First Time

Carlos and Derrick

/ Categories: Boy / Boy, First Time, Teen Male / Teen Male, True Story / Boy / Boy, First Time, Teen Male / Teen Male, True Story / By

Carlos and Derrick I met Derrick on the first day of school. I was the new kid at a small Christian school where the entire student body was in 3 rooms on the top floor of a small building across the street from the large church that it was affiliated with. I was seated next to him in the middle of the second to the last row and I was so nervous that I jumped a little when he spoke to me. “You’re obviously the new guy,” he said with a warm smile, “the teacher asked me to kind of show you around so, unless you have other plans, you’ll be with me all day.” I instantly liked him and knew that I would be fantasizing about him later that night. Derrick was my age …

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Futa’s Wild Passion 06: Futa’s Wild Virgin Delight

/ Categories: Blowjob, Dark fiction, Exhibitionism, Female solo, Female/Female, Fiction, First Time, Oral Sex, Transgendered, Virginity / Blowjob, Dark fiction, Exhibitionism, Female solo, Female/Female, Fiction, First Time, Oral Sex, Transgendered, Virginity / By

Futa’s Wild Passion Chapter Six: Futa’s Wild Virgin Delight By mypenname3000 Copyright 2019 Note: Thanks to FallenAngelX00 for beta reading this! I left the college’s main office in a daze. I just had sex with my dean. The Black woman had revealed that she was a secret lesbian who enjoyed seducing her female students into having sex with her, finding the ones she thought were secretly gay or bi. When my mom let the college know I had come down with Futanari Syndrome, the college’s dean, Ms. Washington, couldn’t resist finding out if she’d like a dickgirl. It turned out that she did. A lot. We had hot sex on her desk, and I left her dripping with my cum. On my way out, the colege’s receptionist implied she was in this group of professors …

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Dinner Conversation Started the Fun

/ Categories: Blowjob, Dark fiction, Fantasy, First Time, Male/Teen Female, Oral Sex, Teen Male/Teen Female, Young / Blowjob, Dark fiction, Fantasy, First Time, Male/Teen Female, Oral Sex, Teen Male/Teen Female, Young / By

Jason was doing the best he could, raising the twins himself. His wife had moved out west with her sales manager and was not interested in being a mom in her new life and did not dispute giving him full custody. Both Kylie and Tommy were in their last year of middle school, and were also almost constantly on each other’s nerves. There were rules set up when they came home from school, but by the time Jason got there they were usually pinching and annoying each other, and it was beginning to get on his nerves. It was Friday night, which in their household . . . was pizza night. “So honey, how was school this week?” he asked. Tommy interrupted saying: “She’s got a BOYfriend in the 9th grade!” he exclaimed. “Shut up …

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Picture Perfect Swinging Wife

/ Categories: Exhibitionism, First Time, Group Sex, True Story, Wife / Exhibitionism, First Time, Group Sex, True Story, Wife / By

This is the true story of how a few photos happily changed our married life. About two years after our wedding, my husband Paul and I moved to Miinneapolis. We were both 26 years old. He was originally from suburban Milwaukee and I was from near Dayton, Ohio. We had been college sweethearts, then lived together for a couple years after graduation before tying the knot. We liked to think of ourselves as progressive, but we were really innocent midwesterners. I was the blonde ex-high school cheerleader with a college business degree, and he was the wide-eyed young marketing research guy in advertising. He got a real nice job offer from a big Minneapolis agency after our second anniversary, and I gladly searched and found a position with a computer company there. Our sex life …

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I Found My Daughter With Her Head In A Cupboard

/ Categories: Cheating, Consensual Sex, Dark fiction, Fiction, First Time, Male/Teen Female, Role-playing, Teen, Virginity, Young / Cheating, Consensual Sex, Dark fiction, Fiction, First Time, Male/Teen Female, Role-playing, Teen, Virginity, Young / By

I closed the door behind me, stepping out of my shoes, yawning and stretching after a long, frustrating day at work. A long week, really, and coming at the end of a particularly long month. I just wanted to sit down, relax, and not move again until Monday. I swear, if anybody called me to come in this weekend to fix somebody else’s mistakes again, the whole damned office had better literally be on fire, or heads were going to roll! There was an odd, metallic banging coming from the kitchen, and as I stepped around the corner, my mood instantly improved. My daughter, Miri, was down on her knees, her head and shoulders buried inside the cupboard next to the sink, searching for something. She must not have heard me come in, and I …

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Kim Possible: In the Curse of the Demon’s Hand

/ Categories: Body modification, Bondage and restriction, Dark fiction, Domination/submission, Erotica, First Time, Science-Fiction, Teen Male/Teen Female / Body modification, Bondage and restriction, Dark fiction, Domination/submission, Erotica, First Time, Science-Fiction, Teen Male/Teen Female / By

Characters and Settings I’ve used here belong to Disney, I own a crazy lustful imagination. Kim Possible: In the Curse of the Demon’s Hand “Shego, have you found the artifact I need to conquer the world?” Drakken asks. Shego smiles a nasty little smile before answering “Of course I did, though I don’t know what you would want a dried up old mummified arm for.” Drakken sneers, “You don’t need to know, with this I’ll bring Middleton to its knees.” He said as he grabs the mummified arm from Shego. “Now all I have to do is place the arm in the center of the altar and read the ancient runes carved on it.” “Yeah…right this will turn out good, just like all your other plans.” Shego said under her breath, as Drakken began the …

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THP: DIANA RYAN AND JAMIE PART-1

/ Categories: Anal, Blowjob, Drug, Enema, Fantasy, First Time, Mind Control, Oral Sex, Teen Male / Teen Male, Transsexual / Anal, Blowjob, Drug, Enema, Fantasy, First Time, Mind Control, Oral Sex, Teen Male / Teen Male, Transsexual / By

THP: DIANA RYAN AND JAMIE PART-1 1.01 Diana, Ryan and Jamie: 1.02 Jamie, Hair Removal: 1.03 Jamie, Chair Introduction: 1.04 Jamie, Shemale Preparation: 1.05 Jamie, Chair, Preparation: 1.06 Jamie, Chair, Prostate, Rectal Enhancement: 1.07 Jamie, Chair, Breast Growth: 1.08 Jamie, Chair, Erection Enhancement: 1.09 Jamie, Chair, Feminization and Testing: 1.10 Ethan and Jamie: 1.11 Ethan, Jamie, Deep Throat: 1.12 Jamie, Ethan, The need to Suck: 1.13 Ethan, Jamie, The Mating: 1.01 Diana, Ryan and Jamie: Jamie was diagnosed with hormonal imbalance when he was twelve. His testosterone levels were normal but his estrogen levels were above normal. His Doctor felt the imbalance would rectify itself as he went thru puberty but when he turned fourteen Jamie showed signs of breast growth. At sixteen his muscle tone was below average for his age group. His mother, …

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Boy Scouts Part 2

/ Categories: Fiction, First Time, Male/Female, Oral Sex, Teen Male/Teen Female, Virginity / Fiction, First Time, Male/Female, Oral Sex, Teen Male/Teen Female, Virginity / By

I woke up the next morning feeling terrible. Not feeling bad because of what I did, I didn’t see the problem in sucking off some guy I had just met yesterday. I literally felt terrible, hung over. Kristy seemed to deal with it better than I did, but because she drank more than I did. “Peter is so awesome…” She says and sighs happily as she stares at the top of our tent. “I know. You’ve said it about… Twenty times now.” I say and groan, wincing at the headache. “Well you had fun too with Keenan.” She smirks and I look up at her again. “Or at least it seemed like you were having fun…” I laugh. “Don’t tell anyone.” “Who would I tell?” She asks and I shrug as we hear the bell …

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Nymphs in Heat

/ Categories: Consensual Sex, Fiction, First Time, Group Sex, Male / Females, Pregnant, Teen, Virginity / Consensual Sex, Fiction, First Time, Group Sex, Male / Females, Pregnant, Teen, Virginity / By

Ian sat in his beach chair, reading a book while he enjoyed the warm rays of the sun. Well, he was half reading his book. The other half of his attention was on the girls. It was nothing new for him to be distracted by the sight of girls in bikinis while at the beach. Really, what guy his age wouldn’t? But this time, it wasn’t just any random girl passing by. He and his family had arrived here on vacation about a week ago, taking up residence in one of the rented beach houses. A trio of girls a few years older than him occupied the house right next door, and it was the three of them who had firmly held his attention ever since. As he saw the girls approaching, he looked up …

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Mommy Mind Control Chapter 1: Mommy’s Naughty Lesson

/ Categories: Dark fiction, Fiction, First Time, Male/Female, Mind Control, Oral Sex, Virginity / Dark fiction, Fiction, First Time, Male/Female, Mind Control, Oral Sex, Virginity / By

Mommy Mind Control A Story of the Institute of Apotheosis Research Chapter One: Mommy’s Naughty Lesson By mypenname3000 Copyright 2017 Note: Thanks to wrc264 for beta reading this! “You’re looking sharp,” I said to my eldest son as he came downstairs in a pair of jeans and a tight t-shirt tucked in. He always wore t-shirts too tight for him. He loved to show off how ripped he was. My sixteen-year-old son was such a handsome man, so much like his father. “Hot date, Mom,” Ryan answered, his brown hair styled back with far too much hair gel. But it made his features, that perfect blend of boyish youth and manly vigor, pop. “With that Melissa?” I asked, trying not to put my disdain into my voice. “I don’t know why you waste time with …

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A Slut is Born_(1)

/ Categories: Blowjob, Coercion, Cruelty, Cum Swallowing, Discipline, Domination/submission, Extreme, Fantasm, First Time, Group Sex, Humiliation, Older Male / Female, Reluctance / Blowjob, Coercion, Cruelty, Cum Swallowing, Discipline, Domination/submission, Extreme, Fantasm, First Time, Group Sex, Humiliation, Older Male / Female, Reluctance / By

“Amy wake up”. Three loud knocks on the door. “Amy are you in there”? The knocking continued. “time to go to class”. If there is something I hate it’s waking up in a rush. “I’m up Jenny, I’m up, god can you be any louder”? I heard giggles from outside my bedroom door. “Today is my birthday so you have to be nice sweetie” she said still giggling as she walked away. That was my roommate Jenny and today is her 22nd birthday. My name is Amy, I’m 21 and a sophomore at a very prestigious college near New York. We live in a five bedrooms house near school with three other girls. I grew up in California so this is as far away from home as one can be. Yesterday was the first day …

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Truth Or Dare With My Daughter And Her Friends

/ Categories: Bi-sexual, Consensual Sex, Dark fiction, Exhibitionism, Fiction, First Time, Group Sex, Male / Female Teens, Teen, Virginity, Young / Bi-sexual, Consensual Sex, Dark fiction, Exhibitionism, Fiction, First Time, Group Sex, Male / Female Teens, Teen, Virginity, Young / By

I turned off the tv, stretching and rolling my neck as I stood, smiling at the squealing, happy ruckus coming from downstairs. It seemed like only yesterday that Hailey had been bouncing on my knee, giggling happily in her little pink footie pyjamas. And now here she was, on the cusp of adulthood, celebrating her birthday with her friends. I walked down the stairs, knocking on the wall to announce my presence. “Safe for me to come down?” I called, and was greeted by a loud burst of laughter. “Hey Dad. What’s up?” Hailey turned to ask, all five of them smiling brightly (and maybe just a touch guiltily?) as they looked up at me from their spots on the couches and chairs they’d pulled into a loose circle in the middle of the room. …

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What He Made Me Do on the School Trip

/ Categories: Consensual Sex, Erotica, Fantasy, First Time, Male/Teen Female, Masturbation, Oral Sex, School, Young / Consensual Sex, Erotica, Fantasy, First Time, Male/Teen Female, Masturbation, Oral Sex, School, Young / By

He was my science teacher . . . and little did I know that he would teach me oh so many naughty things right in the middle of all my friends from school. I had just turned 15 and I thought I was pretty grown up . . .you know a fresh teenager and all that. My boobs were continuing to grow and I was allowed to wear a little makeup . . . sometimes. Willy Flattery down the street had asked me to the movies a few times, but I wasn’t allowed to date yet. He kissed me once while we were at the basketball courts in the park when no one was around, and I must admit he was a great kisser! It made my little pussy all wet and my nipples poked …

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Three Green Street

/ Categories: Fantasy, Female/Female, First Time, Lesbian, Older Male / Female, Virginity, Written by women / Fantasy, Female/Female, First Time, Lesbian, Older Male / Female, Virginity, Written by women / By

My name is Sophie, I am 21 years old and have just finished my final year in university with a first class honours degree in mathematics. I must confess I am rather a plain Jane, I am of average height, slim build, straight long brown hair, small breasts and still a virgin. My uni friends call me a swot, I was extremely focussed on my studies and somewhat behind in the sex department. I have been fortunate to have been offered a very good job in the city and was in the process of finding somewhere to live. I responded to a private advert offering board and lodgings in one of the nicer areas of town, the tube station was five minutes walk away and the rent quoted seemed affordable so I telephoned making an …

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Vacation with my family – part I

/ Categories: Bi-sexual, Dark fiction, Female solo, Fiction, First Time, Lesbian, Masturbation, Teen Female/Teen Female, Toys, Written by women / Bi-sexual, Dark fiction, Female solo, Fiction, First Time, Lesbian, Masturbation, Teen Female/Teen Female, Toys, Written by women / By

Vacation with my family Hi everybody‭! ‬I am Stephanie or just Steph like all my friends call me and this story is about the first sexual vacations with my family. But first of all let me introduce you to my family.‭ ‬There is my dad Peter,‭ ‬my mom Cynthia,‭ ‬my little brother Chris,‭ ‬my little sister Sarah and of course me. For being‭ ‬39‭ ‬my dad is still a hot looking man.‭ ‬Being‭ ‬6‭ ‬feet and‭ ‬1‭ ‬inch‭ (‬for metric readers:‭ ‬1.86m‭) ‬and having well shaped muscles he looks marvelous.‭ ‬But the best parts are his deep blue eyes and his short blonde hair. My mom looks like being‭ ‬25‭ ‬although she is‭ ‬36‭ ‬and has a breathtaking body.‭ ‬Although she is rather short‭ (‬5‭ ‬feet‭ ‬4‭ ‬inches‭ [‬metric:‭ ‬1.63‭]) ‬her legs are longer than …

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Lilly’s Friends (13) Joshua – Part 1

/ Categories: Blowjob, Consensual Sex, Cum Swallowing, Dark fiction, Fiction, First Time, Male / Older Female, Virginity, Young / Blowjob, Consensual Sex, Cum Swallowing, Dark fiction, Fiction, First Time, Male / Older Female, Virginity, Young / By

Jenny got a Ph.D. and became a biology professor at a university. She is more than willing to stay after class and give her students some one on one extra help. Amy moved to Manhattan and became a high class escort. Maria, after a lot of encounters with both men and women, decided that she was indeed bi-sexual. She went to college and earned a business degree. While there, she met and married a bi-sexual man. They opened a swingers club in Las Vegas. Heather went to Hollywood and got her first job playing the slutty victim in a horror movie because she was willing to appear nude. No body doubles for her. She wasn’t just willing she was eager to do it. And if the casting director needed extra convincing, she was more than …

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An Indian Legend

/ Categories: Dark fiction, Fantasy, First Time, Teen Male/Teen Female, Virginity / Dark fiction, Fantasy, First Time, Teen Male/Teen Female, Virginity / By

The Chippewa Tribe tells a story, a legend of the Princess Mattowahn who saved the life of the tribal Shaman during a raid by an enemy tribe. As a young woman, and the daughter of the Chief, she was not expected to fight in battles but she and her younger brother struggled courageously against a band of warriors who tried to murder the tribe’s religious leader. The fifteen-year-old girl slew two mighty warriors and even though she was seriously wounded herself, she pulled the wounded Shaman from danger, saving his life. She and her brother put him a canoe then he pushed them away, she paddled until she lost consciousness. The little boat eventually drifted ashore on a small island miles from the battle. Mattowahn and the Shaman stayed on the island until they were …

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Georgia Part 01

/ Categories: Exhibitionism, Female exhibitionist, Fiction, First Time, Oral Sex, Written by women / Exhibitionism, Female exhibitionist, Fiction, First Time, Oral Sex, Written by women / By

Georgia by Vanessa Evans Georgia is an 18 year old girl who spent the last 6 years in an all-girls boarding school. She decides to take a gap year to have some fun. Part 01 Hi, my name is Georgia and I am about to tell you about the fun that I had on my gap year. But before that it would make sense for me to tell you a bit about myself. You see, I’m stinking rich, well daddy is, and it will all be mine when he pops his clogs. Mummy died when I was 12 and I have no brothers or sisters. Her death hit us both hard and I don’t think that I’ve properly recovered. My doctor says that the traumatic experience must have upset my growth hormones or something because …

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Special Prison Day: 6

/ Categories: Authoritarian, Bondage and restriction, Coercion, Diary, Domination/submission, Female Domination, First Time, Lactation, Lesbian, Masturbation, Reluctance, Romance, Water Sports/Pissing / Authoritarian, Bondage and restriction, Coercion, Diary, Domination/submission, Female Domination, First Time, Lactation, Lesbian, Masturbation, Reluctance, Romance, Water Sports/Pissing / By

Day 6 ——————————————————— Tina woke up. Something felt ‘off’. It took a few seconds before she realized what was odd. Tina’s mouth was free, she could breathe. Nothing was pressed against her face. Instinctively her lips felt cold. They wanted to close up on something warm. With her eyes still closed from sleepiness, she turned her head slightly. Her cheek felt warm skin, her lips searched.. they found a stiffened nipple and latched on. Even before Tina was fully awake, she’d found a nipple giving milk and was now sucking on it for that warm, sweet liquid. As she was sucking herself awake, the familiar feeling of her nethers, drenched in fluids came over her. Just a few days ago, it had felt strange to her. Her whole lower parts enclosed in a tight diaper, …

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The Impossible Choice

/ Categories: Blowjob, Consensual Sex, Cum Swallowing, Dark fiction, Fiction, First Time, Job/Place-of-work, Masturbation, Oral Sex, Teen Male/Teen Females, Virginity / Blowjob, Consensual Sex, Cum Swallowing, Dark fiction, Fiction, First Time, Job/Place-of-work, Masturbation, Oral Sex, Teen Male/Teen Females, Virginity / By

I remember exactly when it was – the summer that I turned 18 and left school. My folks had become increasingly snarky about me hanging around the house playing videos games and surfing YouTube. Every evening over dinner it was, “Josh, how is that job-hunting going?”, “Josh, when are you going to do something useful with your life?”, “Josh, you need to start paying for your upkeep.” Yeah, yeah, later. After uni, whatever. One particular evening the four of us – me, the parents, and my big sister Evie – were gathered round the table eating. Evie is about a year older than me, and to be honest she was (and is!) extremely attractive. I felt guilty but I often pictured her naked when I jerked off; well, we’re all allowed our secret little fantasies, …

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