaps he had had his fill and would leave her alone, though she knew that was highly unlikely. Her foreboding was verified at lunch-time, when Jack came over to her desk on the way to lunch and said, “Looking forward to seeing you after school!” and gave her a big wink.

Libby worried what to do about the impending meeting and finally decided to try to sneak out of school a little early, while the kids were in Phys. Ed. class. So it was that she packed up her briefcase at 2:35 and, as unobtrusively as possible, snuck out the back door and to her car in the parking lot. She had just stuck her car key in the door lock, when, standing outside of the car on the passenger side, appeared Jack with a huge frown on his face.

“Going somewhere, Teach? Not very nice of you, Libby. I thought we had a date. Well, I guess we can have it at your apartment just as easily.  Open my door, too, while you’re at it.”

In shock, Libby got in, opened the passenger door and, when Jack sat down said, “I thought you had P.E. today.”

“Yeah, I did, but I told her I wasn’t feeling so good, and she let me leave. Let’s go. Your place will be fine. I’m really mad at you, Libby. You tried to sneak out on our date. I’m afraid I’ll have to punish you for this.”

“Oh, please, Jack.  Can’t we stop this now? I’m sorry about all this. I’ll try to make it up to you somehow.”

“Oh, you will! I’ll bet you don’t even have my $100, do you?”

“No. I…”

“Well, good! Then we can go by the bank on the way to your house and pick it up. And that’s just one more thing you’ll have to be punished for. The one problem with going to your place instead, is that we can’t record it, can we?”

They went to the bank where Libby removed the $100 and then drove on to her apartment. They had no sooner walked in her front door than Jack ordered her to strip all of her clothes off. Libby made one more attempt to try to get Jack to back off. Jack balled up his fist and hit Libby in the solar-plexis. She sank to the floor gasping for breath.

Jack stood over her for a few moments and then ordered her to get up. When she finally could gasp some air into her lungs, she rose slowly, her cheeks dripping with tears. Looking at Jack mournfully, she finally began to remove her blouse, but then hesitated.

“You want another one, Teach?”

Resigned, Libby removed the rest of her clothes, except for her panty-hose and shoes.

“Everything, Libby!” She quickly slid the panty-hose down her legs, removing her shoes at the same time. Totally abashed, she placed her hands strategically in front of her pubic area, and bent over and drew her arms in to cover her breasts as best she could.

“Hands behind your head, so I can see your lollypops!.” She complied. “God, you’re pretty. Now stick those boobies out like you want me to play with them, ‘cause I know you do.” After a moment’s hesitation, Libby thrust her chest forward, feeling totally degraded.

Jack moved forward and began fondling her breasts and nipples at first. In spite of herself, Libby could feel the goose-bumps spreading across the flesh Jack was caressing, and then, even worse, her nipples began to harden into rigid little turrets, and she became disgusted with herself for being so sensual at a time that she found abhorrent.

Jack continued to play with her breasts, becoming a little rougher in his handling, as he became more familiar with what he was doing. Soon he had Libby gasping in pain, and, to add to her misery, he took one of her erect nubbins between his teeth and sucked like a baby, before beginning to apply pressure with his teeth, making Libby grit hers in trying to withstand the pain of his biting.

Soon Jack was using as much suction as his mouth could engender, pulling almost half of her breast-meat into his mouth. This produced mixed feelings from Libby. The suction presented a new reaction from her growing libido, while making her even more aware of the fact that she was being tormented by a thirteen-year-old boy. After several minutes of this, switching from one tit to the other, Jack suddenly pulled away totally from her breasts.

He got an almost satanic look on his face. “You’ve been a bad little girl, haven’t you, Teach. Disobeying me over and over. It’s time for your spanking.”

Jack moved to one of the armless dining chairs, removing his own clothes as he went. By the time he sat down, penis completely erect, he was naked. Libby stood in horrified shock that she was about to get a dose of her own medicine. “Ummm, please, Jack, I don’t think…”

“Shut up, Libby and get over here on my lap. NOW!”

Like an automaton, Libby moved to Jack’s side and slowly lowered herself over his bony knees. It suddenly brought back memories that Libby had been able to banish to the back of her mind for over ten years. She was remembering the time her step-father had placed her over his knees, when she was 14, nude as she was now. He had spanked her, she couldn’t remember how many times, and then proceeded to fondle her hanging maturing breasts before moving his hand between her legs to her nearly hairless sex lips, separating them and manipulating her little clit until she exploded into a climax. He had only done it that one time, and she was so ashamed that she had been able to divorce it from her mind, never mentioning it to anyone.

Her mind was quickly brought back to the present, as she suddenly felt Jack’s hand resoundingly land on her proffered rear end with much greater impact than she imagined he could muster. What followed was almost five minutes of slow agonizing smacks to the entire area of her buttocks and thighs. She couldn’t believe Jack had the stamina and the strength to continue hitting her so powerfully. She began to plead for him to stop, as the insidious ache increased and increased. Her pleas had no effect on the infliction, nor on the stinging agony she was feeling.

When he finally stopped the beating, the ignominy only increased as she felt Jack’s hand delving between her thighs to roughly caress the hairless lips between. Libby tried to shame him by telling him this was wrong and he should be ashamed of himself. This only prompted him to grab one of her labia between two of his fingers and pinch as hard as he could, bringing forth a screech Libby didn’t know she was capable of. Before Jack could torture her further she was able to twist herself off of his thighs and slide down the front of his legs.

She was able to pull herself up on her knees only to realize she was facing Jack and not two feet from his very erect prick. He spread his legs and she was staring at his entire genital area, prick and scrotum, in toto. For the first time she had a full look at Jack’s hard-on.  For a boy his age it wasn’t an unusual size, perhaps five and a half or six inches long, very pale, fairly thin and veiny.             

“Well, you’re in the perfect position to give me my first real suck-off, Libby. There was some faggot that sucked me off a couple of years ago, but I was scared we’d get caught, so it wasn’t much fun. So move up here and get busy. I know you want to, don’t you?”

Libby shook her head vigorously, but Jack grabbed her by the hair and pulled her to him. In moments her lips were only inches from the head of his penis, and, each time she tried to pull back, his hand pulled at her tresses even harder. She finally resigned herself to the chore before her.

Not that this was her first experience giving head. She’d had two pretty serious relationships with men, where fellatio was a normal part of the love-making. She had come to enjoy blowjobs as part of the process, sometimes even initiating it herself, when she was having her period. But this was so different. This was a young boy, and she could see this becoming a normal part of the relationship, as long as he had her under his thumb.

Libby opened her mouth slightly, and that was enough for Jack to pull her forward until the entire length of his penis had entered her mouth, and she could feel the head brushing against her uvula. Had she not had the experience with her two former lovers, it probably would have caused her to gag or retch, but she had learned to accept the length even farther down her throat. So she began to bob her head up and down on the rigid flesh, to the point where Jack released his lock on her hair and placed his hands on either side of her head.

It became fairly obvious how new this was to Jack, as the bobbing of her head and the sliding of her tongue against the underside of his prick were sufficiently erogenous to bring him to his peak after only a minute or so, and she felt a huge spurt of semen shooting down her throat. What surprised her wasn’t the rapidity of the act or the amount of spunk pouring down her throat, but the taste. She had rather enjoyed the taste of her previous lovers’ emissions, but Jack’s was somewhat bitter and not at all to her liking.

Jack held her head against his sparse pubic hair for almost two minutes after he had climaxed before thrusting it away.

“Okay, that was pretty good. We’ll have to do that a lot from now on!  Now, get dressed. It’s time to drive me home. My mom will start worrying if I’m not home by five thirty.”

Libby began to feel like a complete slut, as she pulled her clothes on, even though she knew she wasn’t doing any of this voluntarily. An unwilling slut, but she knew she was the guilty party in all this. If she hadn’t set up that camera in her closet, none of this would have taken place, and now she could see herself being forced to carry out the wishes of this little demon, for as long as he wanted. She would be nothing but a slave to this teen-ager until, and if, he ever tired of her.

Chapter 4 

That Friday, Jack waited until everyone in class had left before he returned to the classroom. Libby was jusr putting test papers in her attaché case and had begun to think that perhaps she’d have a day off from Jack’s torments. Her face dropped when she saw him in the doorway.

He wasted no time getting the room prepared, locking the door and drawing all the blinds closed, before moving over to her desk. Libby didn’t speak, waiting for Jack’s orders, knowing that she was in for another most unpleasant afternoon.

“I’m really upset with you, Libby. You embarrassed me today. You asked me a question about last night’s reading assignment and I didn’t know the answer, ‘cause I hadn’t read it. No more.  Don’t ever ask me any more questions in class. EVER!”

“Jack, I have to ask everybody questions. I can’t just single you out.”

“Yes, you can! You just don’t ask me anymore. Period! Nobody will know but you and me.  And another thing! I know you can’t do it on essays and themes and like that, but from now on I want you to change most of my wrong answers on math tests and multiple answer tests so that I start getting 90’s instead of 70’s.”

“Jack, I can’t do that. If I got caught doing that, I’d be thrown out of teaching forever.”

“Then make sure you don’t get caught. That’s the way it’s gonna be from now on, Libby, or else!”

Libby dropped her head. She so wanted to cry at the moment, but held back, knowing the satisfaction it would give Jack. Instead, she sank down in her chair.

“Now, I’m afraid you have to be punished for calling on me, so you remember not to do it again. Take off your blouse and your bra….NOW!”

Libby looked up at her teenaged menace and saw hardened determination in his eyes. She hesitated a moment, but was snapped out of her hesitation by an ear-shattering slap of Jack’s hand on the desk. As she began unbuttoning her blouse, Jack moved to her open closet and retrieved a large wide roll of masking tape. When she had finally removed her bra, Jack moved around behind her.

“For this punishment I think we’ll need to tape your hands behind your back, Libby.” He wrapped the masking tape around her wrist eight or nine times, so that, when he finished, she could not move her hands at all. He then proceeded to do the same with covering her mouth, so that her jaws were tightly locked together.

She could not imagine what he had in mind, except she knew it was going to involve pain to her breasts, and her breathing became more labored, as she watched him pull the 18 inch ruler from the center drawer of her desk. Her eyes widened, and she closed them tightly, when she saw Jack move around to her side. She knew what was coming now and she was powerless to do anything about it.

“Now, Libby, I want you to move forward so your titties are resting on the desk.” Once again she hesitated. “I’ll count to three, and if they aren’t resting on the desk, you’ll not only get this punishment, I’ll make you take everything off, and I’ll beat your ass until its black and blue. One!…”

Libby quickly slid forward until her luscious breasts rested fully on the desk. “Open your eyes, Libby. I want you to see everything I’m gonna do. If you close ‘em I’ll hit you in the face with the ruler.  Bet that’ll hurt.”

With a look of desperation Libby watched as Jack took the ruler at the bottom with his left hand and grabbed the top with his right. He drew the top back to his shoulder and then let go of the top, bringing it down squarely on both tits with all the force he could muster.

Had Libby not been gagged the cry she let out would have been heard all over the school. As it was, it came out as a horrendous squeak. She looked down at her poor breasts and moaned. Almost immediately a three inch ugly red stripe appeared directly across the upper portion of each breast.

Jack brought the ruler back again, pulled back the upper portion and let fly. Libby’s pitiful squeak was almost as loud as the previous one. She looked down to see the damage again. It looked almost as if Jack had been practicing his art, as the next red stripe appeared parallel to the first and almost touched the previous one. Jack continued to hit her tits with the ruler until the entire upper area of the breasts were a solid mass of painful dark red stripes. Then he started over again at the top of her breasts and worked his way down toward the nipples. As soon as he reached the dark areoles he stopped and went back for a third trip.

By now Libby’s tears were rippling down her cheeks until they reached the thickness of the masking tape gag, at which point they ran along the edges until they pooled beneath her nose. Gobs of mucus were pouring from her nose at the same time, making the area around her mouth a soggy mass. Eventually a large glob of the slime coursed down over the tape and splashed onto her sore mammaries.

The sounds emanating from behind her lips were becoming weaker and more pitiful, as the beating progressed through the third iteration, and, though she forced herself to keep her eyes open, it was obvious that they were pleading to Jack to stop.

Jack was not about to stop, though, and soon he arrived at the start of her puckered areoles again. This time was to be different, however. When he drew back the ruler, unnoticed by his pathetic victim, he turned the ruler so that the metal edge pointed downward.

With a mighty thrust the ruler descended with the metal edge digging directly into Libby’s pointy left brown nipple. It so shocked and surprised her that she lifted off the chair several inches before landing back on her chair with a plop. Her scream this time sounded as though it came from her toes, still almost inaudible, but other-worldly. The pain was so terrible she thought she was going to faint.

She’d have been better off if she’d been able to, because when he drew the ruler back this time, she knew where it was going to land, and she couldn’t help closing her eyes. Jack didn’t seem to notice, intent this time on making sure the ruler edge landed on her rigid right nipple. His aim was perfect, from his standpoint anyway, and the metal lip landed directly on his extended target.

This time Libby’s head dropped down almost to her breasts, as she let out another pathetic gurgle. Her sobs were very audible, however, and she kept her head lowered for half a minute, until Jack pulled her head back by grabbing a handful of her hair.

When they both looked down at her distressed tits, the first thing they saw were the drops of blood oozing from both savaged nipples. The rest of her breasts had turned a splotchy purple with vivid red stripes covering the whole area.

Jack now set himself to removing the tape from her wrists and head, as Libby continued to cry her heart out. When her wrists were free, they immediately went to her damaged boobs, trying to soothe them as gently as she could. The tears were still dribbling down her cheeks and now were dripping directly onto her reddened breasts.

“Okay, you can go home now. Put your bra on so the blood doesn’t get on your blouse. People might wonder what you’d been doing. It’s good you have all weekend to rest up. Then I’ll see you on Monday and we can have some more fun.”

Libby looked at him for a moment in anguished silence, and then her head sank down onto her arms on the desk, and her sobs turned to plaintive wailing. Jack quietly let himself out of the classroom, being sure to close the door behind him.

Chapter 5

Monday’s last class was a study hall, so Libby had the “pleasure” of looking at her tormentor all through the period, dreading what might come after. Her breasts were in torment all weekend long. She had gone without any cover on her breasts all weekend, preferring to lie on the bed and suffer. She had tried lotions and cool compresses all weekend but nothing seemed to ease the pain to any great extent. Sleeping had been fitful, because any time she moved her body her breasts would shake just enough to remind her of the pain.

She had worn the loosest bra she owned to school today, but any movement at all seemed to exacerbate the throbbing in her breasts. The small cuts in her nipples had begun to scab over but they, too, kept rubbing against her bra, causing additional soreness. It was everything she could do to keep from grimacing at times, but she was determined not to give Jack any additional satisfaction.

When the bell rang to end the study hall signaling the end of the school day, all of the students in the room raced to get to the waiting busses, except Jack. He sat calmly watching Libby with a big smile on his face.

After all of the other children had left, Libby stood and with determination in her voice said, “Jack, we just can’t do anything today. My breasts are still very painful. They’ve given me fits al weekend, and I just can’t take anymore. Jack rose and began to lock the door and pull the blinds.

“Well, I guess we’ll just have to find someplace else on your body to play with, won’t we? Go ahead and strip and we’ll figure out where that might be.”

“No, Jack….please! I really hurt too much for any of your games today.”

Jack strode over to Libby and smacked her on the face, sufficiently hard to turn her head to the side. It was a total surprise, and immediately the tears began to course down her cheeks. His look of determination and evil spite was enough to make her back up a step or two. Slowly her hands moved to her dress, and she began to unbutton the front.

In no time at all she stood naked before her abuser.

“Now, why don’t you lie back on your desk and pull your legs back with your hands. Boy, your tits are really ugly looking, huh. Still all purple and red. You’d better be a good girl today, or I might have to make ‘em even redder.”

This was enough incentive to make Libby hurry to do Jack’s bidding, and in a few moments, she was prone on the desk, legs up and being held behind the knees by her hands. She was very careful to make sure that her knees didn’t touch her aching breasts though. Her thighs were wide open and her pussy was equally fully exhibited, the large pink labia spread sufficiently to make the inner lips visible. Jack moved his head in to study the area.

“That’s not good, Teach. You’ve got little hairs sprouting all over here. You better have that shaved by the tomorrow, or I’ll have to spank you again.”

“I’m sorry. I normally would have shaved this weekend, but I hurt so much, I didn’t do anything I didn’t have to.”

“Well, you’ve been warned.”

Jack started opening the desk drawers. Libby couldn’t imagine what he was looking for, and then he pulled out a box of unsharpened pencils.

“This ought to do.” He held up one of the pencils as though he’d just discovered gold. The next thing she knew, Libby felt the unsharpened end being slowly inserted in her little hole. Jack pushed it in until the only thing sticking out was the metal tip surrounding the eraser and the eraser end. The pencil was small enough that, other than a sight discomfort, the invasion had not caused a problem.

Then she saw him holding another pencil up, which soon disappeared into her vagina next to the first one, leaving the eraser end sticking out. When she saw him holding another pencil up, she began to plead with Jack to stop. Her pleas were, of course, totally ignored. Soon she felt a fourth, then a fifth pencil being forced in.

“Okay, there’s number six. And here’s number seven.”

The stretching of her little hole, which had not been used since she had broken up with her last boyfriend half a year previously, was now beginning to stretch her tender inner flesh, and Libby began to moan slightly. When numbers eight and nine were forced in, Libby’s pleas became heartfelt. Jack ignored her, reaching for number ten.

This one he had to push in with some force, spreading Libby’s outer lips apart lewdly. She had begun to cry again, and she squeezed her eyes shut, attempting to shut out the sight of his sadistic actions. Jack was able with great pressure to fit the eleventh pencil into her vaginal opening , but it was obvious that, even with pressure, he would be unable to fit another one in. Libby’s pleas had become loud enough that Jack had warned her he’d stuff her mouth with her panties if she didn’t stop.   

Jack got a chair and sat close to her spread legs within a foot of her open vulva, looking at his handiwork with pleasure. After a minute or so he rose and ordered Libby off the desk. She moved with the greatest of caution, because each movement sent agonizing pain to her vagina.

When she had managed to get off the desk, he pushed the chair back, removed his pants and shorts and, with a fully erect prick, sat once again. Ordering her to kneel in front of him, he pointed to his erection. It was painful to creep forward on her knees, but soon her mouth was taking Jack’s hardness between her lips, and, still crying pitifully, she began sucking on the end. Moments later she felt his hand pushing on the back of her head and she took his whole penis in her mouth. She made no attempt to give him pleasure, and the fact that her mouth was bobbing up and down on him was pleasure enough as far as Jack was concerned.

The blow-job took longer this time than the first time, but it still took less than four minutes before Libby felt the fruits of her labors hurtling down her throat. Jack was in no mood for delay, apparently, because almost immediately he ordered her back on the desk, and quickly removed the eleven pencils. When he had plucked the last one out, he ordered Libby to get dressed as he pulled hs pants back on.

She was happy to have the opportunity to put her clothes back on, though each piece was donned very gingerly. Finally, when they were both dressed, Jack gave her the curt order to drive him home. Her relief after dropping him off a block from his house was huge. She couldn’t wait to get home and stand in the luxury of a nice hot shower.