First Time

A Tale of Two Best Friends

/ Categories: Blowjob, Consensual Sex, Dark fiction, Erotica, Fiction, First Time, Teen, Virginity / Blowjob, Consensual Sex, Dark fiction, Erotica, Fiction, First Time, Teen, Virginity / By

Chapter One Taylor and I have been best friends since she moved next door to us when we were in the second grade. So, we’ve talked just about everything there is to talk about. Of course, being thirteen, much of what we talk about these days is, you guessed, sex. Neither of us had been on dates as such and only a few parties and things. I’ve never even been felt up, even my boobs are ‘virgins.’ So, on Monday afternoon, after school, we were in my room talking about guys and stuff (sex), when she says, “I want to tell you something, Lauren. Are you sure you can always keep it a secret? Forever?” “Sure, doesn’t matter, what it is,” I replied. “Well, I’ve been having sex, lots of sex. All the time. And …

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Acting Out Porn After School

/ Categories: Consensual Sex, Erotica, Fantasy, First Time, Oral Sex, Teen Male/Teen Females, Young / Consensual Sex, Erotica, Fantasy, First Time, Oral Sex, Teen Male/Teen Females, Young / By

The school year was well on its way, and Katie was determined to get Mike’s attention. She was finishing up middle school and was very excited about starting high school in the fall, where she could meet “older” boys. Mike, already a freshman in high school, had a small problem. He began to jack off just about . . . whenever he got a chance, inside or outside of school. He especially liked to fantasize about girls who had only just begun to develop “titties” as he liked to call them. He had recently barged into his bathroom at home, during a family reunion and had caught his 14-year-old cousin with her bikini top off. The image of her young orbs with the light pink nipples poking outwards was still fresh in his mind when …

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Hell of a Wake Up Call

/ Categories: Blowjob, Cum Swallowing, Fiction, First Time, Male/Teen Female / Blowjob, Cum Swallowing, Fiction, First Time, Male/Teen Female / By

Jesus, what a fucking year, Matt thought to himself as he looked around his new digs. Life had seemed serene for a long time. He felt happy, his wife seemed happy, and they wanted a family. His wife, who he only referred to these days as “that cunt”, had been ready for a family and was ready to quit her job and they would live off Matt’s salary. He worked as a QA for a pharmaceutical firm, and was able to work from home half the time. It was great because it allowed him to moonlight for other companies. This gave him an income of about $145,000 so they were just fine living in the outskirts of a Denver suburb. They began trying to have a child and did not have much success. A couple …

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My Very First Time_(0)

/ Categories: Dark fiction, First Time, Fisting, True Story / Dark fiction, First Time, Fisting, True Story / By

I have never written a story about my life before, and having shared my secrets with my partner, he insists that I share my very amazing past with the world, so here goes. I have always been inquisitive where sex is concerned even from an early age. I am now a grown woman of 27 and enjoying a very varied and healthy sex life, the sky is the limit. When I was younger, like all young girls I guess, I always had fantasies about meeting this man who would show me how to be fucked properly in every position and show me the right way to enjoy every aspect of sex. I just love it. My early days were very naughty to say the least, but my inquisitive mind never seems to let me down. …

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9- My High School Sweetheart’s Little Sister -pt. 9 (Cindy’s Deflowering)

/ Categories: Anal, Cum Swallowing, Fiction, First Time, Male / Female Teens, Male/Teen Female, Teen Female/Teen Female, Virginity, Young / Anal, Cum Swallowing, Fiction, First Time, Male / Female Teens, Male/Teen Female, Teen Female/Teen Female, Virginity, Young / By

Note: This is a continuation of a 9-part story. It would be better to start at part-8 to understand the situation leading up to this chapter, or better yet start at part-1 to get to know the characters and slow build-up to this rather hard-core climax. Click on ‘JadeGrey‘ in the above title for links to all stories. ——————— Part 9: Cindy’s Deflowering ——————— I carried Cindy over and set her down on the couch, lifted her legs, and pulled her butt to the edge of the cushion. I felt a tugging on the back of my underwear, and turned around to see Stacy pulling them off of me. She worked them down over my ass and when she finally pulled them down over my erection, my cock sprang up throwing a line of precum onto the …

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Super Bowl Forfeit: Mother & Daughter

/ Categories: Blowjob, Cheating, Consensual Sex, Cuckold, Erotica, Female solo, Fiction, First Time, Group Sex, Hardcore, Male / Females, Mature, Romance, Teen, Teen Male / Female, Teen Male/Teen Female, Threesome, Virginity, Voyeurism, Wife / Blowjob, Cheating, Consensual Sex, Cuckold, Erotica, Female solo, Fiction, First Time, Group Sex, Hardcore, Male / Females, Mature, Romance, Teen, Teen Male / Female, Teen Male/Teen Female, Threesome, Virginity, Voyeurism, Wife / By

Her hand moved across her body, washing and caressing the soapy body wash against her skin, but soon that wasn’t enough. Her nipples were hard so she pinched at one gently and teased it fully erect while her other hand moved down to her groin. It was wet from more than just the hot water from the shower spaying down over her body, as it was more and more often these days. They say a woman’s biological clock really ramps up just before menopause, and Cheryl knew that was true for her now that she was in her mid forties. She had been sexually active and some might say even a bit of slut in her late teens and early twenties, but then she settled down with Chet, got married, had a daughter, and steadily …

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I love my son Daniel Chapter 2

/ Categories: Blowjob, Consensual Sex, Dark fiction, Fiction, First Time, Male / Older Female, Oral Sex, Romance / Blowjob, Consensual Sex, Dark fiction, Fiction, First Time, Male / Older Female, Oral Sex, Romance / By

Chapter 2 We sat there in the bathroom for another minute or so just rubbing our hands over each other. I finally broke the silence with; “Baby, lets hop in the shower and get ourselves cleaned up. Thats is if you don’t mind showering with me.” “I would love to mom, but only if you let me wash you,” he said with a large smile on his face. “I would love that honey; I haven’t had a man wash me in years.” So we proceeded into the shower after getting the water nice and warm. (We shared a few kisses while we waited.) I got under the water first while Daniel grabbed a wash towel and soaped it really well. He started with my shoulders; washing them very gently massaging the soap onto my soft …

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Hermione Granger, Chapter 4: Fulfillment

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The days that followed were filled with more and more experimentation by Hermione. Sometimes with Lavender and sometimes on her own, she would spend hours trying new ways to touch, rub and pinch her body to stimulate pleasure. She even started taking notes in her diary and keeping them locked away in her trunk. She treated some of their sessions like lab experiments noting what worked, what didn’t etc. Lavender seemed to like it a bit rougher than Hermione. She enjoyed being pinched, nibbled, scratched, and having Hermione pull on her hair while she ate her pussy. She had even asked Hermione to pretend to be a professor and spank her for doing something wrong. A fantasy Hermione enjoyed a bit more than she’d thought she would. Hermione on the other hand preferred softer touch. …

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Randi Takes Charge

/ Categories: Blowjob, Cum Swallowing, Fantasy, First Time, School, Teen Male/Teen Female, Young / Blowjob, Cum Swallowing, Fantasy, First Time, School, Teen Male/Teen Female, Young / By

Randi arrived home from high school shortly after 3 pm to an empty house. She opened her math book, but soon became a little flushed as she recalled the physical encounter she had with Michael. The brief moment of impact crossed her mind over and over as she recalled the feel of Michael ‘s firm yet narrow frame against her shoulders and chest; and the brief bump of his hip just below her belly button. As the minutes passed, Randi was thinking less about her math work and more about Michael. She wondered what it would be like to French-kiss him, and stared blankly ahead at her wall with her lips slightly parted while imagining their lips locked in a moment of heat; their wet tongues mingling with teen passion. Her thoughts kept going back …

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The Suite Life on Deck: Episode I

/ Categories: Asian, Blowjob, Consensual Sex, Cum Swallowing, Fan fiction, Female/Female, Fiction, First Time, Lesbian, Oral Sex, Teen, Teen Female/Teen Female, Teen Male/Teen Female, Threesome, Virginity, Young / Asian, Blowjob, Consensual Sex, Cum Swallowing, Fan fiction, Female/Female, Fiction, First Time, Lesbian, Oral Sex, Teen, Teen Female/Teen Female, Teen Male/Teen Female, Threesome, Virginity, Young / By

It was hot on the SS Tipton. Really hot. The giant cruise ship was currently slowly cruising along the quite waters of the Caribbean Sea, where the sun beat down on the sky deck of the ship with a relentless, burning heat. For Cody Martin, the sun was especially hot. Cody had sensitive skin, and although he had applied a massive amount of sunscreen before his shift, he felt like the rays of the sun were penetrating the lotion and slowly baking his skin to a crisp. He wiped the sweat off his brow, and then folded another towel. I hate this job. Looking over at the juice bar, he saw his twin brother, Zach. At least he has some shade, and can sneak a quick smoothie whenever he feels like it. He’s always the …

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Tricks and Treats for Everyone Episode Two

/ Categories: Blowjob, Fantasy, First Time, Male/Female, Older Female / Males, Teen Female/Boy, Teen Male/Teen Female, Young / Blowjob, Fantasy, First Time, Male/Female, Older Female / Males, Teen Female/Boy, Teen Male/Teen Female, Young / By

Mike wasn’t aware his wife had watched him take advantage of Anna in her ballerina costume (read Part I). He had kept her undershirt in a safe place in the basement (so he could shoot his cum all over it later) as they mounted the stairs to join the others. “Hey there little kitten,” he said to Anna as he followed her up the steps and stuck his fingers in between her legs from behind . . . cupping her damp twat, “I didn’t get a chance to check out this little pussy . . . but I promise I will . . . before the evening is over”. Anna closed her eyes as the man manipulated her box . . .wiggling his finger over her clit . . . that still tingled with excitement. …

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Keeping a Family Tradition – Tammy’s Initiation

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

Keeping a Family Tradition – Tammy’s Initiation Disclaimer: This is a work of fiction. If you are not of legal age for your locale or object to the idea of reading about incest, please close this page now. All characters are older than sixteen. Prologue If you looked at me and my wife Ginger, you would make many assumptions about us, like we’re the average American couple. In many ways, we are. We have three children, all teenagers, a house in the suburbs, and a dog. I work as a welder. However, looks can be deceiving. We are not the average American family. The average American family does not have parents who are brother and sister. Whenever people ask us how we met, Ginger and I always say we met in high school. In a …

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Cousins just want to have fun

/ Categories: Anal, Female / Girl, First Time, Fisting, True Story, Written by women, Young / Anal, Female / Girl, First Time, Fisting, True Story, Written by women, Young / By

One summer my grammom took me, my mom, and my older cousin, Lea, on a week long trip to a casino and beach town. Lea was the cooler, older cousin I always looked up to. I couldn’t wait for a summer vacation trip with my favorite cousin. On the first day of our trip we checked into our hotel then spent the day at the kids arcades, shopping, and enjoying dinner together. After dinner we went back to the hotel room. To my surprise my mom said she trust us enough to stay in the room alone while her and my grammom took off to gamble. Lea was always the rebel cousin so she instantly turned on a rated R movie. We were sugar high from all the candy we won at the arcades and …

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Becoming Charlotte – Part 17: The End of an Era

/ Categories: Blowjob, Consensual Sex, Exhibitionism, Fantasy, First Time, Masturbation, Toys, Transgendered / Blowjob, Consensual Sex, Exhibitionism, Fantasy, First Time, Masturbation, Toys, Transgendered / By

The girls watch in awe as the stripper slams his huge cock into my eager pussy as I kneel on the chair, gasping and panting as he stretches me wide with each hard, deep thrust, spanking my bare ass and making the residual cream fly in every direction, a pleasured squeal and squeeze of my muscles on his pounding shaft accompanying each one. I grip the back of the chair tightly as my fifth orgasm builds fast within my pulsing sex, the chair’s cushion already soaked with my dripping juices.       Well, I’ve never started a chapter like that before! I’m Charlotte or Charley if you’re new, welcome back if you’re not. I used to be a 45yo man until a scientist from a local pharmaceutical company used me as an unwilling test …

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The Artist

/ Categories: Blowjob, Consensual Sex, Dark fiction, Fantasy, First Time, Male/Teen Female, Reluctance, School, Virginity, Young / Blowjob, Consensual Sex, Dark fiction, Fantasy, First Time, Male/Teen Female, Reluctance, School, Virginity, Young / By

The Artist I have three siblings. My name is Adam and I’m the 2nd child. My eldest sister is currently studying abroad, the apple of my parents’ eyes. Personally I thought she was too up herself. It’s nice that she’s abroad in France. She would fit in there. My little brother was wild even with our family being relatively well off. He chose to hang about with the local wannabe gangsters. Hopefully he gets out of that phase before he ends up dead or in prison. My little sister Alana, is easily my favourite. She was always a bit odd in a nice way. She was still in school but her only love was art. Her enthusiasm for it is infectious, myself I struggle with stick figures. I love watching her paint and generally love …

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Celestial Nirvana: Part 3

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

Chapter 3 “So how have you been? You haven’t really talked to me in three days.” Jack asked, facing Kelly in the black-drop dreamscape in her mind. “What are you talking about? It’s kind of hard to carry on a conversation with someone when the first half of the conversation occurs in your mind.” she sighed, sitting on the invisible ground. “Ah, of course.” Kelly took a deep breath, shaking from head to toe. Even when asleep, she couldn’t get away from her withdrawal symptoms, and it was driving her up the wall. Normally she wouldn’t be able to even get out of bed with how far she was falling, but this was far easier than ever. Regardless, she felt like she was covered in fire ants every second of every day, and there was …

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First Time Sex Stories #6: Basic Instinct

/ Categories: Boy, First Time, Teen Female/Boy, True Story, Written by women, Young / Boy, First Time, Teen Female/Boy, True Story, Written by women, Young / By

First Time Sex Stories #6: Basic Instinct By Missy Younglove Author’s Note: This work is based on a true experience that was related to me via email. I grew up in India, the son of two doctors. We were quite wealthy by Indian standards and had a big house with a lot of servants. My aunt and uncle would often come over on weekends and holidays, bringing my cousin with them. We’d known each other since infancy and were quite close. She was very cute, with big brown eyes and fine features. Her skin was a very light brown, something treasured in India. A growing sexual tension began to form between us when I was 11 and she was 10. Our conversations drifted toward sex more and more often. We started exchanging information on the …

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Becoming a nymph

/ Categories: Blowjob, Body modification, Consensual Sex, Cum Swallowing, Domination/submission, Female Domination, Fiction, First Time, Foot or shoe fetish, Oral Sex, Transgendered, Virginity / Blowjob, Body modification, Consensual Sex, Cum Swallowing, Domination/submission, Female Domination, Fiction, First Time, Foot or shoe fetish, Oral Sex, Transgendered, Virginity / By

This place felt weird. Was this a dream? My senses suggested it. Too damped was the shining light, too hollow the sound to be real. But on the other side, it felt too real to be not. So it probably was something in between. I stood in a great hall made of quartz, looking like a Greek temple, mist swirled through the air, greatly decreasing my range of sight. And for some reason, I was standing there all nude. “Hello? Is there someone?” my voice echoed through the hall again and again until it started to sound foreign, becoming a whisper in my ear, asking me the very same question. What was this place? I felt a little insecure, but step after step I moved forward, trespassing crested pillars, ever seeing only 10 meters in …

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The New Guy in Town

/ Categories: Fiction, First Time, Romance / Fiction, First Time, Romance / By

As I should’ve guessed by now, having lived most of my life in Arizona, the monsoon wasn’t as close as I’d thought. I’d sped home to get under cover before the rain started, only to be greeted by wind and thunder and lightning. It all looked ominous, and it smelled like rain, but I could’ve stood outdoors with my face up, staring at the clouds, and stayed that way for a long time without ever getting wet. I sighed and went inside. My landlords’ three cats, already terrified by the ominous rumblings outside, suddenly remembered it was dinnertime, and set up an unearthly howling, the weather temporarily forgotten. I gave them twice as much wet food as they were supposed to have in the evening, figuring that if the little furballs went into a digestive …

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Family Knows Best Chapter 2

/ Categories: Dark fiction, Fiction, First Time, Masturbation, Romance, Teen Male/Teen Female, Virginity / Dark fiction, Fiction, First Time, Masturbation, Romance, Teen Male/Teen Female, Virginity / By

Please read chapter one before this, so it will make sense. Just to recap for those continued readers, my name is Jeremy, I’m a 17 year old slightly athletic average joe at high school, with brown hair, standing at 5’10”. My sister, Ane, is 15, has dyed blonde hair (naturally brown)stands 5’6”, with a D cup bust. We are, or rather, were, both virgins. She had just finished giving me my first blowjob, and brought me to the hardest orgasm I’d ever had. I smiled down at Ane, and blushed. “You…got something on your face…” I whispered and she blushed darker, quickly running her fingers over her face, scooping up the cum that had hit her face, before quickly putting it in her mouth, to my shock. “It…tastes pretty good…” She whispered, and it made …

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