Teen Male / Female

Stepson Matt On His 18th Birthday

/ Categories: Teen Male / Female, True Story / Teen Male / Female, True Story / By

I got married two years ago. It was my second marriage, but I had no children from the first one – which only lasted a few years. I was busy with my career and he was busy with his. You know, the usual story about not really having enough time to invest in a marriage. When I married John, his stepson, Matt, came along with package. Matt was sixteen at the time and in no mood to have a “new mom.” I dealt with the usual stuff that happens in situations like this. He either ignored me or was just plain rude and never really paid me much attention – let alone listen to me when I would ask why he was late coming home or trying to get him up on time for school. …

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The Sexy Basketball Girl

/ Categories: Consensual Sex, Female/Female, Fiction, Incest, Teen Male / Female, Teen Male/Teen Female / Consensual Sex, Female/Female, Fiction, Incest, Teen Male / Female, Teen Male/Teen Female / By

Fbailey story number 471 The Sexy Basketball Girl I was pleased to see that a girl my age moved in across the street. Sixteen is a difficult age to be, you’re not really a kid anymore and you’re not quite an adult either. My hormones were raging and I jerked off a lot. I saw her bouncing a basketball on her sidewalk and went right over. I invited her to use my basketball hoop on our garage. I told her that I play in the paved driveway all the time. She introduced herself as Sam and said that it was short for Samantha. She was my height at five feet six inches tall and she had long legs. I introduced myself and found out that we would be in the same grade when school started …

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Growing Up CH1

/ Categories: Boy, Fiction, First Time, Teen Male / Female, Transvestite / Boy, Fiction, First Time, Teen Male / Female, Transvestite / By

Chapter One: I start a babysitting job First I’ll explain myself. It was one more year ‘till I got my learner’s permit. I was a freshman, not masculine, slim arms and hips, narrow shoulders. I grew long dark brown hair that I kept hidden mostly under a cap or a beanie and sometimes in a ponytail so nobody really noticed how long it was. Brown eyes. I was pale, long legs, a few inches over 5 feet, fresh white skin with ruddy cheeks, (the zit demon had skipped me over). Hairless arms and nearly hairless legs, just a very light fuzz. I certainly didn’t shave yet. But I had a butt! I wore jeans and cords all the time and my butt looked good in the mirror, tight and round and kinda bulgy. I was …

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The Birthday Present

/ Categories: Cuckold, Fiction, Older Female / Males, Reluctance, Teen Male / Female / Cuckold, Fiction, Older Female / Males, Reluctance, Teen Male / Female / By

The Birthday Present My name is Maria and I’m 38 years old. I’ve been dating my boyfriend Jose for a year now. On our first date, he told me he was a single dad of a 16 year old son. I was a little hesitant at first to date a man with a kid, but he seemed to be a good man, so I decided to give him a chance. After our third date, he took me to his house and I met his son Ricky. He’s such a sweet, cute kid! I started spending a lot of time at their house and Jose and I became sexual. Many times, we’d have sex while Ricky was home in his room. I try to be quiet, but sometimes it’s hard since Jose was quite the lover! …

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The Prophecy Ch. 6

/ Categories: Anal, Blowjob, Consensual Sex, Domination/submission, Fantasy, Incest, Male / Older Female, Male Domination, Male/Female, Mind Control, Oral Sex, School, Slavery, Teen, Teen Male / Female, Voyeurism / Anal, Blowjob, Consensual Sex, Domination/submission, Fantasy, Incest, Male / Older Female, Male Domination, Male/Female, Mind Control, Oral Sex, School, Slavery, Teen, Teen Male / Female, Voyeurism / By

The Prophecy Ch. 6 This is the continuation of the previous chapter, please read the previous chapters to fill in any blanks. I appreciate the feedback and apologize for previous and any future grammatical errors. This story contains fantasy/magic within it and has more interesting magical twists to come. Please note that all characters in this story are 18 years or older. If you’re not interested in the realm of seduction, fantasy, action, and adventure then you found the wrong story. I apologize for how long it took to post this story. I will continue to write this story and create many more in the future. “This bullshit is getting boring really fast.” The cheerleader stood dumbfounded as he left her in the hall to her own thoughts. She was part of a number of …

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My Aunt And I_(1)

/ Categories: Boy, Female Domination, Incest, Male / Older Female, Spanking, Teen Male / Female, True Story / Boy, Female Domination, Incest, Male / Older Female, Spanking, Teen Male / Female, True Story / By

When I was 7, I received my first spanking. I had done some fairly innocuous child-like thing, perhaps forgetting to put my toys away properly, or I had perhaps made a mess. My mother explained what I had done wrong, and then told me I was going to be punished for it. She put me over her knee and swatted me a few times on the rear before releasing me and hugging me and telling me she loved me and it had hurt her more than me. The memory of that day has been ingrained in my mind. 4 years after that day, my father was killed in a car accident. It was a tragic event that caused grief to everyone that had known him. He was a great man, and will forever be my …

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Stepson Matt Home on College Break

/ Categories: Fantasy, Teen Male / Female / Fantasy, Teen Male / Female / By

I haven’t seen Matt since he left for college. Even though me and my stepson Matt had sex on his 18th birthday back in May, we didn’t do anything further over the summer. I have to admit that I didn’t mind looking at Matt in just a pair of shorts, especially after I discovered what he was packing in his pants. He was more careful about where he fucked apparently, since I didn’t accidentally discover him since our moment of fun together. Not that he all of a sudden gave up sex. I overheard him bragging to one of his friends that he was getting laid just about everyday. That was back in August before he left for his first semester of college. I have to admit that I still fantasized about his huge cock …

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Suburban Sadist – Origin

/ Categories: Authoritarian, BDSM, Blackmail, Blowjob, Coercion, Cruelty, Discipline, Extreme, Fantasm, Humiliation, Male Domination, Male/Female, Non-consensual sex, Rape, Reluctance, Sado-Masochism, Slavery, Teen Male / Female, Virginity / Authoritarian, BDSM, Blackmail, Blowjob, Coercion, Cruelty, Discipline, Extreme, Fantasm, Humiliation, Male Domination, Male/Female, Non-consensual sex, Rape, Reluctance, Sado-Masochism, Slavery, Teen Male / Female, Virginity / By

Suburban Sadist – Origin This story contains: Blackmail Humiliation The actions described are fictitious and entirely illegal and immoral. *** Sadism: noun 1. Psychiatry. The condition in which sexual gratification depends on causing pain or degradation to others. 2. Any enjoyment in being cruel. 3. Extreme cruelty *** Mrs Blackwell looked at me with wide and tear-filled eyes as I explained what was going to happen to her. She would come to understand that her body was no longer hers. Instead, it would be mine and she would obey exactly what I commanded her to do. It is a strange feeling to control someone so completely, to utterly dominate another person, to know that I will get what I want from them, and most importantly, to know that they know. It is in incredible feeling …

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Snowed in with Aunt Beth pt. 2

/ Categories: Boy, Exhibitionism, Fiction, Incest, Lactation, Teen Male / Female, Young / Boy, Exhibitionism, Fiction, Incest, Lactation, Teen Male / Female, Young / By

Just to recap; it’s early March. There’s a historic blizzard slamming our area. My Dad, who works as a plow driver, was called in to clear the roads. Knowing this was a job that could take up to a week or more, he decided to take me to his kid Sister’s house so she can babysit me during the blizzard. My name is Steve, and my Aunt Beth just had a baby a few months ago. She lives in a log cabin up in the mountains about an hour outside the city. We lost power that first night and my overdeveloped, overproducing Aunt found herself without a working breast pump. So in desperation, she ask me to help alleviate her overfilled breasts. What’s a good nephew to do; right? What followed was the single greatest …

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The House that Jo Built: Chapter Five: The Tutors

/ Categories: Fiction, Teen Male / Female, Teen Male/Teen Female / Fiction, Teen Male / Female, Teen Male/Teen Female / By

The next day at lunch, Charlie told Dan a version of the truth, omitting any mention of Jo and substituting her house for a fictitious hour in his parents’ basement. Leaning in toward his friend, Dan conspiratorially whispered “so what did it taste like?” Charlie gave this some thought as he chewed on a bite of PB&J. “Kind of like licking raw meat,” he settled upon. “Like steak?” Dan asked, his face scrunched into a question mark. Charlie nodded. “Yeah, kinda. Like if you warmed up a steak and cut it in half then licked it. Dan rocked back, shaken. “So it tastes like beef?” “Oh, no. That’s what it felt like,” Charlie answered. Truthfully, he was at a loss to explain Christy’s taste. “It tastes… like nothing.” Dan’s shoulders slumped. “Huh.” The two guys …

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New School, New Opportunities; Part 3

/ Categories: Blowjob, Consensual Sex, Cum Swallowing, Fiction, Job/Place-of-work, Oral Sex, School, Teen, Teen Male / Female, Teen Male/Teen Female / Blowjob, Consensual Sex, Cum Swallowing, Fiction, Job/Place-of-work, Oral Sex, School, Teen, Teen Male / Female, Teen Male/Teen Female / By

The day was finally here and it was going to be my first day at my new school. I pulled up into the parking lot which was situated to the side of the large new modern glass building. There was a large stream of students walking around and heading through a set of doors which I assumed to be the main entrance. I followed the crowd and headed in through the main entrance and found the receptionist area. Behind a glass screen there was an elderly looking lady with a crooked nose with a set of glasses perched on the end. She looked up at me and with a warm smile spoke out. “How may I help you dear?” “It’s my first day and I’ve to report to a …” I quickly look at my …

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The Family Alien Pet

/ Categories: Alien, Bestiality, Cum Swallowing, Fiction, Hardcore, Incest, Teen Male / Female / Alien, Bestiality, Cum Swallowing, Fiction, Hardcore, Incest, Teen Male / Female / By

Marcus was your average college age, young man. He was not too remarkable in any fashion. Marcus was not built or overweight. He was enjoying his college life except for the lack of an adventurous sex life. His dreams of a wild sex life at college panned out to be just that, dreams as he was having no luck with any woman on campus. Marcus went out on dates, but they never ended with dorm room sex or sex anywhere. It began to weigh on his mind, the feeling of being just average and of being just another guy friend. Little did he know how things would change, change not only for him but many others on his next trip back home. It was a brisk late autumn day when he arrived home. His parents …

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My Son’s Best Friend Part 2 Busted

/ Categories: Fiction, Incest, Teen Male / Female, Threesome, Virginity / Fiction, Incest, Teen Male / Female, Threesome, Virginity / By

My name is Jackie, and in the My Son’s Best Friend Part 1 story I told you about my first experience with Zack, my son Ricky’s best friend. Zack was a virgin then and technically remained so, as we only engaged into oral sex. After that day, I picked them up at school a couple times, he stayed to eat with Ricky once, but that was all. Occasionally, we shared a furtive look, but I always dressed very conservatively not to tease him or to denounce ourselves to Ricky. Two weeks later, however, Ricky would have his extra after hour classes, and I could pick up Zack alone again. I couldn’t wait to finish properly what we had started. Instead of dressing casually the way I was the last time, I tried to excel: I …

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A Not-So-Simple Life: Part 1

/ Categories: Fiction, Job/Place-of-work, School, Teen Male / Female, Young / Fiction, Job/Place-of-work, School, Teen Male / Female, Young / By

It was nearing midnight, which meant that most of the customers had long since left and now only a handful of people were left. Because of that, Leo gave me the green light to work the bar as long as I kept my cool and tried to act older. It wasn’t too hard when the three people I was serving were hammered out of there minds already. They didn’t expect a sixteen year old to be serving them drinks, nor did they care as long as I kept them coming. “You’re holding up ok back here TK?” Leo asked, patting me on the back as I cleaned a pitcher of beer. His real name was Reginald Marino, but he had long dirty blonde hair and a bushy chin strap to go with it that vaguely …

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Aunt Liz

/ Categories: Consensual Sex, Fantasy, Incest, Teen Male / Female / Consensual Sex, Fantasy, Incest, Teen Male / Female / By

My Aunt Liz From the time that I could remember my Aunt Liz always had a playful demeanor with an edge of sarcasm within her playfulness. When I was just a child and she came over to visit her younger sister (my Mom), she would always take the time out to show me some attention. Generally back then; even though it encompassed some physical touching, the playfulness was wrestling or tickling, or a combination of both. Aunt Lizzie lived in our state’s capitol a couple of hours away from us so it wasn’t as if we saw her on a regular basis, so it was a real treat when she came around. But also, as I grew older and went through puberty, it was not lost on me that Aunt Liz really was a good-looking …

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My dream girl- part 4

/ Categories: Fantasy, Teen, Teen Male / Female, Teen Male/Teen Female / Fantasy, Teen, Teen Male / Female, Teen Male/Teen Female / By

As I was enjoying the pleasure from being devoured by these 2 gorgeous women, I decided to push Sidney off of my dick and onto her back and quickly lined up my dick into her beautiful pussy. Trish straddled Sidney’s face, she took the hint and began to lick her pussy while I fucked her. They both began to moan with pleasure, Sidney’s pussy was sopping wet, my dick was easily sliding in and out of her pussy. I began to fuck her very hard, each time burying my dick into her pussy. Causing her to moan with each thrust, I wish I could live in this exact moment forever. Sidney then put her hands on Trish’s fat ass, pulling her in harder to her mouth, Trish then began to convulse violently, she was having …

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The Sleep Device 2

/ Categories: Non-consensual sex, Science-Fiction, Teen Male / Female / Non-consensual sex, Science-Fiction, Teen Male / Female / By

The Sleep Device; Chapter 2 A few days after my first “field” use of the device it was the weekend. Remembering the frustration I had found in not being able to “go all the way” I decided to ride over to the next town and get some useful supplies. Coming into town there was a hill and I could look down onto some buildings and houses. In the back of one I could see a woman in a bikini lounging by the pool. Normally I would not have noticed her much but her rather full bustline reminded me of my intention to experience someone with bigger breasts. I found the drug store and parked. Inside there were few people and I quickly found the section I needed. I bought two 5 packs of condoms and …

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Vacation at the Beach 2

/ Categories: Anal, Ass to pussy, Blowjob, Consensual Sex, Cum Swallowing, Exhibitionism, Female exhibitionist, Fiction, Hardcore, Incest, Male/Female, Oral Sex, Teen Male / Female, Teen Male/Teen Female, Threesome, Voyeurism, Water Sports/Pissing, Young / Anal, Ass to pussy, Blowjob, Consensual Sex, Cum Swallowing, Exhibitionism, Female exhibitionist, Fiction, Hardcore, Incest, Male/Female, Oral Sex, Teen Male / Female, Teen Male/Teen Female, Threesome, Voyeurism, Water Sports/Pissing, Young / By

VACATION AT THE BEACH 2 I was having a terrific dream, my sister Sarah was sucking my dick and I was just about to blow my load down her throat. I opened my eyes to see that it wasn’t a dream, it was real, my sister was sucking my dick and I was about to blow my load down her throat! She looked up at my face and her eyes lit up seeing me smiling at her. I reached out and stroked her hair as she continued to bob up and down on my dick. Next to us in the bed was our mother, naked and still asleep, the three of us having shared the bed for the first time. We were all naked but no sex had occurred during the night after our sexual …

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Happy Pi Day = 3-14-15 9:26:53

/ Categories: Consensual Sex, Fiction, Teen Male / Female, Teen Male/Teen Females, Virginity / Consensual Sex, Fiction, Teen Male / Female, Teen Male/Teen Females, Virginity / By

Happy Pi Day = 3-14-15 9:26:53 I was part of the “Math Club” in high school. It was Friday the 13th in March in the year 2015. That wasn’t the exciting part however. The exciting part was to happen the following day on Saturday the 14th. That was officially known as “Pi Day.” No not the round kind filled with fruit and baked in the oven. It wasn’t even that old joke about Pi are squared. No pie are round, cake are square. Only once every hundred years does the date, form the first five digits of the numerical equivalent for Pi, 3.1415. Then if you were really a true nerd, you would know that the next five digits are 92653, which can translate to 9:26 and 53 seconds. That particular time happens to appear …

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My Son’s Best Friend Part 5 His Mother and My Son

/ Categories: Anal, Fiction, Teen Male / Female / Anal, Fiction, Teen Male / Female / By

My name is Karen, and I first appeared in Jackie’s story “My Son’s Best Friend Part 4”, where we all had a great time at Jackie’s sauna and her son Ricky fucked me good after a very dry season, as I had been neglected by my husband for a long time, while my son Zack took care of Jackie in the same space. My nineteen years marriage was in a terrible phase: my husband, from a loving and caring man, became a workaholic addicted to money and position in his company: he only thought about work, travelled a lot internationally and spent months before coming home. When he occasionally came back, he was always spent, jet legged and had a lot of things to catch up at the head office, so we hardly had any …

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