Shemale First Time Stories

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Length
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Infinite Scroll

Incremental

by Darkinside on Sep 17, 2017
BDSM

Was it really only a year ago? In the momentary pause I had a flash of perspective, and mused on our voyage of discovery. It seemed so much longer, so much had changed. Three years since we married, about two since we began watching porn together, online. It was innocently naughty at first, but became part of sex, almost a routine. When we got interested, we...

Capture of Princess Catalina Ch. 01

by jstudio9 on Sep 14, 2017
Sci-Fi & Fantasy

Lady Catalina was confused, disoriented, and terrified. She had arrived at Lord Aker's castle by carriage, dressed as a peasant girl, barefoot and in simple clothing. Lady Catalina expected to be taken to a room in the castle, to prepare for the "wedding." Instead, she was immediately taken, no, not taken but dragged, to the stable at the back of the castle...

My First Threesome

by Jareck on Sep 15, 2017
Group Sex

Her first touch left me breathless and his first kiss left me quivering at the knees. Although I walked into it knowing that it would only be a one-night deal, it was not until that very moment that I fully realized what this night was going to entail. It was to be my first threesome. Along with Robbie, a sexy dark haired guy I had fucked a few times in th...

Superheroines Bk. 10

by drsnip on Sep 19, 2017
Sci-Fi & Fantasy

WARNING... This is an "Erotic" Science Fantasy story. If you are offended by commonly used sexual words and graphic descriptions of various sexual acts then stop reading this now. * There are countless Alternative Universes, ranging from ones that are almost indistinguishable from our own, to ones that are totally unrecognisable from our own. Somewhere/...

Ebenezer Screwed Ch. 01

by n2anal78 on Sep 14, 2017
Celebrities & Fan Fiction

Author's Note on The Story over all: I only I hope Dickens doesn't come and get me for this but the name came to me the moment I ready about the winter contest and I had to do it. Destined to be 5 chapters total with one chapter devoted to each spirit of Christmas, this is not going to be short. (This charter alone is over 6,000 words.) So if you are looking...

Who'd Have Figured Ch. 01

by D-Man123 on Aug 29, 2017
Group Sex

They say that as soon as you have kids, your sex life goes out the window. Well, such was true for Patty & me. Not that we were sex fiends or anything to begin with, but once the kids arrived we rarely had any time to ourselves; so we decided that we'd take a weekend trip every quarter by ourselves just to hang out. Like the previous trips, I would have sett...

Sisters in Love and Trust Ch. 03A

by TerminusOmega on Sep 14, 2017
Novels and Novellas

A new week had begun on campus. The seven new potentials of Alpha Alpha Mu were excited to begin their road to full membership. They knew it would not be easy, and knew there may come times they would wish to quit, but all seven were dead set on making it in. The active Sisters already had an idea of who would be the best Big Sisters for each one. Each can...

Cynthia’s Man Training

by 4glory6 on Jul 31, 2019
Mature

Daren, home for his first shore leave from Norfolk since he joined the Navy, banked a shot off the boards, putting the desired ball into the pocket, and high fived with his high school buddy, Steve. While Daren went off to the Navy, Steve had stayed in Lexington, Virginia, to work in his uncle's garage rather than opting for either college or the service. Ch...

Harriet's Liberty Ch. 02

by Sputnik57 on Sep 15, 2017
BDSM

Harriet's only social experiences had been through verbal intercourse with customers at the library, and from a servile perspective, but her confidence grew by the minute as she entered the inn; the males at the meet would expect her to be in command after all. Her cunt tingled as she strutted in and looked around for a sign which would show her those others...

Advanced Sociology

by amyyum on Sep 13, 2017
Erotic Couplings

Don't think that I'm a stuck-up bitch until the end of this story, OK? I may have been at one time, but not now. However, to tell this story properly I've got to be straight even if it makes me – Trinity – seem conceited. I was a sociology major at a prestigious American University, with a minor in kinesthesiology. All through high school and at the start o...