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First Time

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First time sex stories relate to virgins losing their cherry. They are typically stories of teenagers making love for the first time, and the excitement and buzz that comes from that initial experimentation. Another favorite theme in this section are young men or women, losing their virginity to an older woman (the 'milf' syndrome) or older man - the more experienced partner educating their younger partner in the art of sex.

Comp Entry

Out Of Habit

A truly blessed way to lose one's virginity...

They had to hurry. He would return soon. They always did. “Sister, where… “ Her glare severed the young man’s voice. She turned to the quietly obedient young woman who had also stayed behind with the visiting nun. Sister Lucinda knew the nubile would not be quiet much longer. Their last class of their summer youth Catechism camp had ended. The sister would soon travel to another parish...Read On

21

Abby Part 2

Carl sat down to a glass of brandy. Three ice cubes. A nice fire and his best robe. He wore pajama bottoms and slippers but no shirt. He liked to feel the warmth from the fire on his chest. Moving to this neighborhood was the best choice he had ever made. Well, retiring early was the best choice. Moving to this suburb was a close second. It was quiet, calm, and relaxing. He could travel when...Read On

11

How We Roll…(Lullaby)

Me and Jules meet in the homeless hostel.

Your eighteenth should be happy: parties, friends and pretend to mum that it's your first alcoholic drink. Mine wasn't quite like that. Mum was drunk, as always, and Dodgy Derek's hands slid up my backside as she went to pee. Never known anything different: no real love, no proper parenting. This is the norm, this is real life for so many of us. No proms, no limousines, no fairytales. No...Read On

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taylorsam
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The Tutor Gets Tutored

A tutor gets tutored on sex.

This is a story about a boy I helped with his virginity. I’m writing it from the boy’s perspective with some help from my hubby. My name is Craig, and this is the story of how I lost my virginity. I’m 17 and in my junior year of high school. Most would consider me a nerd, yes I’m on the chess team, and yes I get excellent grades. To no one’s surprise I have not had is a girlfriend or a...Read On

23

My First Time

Andy finally sees the girl next door as more than just his best friend.

I can remember it like it was yesterday, even though it’s been close to eight years ago. The summer between my junior and senior years of high school. A time when a boy my age has one thing on his mind. Sex! I had been close friends with the girl next door since we were in diapers. Her name was Emily. She and I were in many ways best friends. Our part of the neighborhood was mostly older...Read On

Comp Entry

Escaping Reality

Opposites attract in this story of a chance encounter on a country road

Connor McLander pranced five steps to his right, paused a half measure, looked left, right, left, and then dropped to one knee with a fist resting playfully under his chin. Just like he’d rehearsed. In his periphery, he saw his bandmates had dropped precisely in sync, just as the roaring crescendo of the band ceased and the lights swung out to the crowd. The brief silence was overtaken by...Read On

28

Carrie's Cherry Gets Popped

Stepsister gets her cherry taken...

Let me introduce myself; my name is Jackson. Blame my mum for that. She had a one night stand with a guy named Jack when she was 17 and thought it’d be funny to call me Jack’s son when I came along nine months later. She loves me, for sure, but the woman’s a flake. Always has been. She also jokes that I’m pretty normal, considering the amount of drugs she did during her first trimester....Read On