My First Time Stories

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Orientation
Length
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Infinite Scroll

First Immortals Ch. 02

by bb1212 on Sep 13, 2017
Sci-Fi & Fantasy

First up I would strongly suggest that if you haven't read chapter 1 please do so first, it will explain a lot things... Apart from that, enjoy. BB1212 The Mayflower was named after some historical ship that most people have pretty much no memory of anymore. The first Mayflower floated on water and used the wind to make its way around the world. It was...

My First Time

by Rose Panfier on Sep 17, 2017
BDSM

As the title says this is about my first time, it just doesn't tell you the first time of what. Could it be the first time I felt a cock deep in my throat? Nah, that happened when I was 16 and I would crave that feeling ever since. Mmmmm, to have a dick throbbing deep in my throat is one of the greatest pleasures..., but I digress. Could it be about my first...

How to become an Elite Member

by naughty_madeleine_86 on Sep 13, 2017
Erotic Couplings

Note from the author: Literotica has proven to be a wonderful tool for me to open up about my fetish of flying and reliving some of my past of getting to the Mile High Club. To ensure not to incriminate any one I have left the names out of individuals as much as possible or have used a different alias. But the details of events are as much true as I've exper...

My First Fuck

by acamstar on Sep 14, 2017
First Time

One bright, summer day, I was at a party at a friend's house and was instantly attracted to this cute, long-haired guy that was sitting by himself on a couch. I went over and started talking to him, and within moments could tell that he was interested in me, too. We spent the rest of the evening together, and within days we became a couple. I had never had a...

My TG Tale

by mmm_tasty159753 on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 1 If I could see my future I would have no idea how I could have become what I see; a beautiful, young woman. You see, here and now, I am a slight young man, undersized for my age of 18; at just 5 foot 6 and 120 pounds I am far from the prototypical male physique. I have always been very nerdy and struggled to fit in anywhere or with anyone. As many...

In Charge Ch. 02

by Chimney Sweep on Sep 2, 2017
Erotic Couplings

By my own estimation, I was a bit of a slut in college. I dated a few women seriously but I wasn't averse to waking up next to a naked stranger and asking her name. Some hot times were had, you can be sure of that. Still, I don't think the collected stories of all my other college sex partners can compare to the tales I could tell about one woman - Gina. I d...

Biography of a Transexual

by Nishta on Sep 13, 2017
Reviews & Essays

Hello, my name is Nishta, and I'm a transexual. Now, before your mind runs off with vivid fantasies involving the legendary "chicks with dicks" take some time to consider the implications of "transexual" in REAL LIFE. It's quite different than your kinky fantasies, and don't get me wrong- I love the kinky fantasies just as much as the next person, but this.....

Cougar and her Five Virginal Cubs Ch. 01

by SusanJillParker on Sep 19, 2017
Mature

Without even playing baseball but doing a lot of scoring, Kathleen matures five, young men with hands on sexual education. Chapter 1 - Kathleen Such a long time ago, I was trying to remember the first time I was with a woman sexually. I remembered four women, before I remembered my beloved version of Maureen O'Hara, the redheaded, voluptuous Kathleen. How...

One Night in Scotland

by bucksman on Sep 13, 2017
Erotic Couplings

It had taken some time to get over my divorce, not that it had been particularly messy or sordid, quite the contrary as we had settled everything in a business-like and polite manner. It was simply that after 15 years of marriage, I found the transition back to bachelorhood to be difficult. I had always thought myself to be fairly open and friendly and enjo...

Pam's Pain

by JennyGently on Sep 25, 2017
Loving Wives

"If you don't like it we don't have to see them again," my husband insisted for the umpteenth time. We were lying in bed after a pleasant but somewhat unsatisfying Sunday evening lovemaking session. "We're doing well but we can't take it for granted," he continued. "You said yourself that you were ready to try something a bit edgier, didn't you? You agree...