"Teach Me" (closed)

"Teach Me"​

It was the best birthday party Derek Brooks had ever had ... and the worst...

All of his friends came, poking fun at his becoming legal by buying the now-18 year old cigarettes, men's magazines, and condoms. Of course, the only one of the three that Derek could use was the magazines, later that night, when he masturbated to the fantasy of having a girl friend.

That was the reason the party had been so depressing: every single fucking one of his friends, male and female alike, had a mate. And Derek? His sexual history comprised of beating off most nights and, once at a family cookout, making out with his older cousin, Sheila.

As the party ended and his friends headed out, Derek couldn't help but ogle the shapely young women. His desire for sexual interaction was filled with contradiction: he was very active in sports and other extracurricular activities, so he didn't really have time for a girl friend; but at the same time, his carnal urges were causing him to get stiff a hundred times day as his brain screamed to him breed, breed, breed!

Derek just wanted to know what it was like to be with a woman, just once. Of course, he didn't know that once he got a taste of sex -- figuratively and literally -- he wouldn't want to stop having it. But for now, all he wanted was to learn what it was all about.

He bid farewell to the last friend and returned to the kitchen to find his step mother clearing plates and bowls from the table. He paused to ogle her back side as she leaned over the table to reach a distant glass. That was an ass he'd dreamed about -- and masturbated to -- more times than any other derriere on the planet.

"Let me help," he said, helping her by gathering trash and hauling it off to the large garbage can his father had brought in before leaving for his bowling league. Derek did his best to be inconspicuous about eying his father's second wife, but -- as had often happened in the past -- she looked his way while his gaze was on her delicious cleavage. He diverted his eyes quickly, stacking plates and hurrying off to the kitchen as he called out, "Thank you for the help tonight. It was a great party ... because of you. I really appreciate it."

He owed her more than just a thank you, of course. She'd put the entire party together for Derek, explained how to go about properly inviting everyone, and helped him decorate the place, too. She was a great step mother.

That was the problem, of course: step mother. Here was Derek, the virgin of virgins, living in a house with a beautiful, sexy, older, experienced woman ... and she was married to his father. What the fuck had he done to deserve this kind of torture? Why couldn't his father have married someone less attractive, ugly even?

Derek's face exploded in heat as he realized that, once again, he was hard as a rock and bulging out the front of his jeans. Without giving notice at all, he slipped quietly into the hallway and hurried up the stairs to his bedroom. He dropped into the huge bean bag chair laying in one corner and just stared at the ceiling in despair.

He wanted to whip his cock out and pound it to satisfaction, but his door had no lock on it and, as were the house rules, it had to remain open unless he was sleeping or changing clothes. Derek's father had some strange views on privacy, saying that secrets were the beginning of all things evil. The only time he really had privacy from the rest of the family -- which included a now-at-college brother and a tween sister -- was when he wasn't in the house at all!

Secrets ... I got a secret for you, Pop, Derek thought as he inconspicuously rubbed a hand over the bulge in his crotch, Secret is I want to fuck your wife!

Of course, that would never happen...

Would it?

Susan had been remarried now for almost five years. She had no kids of her own, but she took to all of her husbands kids right away and she felt she got along with all of them fairly well. Except Derek. He always seemed to distance himself from her and he never really opened up to her. That is why she was happy to through the party with him. She thought it would be a good bonding experience for them.

As she did the dishes she noticed Derek staring at her again. Was that why he was so distant to her? Because he found her attractive? She turned to say something to him but he ran off suddenly upstairs to his room with an obvious bulge in his pants. When he got excited she always knew. He must be quite a bit larger then his father. What was she thinking! He is her step-son. She should not have such thoughts about him.

She dried off her hands and went up stairs to try and talk to Derek. Being 18 and so handsome, she never understood why he did not bring around any girlfriends. Was he afraid to bring them home? Or did he just not have any? That's difficult to believe though.

She was about to walk in when she notice Derek sitting in the bean bag chair staring at the ceiling. Was he sleeping? She could not really see his eyes from this angle. Then she notice his hand moving up and down the bulge in his pants. She knew she should just back away and leave. But, she couldn't. John, her husband, had been paying less and less attention to her lately.

And Derek just looked...so tempting...

Derek thought he caught motion out of the corner of his eye and casually leaned his head to the right. He jerked his hand up to his belt line at the sight of his step mother standing in the doorway.

"Susan!" he said with surprise. As his face flushed red yet again, he readjusted his position in the bean bag to make the huge bulge he'd been casually massaging less obvious. "I ... I didn't hear you. Did you need more help down stairs?"

Derek was hoping to God that she said no, because to stand up now would be so embarrassing: he was about as hard as he ever had been, having been fantasizing about having Susan bent over the party table, filled with gifts and cake, as he pummeled her from behind.

Susan decided to play off what she had seen as him doing and walked casually into the room. "Sorry, did you nod off?"

She came and sat at the end of his bed, facing him. With Derek sitting in the low bean bag chair this put him at knee level with her. She was wearing a skirt that came to mid thigh and a low cut blouse that showed off her full 34C breasts. She knew full well that a simple shift of her legs would give Derek a full view of her black thongs, but she was careful and kept her knees together.

"I just wanted to talk to you. You ran up here so suddenly. I just feel there is something wrong. Sometimes I get the feeling there is something wrong between us." Susan shifted on the bed. She gave him she quickest look up her skirt if he was quick enough. "Your sister has been calling me Mom. And even your older brother has started now. It's fine that you don't. Really it is, but it just gives me another clue that there is something between us.

If you would like to talk to me, please do. I am always here for you."

"Sorry, did you nod off?"

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"No, I was just, um..."

As Susan entered his room, Derek became even more nervous. She'd rarely entered his man cave, though not for any particular reason. He took care of his bedding and laundry, even dusted and cleaned the windows. Before his mother's sudden departure from the family, Derek -- and his siblings -- had already been well trained at being responsible for themselves.

Besides, Derek didn't really want his father's new wife to come across his dirty magazine collection or maybe see what was on his lap top's screen should he forget to shut down the porn after falling asleep satisfied.

"I was just thinking is all."

Susan sat at the end of his bed, facing him. Derek tried to be inconspicuous about ogling her legs, her breasts ... up her skirt. He thought he was pretty good at subtlety: he couldn't know how really bad he was at hiding his quick little glances.

"I just wanted to talk to you...

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She delved into that sensitive topic of Derek continuing to refer to her as Susan and not mom or, as his little sister did, mama.

He couldn't explain to her why he refused to call her anything but Susan. The reason was simple -- and totally inappropriate. It was really hard for him to beat off at bed time to the image of Susan laid out below him or straddling his groin or on her knees sucking his cock if he was fantasizing that his statements of pleasure went something like Oh, Mom, that feels so good... Oh, Mother, suck me faster... Oh mama, ride me, ride me!

It made it easier to think he wasn't a fucking pervert if Susan remained just the beautiful woman living in his house who happened to be legally married to his old man, rather than the new maternal parent who was so wonderfully taking care of he, his siblings, and his father.

"If you would like to talk to me, please do. I am always here for you."

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"It's ... it's not personal, Susan," he said, his eyes dropping to take a quick peak as she shifted her legs and gave him a fleeting glimpse between her thighs. He didn't see anything with his eyes, but his mind's eye was imagining her panty-less, shaved clean, wet, and waiting for his mouth to press upon her pussy and clit.

A chill ran through his body and a surge of lust caused his cock to twitch, and Derek looked away quickly as he explained, "It's just ... well, my friends. They all have girl friends. The boys, I mean. The girls have boyfriends I mean. Every one has someone is what I'm trying to say."

His gaze dropped to the floor as he began to feel stupid for feeling so sorry for himself. He'd never had this conversation with anyone, not even his older, ladies man of a brother, and it was a bit embarrassing to have it with the woman he'd fantasized fucking so very many nights.

"It's not like I'm ugly or anything," Derek said, now feeling stupid that he was essentially calling his own self attractive.

Susan had seen Derek in far less than he was wearing now, including once when the family was on vacation in Miami and Derek was wearing the tiniest swimming trunks he'd ever owned. So, if there was anyone who might be able to tell him whether he was a hunk or a hideous beast, it was her. Maybe, subconsciously, that was why he was talking to her about it now. None of the available girls at school who got him hot had shown any interest in dating him. There had to be something wrong with him, right?

Susan leans forward, giving Derek a clean view down her blouse and to her shear white bra, and gently rubbed Dekek's leg comfortingly. She smiled at him warmly, "You're defiantly not ugly. Your a very handsome young man. Maybe just a bit shy and inexperienced." She sits back up on the bed. "For example, you didn't even seem to notice some of the young girls at the party checking you out. Some were hitting on you!" She giggled a bit at this, trying to lighten the mood.

"Perhaps you are just a bit out of practice? How many girlfriends have you actually had?"

"Perhaps you are just a bit out of practice? How many girlfriends have you actually had?"

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A quick laugh escaped Derek's lips before he was able to silence it, blushing. He certainly couldn't fess up to his only tongue action having been with his own first cousin; but, ignoring Sheila, he had never even kissed a girl, let alone done anything else, and he certainly didn't want to admit to that either.

"One," he said simply. "But ... well, all we did was kiss."

He looked up quickly, a concerned look in his face. "You're not going to tell my dad that, are you? Or Hank. Last thing I need Mister Macho to know is that his little brother ain't never gotten--"

He stopped suddenly, looking away as he realized that he was getting a little too graphic with Susan.

Susan mouth almost dropped, but she kept her composure not wanting to embarrassed him further. She couldn't believe it, this handsome young man has done nothing more then kiss one girl! Her mind was racing and she almost could not compose herself. One of her best fantasies is seducing a young virgin stud and here was one with a cock ready to burst out of his pants.

She was starting to get very wet and she adjusted herself on the bed. With her mind thinking of all the possibilities she did not notice at first that her legs drifted apart. Derek had a full view of her wet red thongs for...shit how long was she daydreaming! She quickly put her legs back together and composed herself.

"It's ok Derek. This will just be our little mom/son talk. No one will ever know what is said." She pats the bed next to her. "Why don't you come and sit with mom up here."

Derek was relieved to hear Susan agree to keeping his secret.

He still couldn't believe that he'd told it to her at all! No one else knew that he was a virgin. The guys at school throught he'd lost his virginity to a Coach's daughter at football camp before junior year; and that since then, he'd bagged three other girls while away at various sports camps, where good girls were more likely to get bad with a guy they wouldn't have to face at school five days a week for the rest of the school year.

As he was pondering just whether to tell Susan more, he noticed a far off look in her eyes. Then he noticed that after she'd scooted forward to pat his leg, her skirt had slid up her thighs a bit. And now, with her legs opened a bit, he could see the little patch of red cloth that was hiding her pussy from him.

Derek's eyes opened a bit wider before he looked quickly away. He could have stared there forever -- preferably while pounding his meat -- but this was an awkward moment, and the last thing Derek wanted was for his step mother to catch him ogling her panties.

"Why don't you come and sit with mom up here."

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Derek met Susan's gaze with a slightly surprised expression. The two of them had never been as intimate as she and his siblings had been. Sally, who had been 7 when Dad remarried, had started calling Susan mom within days or maybe a couple of weeks, Derek couldn't recall specifically; and the two girls laughed and played and tickled like a regular mother-daughter pair regularly.

Even the now 20 year old Hank -- Henry Junior, after their father -- had started referring to her as mom more often than not, though when he was with his own friends he tended to revert to Susan, just as many grown men did when they were with their buddies. He and Susan had always been a bit more physical, with quick hugs and playful jabs and pats like Hank had enjoyed with their mother years before.

Derek, though, had never gotten that close to Susan, though, and while he hadn't understood why initially, he'd come to realize why later.

First, his mother had only been gone three months before Dad went shopping for a new mother for his children. Derek had only been 13 at the time and didn't understand the need. Mom would be back: she was only taking a break from her hectic life, but she'd be back in a few days ... a few weeks ... a few months.

Derek couldn't believe that his mother had just walked out, even after Hank showed him the divorce papers and the envelope in which they'd arrived ... from London, 6,000 miles away.

He came to realize that the family needed a mother soon enough, and while he was initially rather cold to Susan, he quickly came to appreciate her, particularly for what she was becoming to Sally.

Problem was that by that time, Derek had discovered internet porn, masturbation, and fantasy. And his most regular fantasy had become sex with his new step mother. During his mid teens, all he had to do was look Susan's direction and he got hard. It had always been a bit difficult to enjoy a loving embrace with his father's new wife when his cock was creating a bulge at the front of his jeans.

And now, he was 18, and the woman with whom he'd had a thousand imagined sexual encounters was inviting him to sit next to him on his own bed. He wanted to hop right up there, get close to her, smell her, maybe even embrace her in a loving hug.

He didn't have to worry about someone seeing them like that: he was the only other person in the house, what with Hank at an away game in another state, Sally at a sleep over with friends, and Henry Senior at bowling for at least another hour or so.

Only problem was the erection that he was only able to hide because he was crouched over in the bean bag, causing his birthday dress slacks to puff up in the front anyway. But he came up with a solution, leaning forward to roll out of the deep chair and twisting with his back initially to Susan until he was rising to sit just inches from her.

He was taller then Susan by a couple of inches, so sitting beside her here now a bit slouched put them eye to eye. She was so beautiful, even more so than his mother had been, though he would never tell her that, of course.

He just looked into her eyes, wondering what it would be like to kiss a real woman...

... to kiss his step mom.

Catching Derek staring up her skirt almost drove her crazy with passion. Teasing a young man...no her step son, was so incredibly erotic. Seeing him get up awkwardly, trying fruitlessly to hide the large bulge, brought her back to reality a bit. This was her step son. She could not do this. It was wrong, what would her husband think if he found out!?

She could see lust in his eyes when he looked at her and she looked down to break the moment. That was a mistake. Now she was staring at his raging hard-on. God she wanted to know what it looked like, felt like...tasted like.

Again she had to force herself back to reality. "Ummm..." Her concentration was completely lost and it took her a moment to get back on track, "It's ok that you never...been with a girl. It may feel like you are the only one, but there are plenty of other boys your age who have not. I bet even some of your friends may be not telling the truth about some there experiences.

Your time will come. The right girl will not care about any of that."

"Your time will come. The right girl will not care about any of that."

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Derek couldn't help but think, Would you mind being the right girl ... right now ... purdy pleeeeze?

Often his fantasies had involved him approaching Susan for sex, sometimes in a non-consensual fashion that more often than not ended with her screaming in ecstasy and begging him not to stop. Other times, the imaginings began with her coming to him, practically molesting her husband's younger son; and, of course, those always ended with her crying out in orgasm.

Right now, Derek didn't care how it started. He only cared about how it ended: with him no longer totally unfamiliar with how a woman felt ... or with how it felt to be pleasured by one.

But he didn't know how to make it happen. How the hell do you seduce your step mother...? or get her to seduce you?

"I don't know," he said, looking toward the carpeted floor as he tried to sound like a pathetic retch. "I don't think they like me. I don't think I have what the want in a boy friend. I just want..."

He hesitated, half glancing Susan's direction before again looking to the floor with a bent forward head. "I just want to know what ... what it's like ... you know?"

Susan gently put her hand on his thigh. "Believe me. You have what they want. You are a very handsome young man. Most girls probably would love for you to ask them out. You just...have to. You need to be confident in yourself and you will see things start to fall into place for you.

Why if I was your age I would not mind you asking me out." She looks up and him and gives him a warm smile.

Susan gently put her hand on his thigh ... Why if I was your age I would not mind you asking me out."

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Derek was dying inside!

The feel of Susan's hand on his thigh so close to his raging hard-on was driving him nuts. He could literally feel his cock twitching inside the comfortable and thankfully loose-crotched slacks he'd worn for the now ended party.

Derek glanced down at Susan's hand, then to her knee and partially exposed thigh, right there, within reach of his own hand. He wanted to touch her so badly, and he wanted her to touch him even more so. But he didn't know how to go about it, and was sure that it was so very inappropriate to do so anyway; and, of course, he was sure that mom wasn't going to touch him! She didn't have the same erotic feelings for Derek as Derek had for her ... right?

The need to enjoy the feeling of Susan overwhelmed him, and before he even realized what he was doing, Derek twisted until his upper body was facing her more, sliding his left arm around to her back and leaned into her for a seemingly innocent hug as he said, "Thank you, Susan ... really."

His father hugged Susan like this often. Little Sally so often you wouldn't know that Susan wasn't her birth mom. Even Hank gave her this polite little hug at the beginning and end of his weekends home from college. But Derek had only hugged Susan ... what, maybe a half dozen times in her five years with the family.

Why now? Simple ... with the reason becoming obvious in what the rest of his body beyond his left hand was doing. He leaned his upper body into her just a bit more than he probably should have, causing his chest to press firmly against her right, full breast; his cheek pressed up against her own, leaving his lips so close to her ear that he could have lapped at her lobe with his tongue; and -- so much more obvious and more inappropriate -- his right hand, like Susan's own, came to rest upon her thigh, upon the bared skin of her thigh, just below her dress's hemline.

Derek could feel his heart pounding fiercely inside his chest and his breathing was deeper and a bit more rapid. Even though what he was doing -- copping a feel -- could be easily shrugged off as innocent and accidental, it was more contact than he'd ever had with a woman, and it felt good at the same time that it felt so bad!

He whispered softly into her ear as if telling a lover a secret, "Thank you, Susan. I needed this."

And down below ... the fingertips of the hand upon her thigh ... just so ever slightly ... squeezed in on her flesh...

Susan was a bit surprised by Derek's hug. He almost never showed her any kind of affection. But, she was touched none the less. Then he pulled her closer, her breast pressed against his chest, his face against hers. She could feel his breath quicken and his heart raced. 'Oh god his going to try something!' At this thought she did not pull away as she should have, instead she hugged him innocently back when she knew full well she should stop this. She was becoming so aroused that common sense had left her. All she could think about was his firm muscular chest against hers and his hard cock that was trying to burst out of his pants. God, she wanted so badly to show him how to use it, to give him his first blow job.

When he whispered in her ear she almost lost it. She truely thought he was going to kiss or bite her earlobe, but he just whisper his thanks. Then his hand grabbed her thigh...and she shuddered with pleasure and anticipation. When he squeezed her thigh, however, reality came rushing back. This was her step-son! This could not happen, no matter how much she really wanted it to.

She quickly got up and hurriedly straightened her outfit. "I'm glad..." She paused to collect her thoughts. What the hell were they talking about? "I'm glad we had this talk. It means so much to me that you have finally opened up to me. I feel like we are getting a much better mother/son relationship.

But, I think I am going to go get cleaned up and change. 'Night Derek."

She then quickly left before anything else could be said or done. She rushed back to her room and quickly closed the door, not locking it in her haste. Opening her underwear draw she hurriedly pulled out her 8" realistic dildo. She needed to relieve this frustration before it consumed her! Coming so close to one of her fantasies was too much for her. Why did it have to be with her step-son!?

She hurriedly pulled off her panties and left them on the floor where they lay. She lay back on the bed with her feet on the floor and pulled up her skirt. Her perfectly waxed pussy shinned from her wetness. She took the dildo and thrust it into her. "OHHH GOD!" She gasped as it entered almost cumming from just that. She could not recall the last time she had been this aroused.