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First Time Stories

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.

Trending Stories

Cindy Vanderhoff - Part 2

Cindy asks me over to her house to study.

I didn’t see Cindy again until Monday at school. She was friendly but never mentioned our date. I became convinced that I was just another check mark on the list of boys she had teased. I couldn’t complain. I had felt the naked tits of the hottest girl in school and sucked her nipples. That memory alone would provide hours and hours of masturbation fantasies. On Thursday, Cindy stopped me in the hallway and asked if I cou...

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Cindy Vanderhoff - Part 2

Cindy asks me over to her house to study.

I didn’t see Cindy again until Monday at school. She was friendly but never mentioned our date. I became convinced that I was just another check mark on the list of boys she had teased. I couldn’t complain. I had felt the naked tits of the hottest girl in school and sucked her nipples. That memory alone would provide hours and hours of masturbation fantasies. On Thursday, Cindy stopped me in the hallway and asked if I cou...

"The Three Of Us" - Chapter 10:- “Virginity - Part 2 Of 2”

Karen loses her virginity, and has it recorded all on film...

Continued… I suddenly declared, “Bitch, suck my cock!” Where those words came from, I didn’t know. However, I was both hot and annoyed at my two girlfriends. They had teamed up and played along with the deception of having my long hair cut short, even though I knew the truth was more complex than that! I felt sexually frustrated, having been teased and being close to cumming already twice today. What I needed was to cum—s...

Springtime’s New Beginnings

A young woman growing up in 1940’s England explores the opportunities life as to offer

The scent of wild garlic hung in the air, the delicate white flowers, mixed with blue bells, lining the narrow country lane. All around birds sang, and the only evidence of people were the gentle taps of Darcy’s shoes. The countryside was always quiet, but early mornings held a sense of serenity like no other time of day. She squinted into the low sun and a smile creased her pretty face - she felt optimistic, that feeling...

I heard the doorbell buzz. There was an abrupt silence in the room; even though my mind was screaming at me, was I ready for this? With a sudden air of panic, I looked at Brenda and then Paula. Buzz… Buzz… “My dear, aren’t you going to answer the door?” Brenda was staring at me; the quietness between the three of us was suddenly broken. “Do I look all right?” I asked, still unsure. “You look fucking beautiful, my dear. No...

Dawn Awakenings

Virgin Kayla gets her first taste of sexual pleasure

Dawn sunbeams poured through the back windows of the SUV and across Kayla's closed eyelids. She stirred at the intrusion and realized she was not lying in her bed. Oh right, the party, she remembered as the haze of sleep lifted. The lifeguards at the park's swim beach had a tradition of camping out on the Sunday night following the busy July 4th weekend. So last night Kayla and seven of her coworkers had roasted marshmall...

Cindy Vanderhoff - Part 1

The most beautiful girl in school asks me to take her on a date

"I don't think he's going to last much longer," the doctor told the family gathered around the bedside. "His breathing is forced. He doesn't seem to be aware of his surroundings. I'm sorry." "Cindy Vanderhoff..." They turned to look at the old man who had just mumbled this name. His eyes fluttered and then opened. He looked around the room like he was searching for someone. "Cindy Vanderhoff..." he repeated in a raspy whi...

The Stolen Apartment

Mathilde has a secret mania and her thief knows...

She is the moon’s limp flower in plain jeans and a jumper. The flash of arclight startles her, and the fluorescent lighting that extends to infinity, flickers and goes out. Mathilde is scared of the dark. The bleak illumination returns, and quietly relieved, she sits amongst the gun-metal grey on a plastic seat. She rubs her gritty eyes, and the train snakes, rocking her. This is no lullaby because her boyfriend sleeps in...

My First Gay Experience

He sucks me in the changing room.

Damn. What time is it? A ray of morning sun was burning through a crack in the drawn drapes, directly striking my right eye. I rolled to the left to avoid the piercing ray. This minimal movement traded one type of pain for another. It felt as if my temples were being squeezed between the jaws of a huge carpenter’s vise. The throbbing headache, the dry mouth and furry tongue were enough to remind me. I’d tied one on the ni...

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The First Time: A Journey Of Desire And Discovery

An unforgettable night of passion and awakening.

She had always imagined this moment; the moment she would feel him enter her. Countless nights were spent on her bed, lost in fantasies. Her fingers danced over her skin, tracing delicate lines down her body. She caressed her breasts, feeling the warmth spread as she imagined his hands in their place. Her fingers moved lower, finding the sensitive spot between her thighs. She rubbed her clit in slow, deliberate circles, e...

You Are My First

It's all new to me.

The night started at a local bar. I was having a quiet drink when my daughter Jenny came in with a few of her school friends. We all sat chatting and drinking. As the evening moved on, Jenny and her group of friends said their goodbyes and moved on to Onyx, a local nightclub. The bar was empty again, just me and this twenty-one-year-old girl. I had seen her in the bar a few times. Her name was Tina, and she was very petit...

Todd and Kelly were two typical college freshmen. Both were from small towns, a bit shy, and virgins. They had gone on dates in high school, but never had a real boyfriend or girlfriend. Todd had only gone to second base with one girl. They met during “Move-In Day” on their dorm floor, they lived right across the hall from each other. Todd was instantly smitten with her. Kelly, while she thought he was handsome, always qu...

Wedding Day

Lori would masturbate late at night when she remembered her cousins stories or a movie got her wet.

Lori was a petite redhead at nineteen years old. She was gorgeous, sexy, and cute. Her breasts were small, with puffy areolas and long nipples. Her daddy was the deacon of her church. She teaches Sunday school to five-year-olds and sings in the choir. She was a virgin and was very strict about not having sex until her wedding day. She was engaged to Mac, a handsome firefighter. He was twenty-four and a widower with two sm...

Weekend Getaway (Saturday)

Three days you will never forget

SATURDAY I woke up gathering my night clothes from the floor of Jessica's bedroom and walked back to my own room. Once there, I put on a pair of gym shorts and sneakers and then headed out for a morning run in the crisp mountain air. When I returned, the girls were perched on barstools at the island countertop and Jessica was busy cooking breakfast. "Morning, my beautiful ladies," I greeted them with a smile before headin...

Dr. Carson at Your Service

Mira goes in for her first appointment and finds herself being examined by Dr. Carson.

Mira was nervous for her first gynecology appointment. She had never been to one before but knew the basics of what the procedure would be like. She researched, found a highly-rated clinic, and made her appointment. She didn't think about what questions to ask, but after she hung up the phone, she realized her Doctor could be a man or a woman. She wasn't sure if she would be comfortable being seen by a man, but Mira figur...

Will or Sam?

Lia makes her choice

"Well, shit," Lia murmured to herself, rolling over in bed and squinting at the sunlight piercing through the cracks in the wooden slats of her window. The room was a mess, clothes strewn about like confetti from last night's festivities. Her heart thudded in her chest as she realized she was naked, the cool morning air kissing her skin. The echoes of her own passionate cries filled her ears, a stark reminder of the night...