Shemale Dating Stories

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Orientation
Length
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Infinite Scroll

The Gift

by MissYellowPanties on Sep 14, 2017
Fetish

It was our fifth wedding anniversary, rather than go out for a fancy and expensive meal at night, we had each cashed in a vacation day and spent it on a day at the lake. It was Tuesday and the summer season had not started yet, so our chosen spot was deserted. I grilled some stakes, opened a bottle of wine, then my wife and I just lay back on the beach and...

Kat

by redgryphon on Oct 15, 2017
First Time

She had just turned 18 a few days ago and sitting in a cold classroom was definitely not where she wanted to be right now. Mr. Dunn leaned one skinny ass cheek against his desk and referred to his notes before beginning another section of his lecture. Kat jotted down a few notes to refresh her memory later and spent most of the class period looking out the w...

Where to Find Love Ch. 04

by Elegast7 on Apr 24, 2018
Romance

I wake up. Next to me, I don't see Ellen this time. Alex is still sleeping, still naked, just like me. Before I had fallen asleep last night, I decided to forgive him. He tried to get back with me despite having a girl he could go to, so he must still love me. Alex is a man. He has his needs. I should just be home more, to make sure I can satisfy him. If it...

Oil and Water

by trigudis on Feb 13, 2018
Humor & Satire

The year was 1972, about four months since the Watergate break-in and just weeks before the presidential election between President Richard Nixon and George McGovern. Those of a certain age might recall listening to such Top 40 hits as "Saturday Night In The Park" (Chicago) and "Nights In White Satin" (Moody Blues) and watching "The Godfather" and "Deliveran...

Alice Leaves Wonderland

by LesbianLordSatan on Apr 17, 2018
Exhibitionist & Voyeur

You know that feeling you get right after a car accident? Maybe I have experienced crashes too many times in my life, but after you experience a moment like it, you don't easily forget it. First the car hits yours, and next comes the part that has been demonstrated in movies time after time. Your world becomes silent, and every image flashes like lightning b...

Where to Find Love Ch. 08

by Elegast7 on May 1, 2018
Romance

2 days pass. It's Friday evening. I arrive at the company and see Daniël and Julian standing at the entrance. I wave. "Hey," I say when I reach them. I both give them a kiss to greet them. "Waiting on me?" I ask. "Yup, we were," Daniël says. "We'll take the car. You can join me if you want. Since you haven't seen my car yet," Daniël suggests. "Or you can...

Dinner with Daddy, and My Parents

by TasteslikeIniquity on Aug 1, 2018
BDSM

I was nervous, it was the first time that my Dom was meeting my parents. Not that they knew that of course, that he was a Dom I mean. They did know, however, that he was quite a good bit older than me, and it puzzled them a little. I couldn't see why, for older men where usually more sophisticated, didn't spend 14 hours a day playing video games in their pan...

Digital Eros Ch. 04

by zsazsa12 on Jul 30, 2018
Sci-Fi & Fantasy

Claire watched in horror at the video being projected in front of her. It was of Claire, a week before. She was kneeling in front of a man, her head bobbing back and forth, her back naked to the camera. The man's knees rocked back and forth, and then gripped her head. A few seconds passed, and Claire turned sideways, her head's profile now in sight of the ca...

Diary of a Surfer Girl Turned Pop Star

by DDJetson on Aug 8, 2018
Erotic Couplings

Ever since I was young I had a feeling I was going to be famous. So I started writing a diary at a very young age. Now it's time to write my anonymous erotic short story. I grew up a happy sassy toe head, in a small northwest logging town. We moved there as I entered the third grade. Everyone knows your business in this small town. My parents were very acti...

Dirty Play at a Car Wash

by r0455 on Jul 31, 2018
Exhibitionist & Voyeur

Our stories show the progression my husband and I made into exhibitionism and ultimately my becoming a hot wife. Each story is 99% true, telling the actual events that occurred for us on our path of sexual exploration. The timeline of these stories began very early in our relationship when we were just dating with the more recent occurring now after many yea...