Sissy Bikini Stories

40,840 results
Orientation
Length
Source
Infinite Scroll

Wife's Houseboat Fantasy

by robilji on Mar 12, 2019
Exhibitionist & Voyeur

A few years ago my wife agreed for us to join 4 other couples on a 3 day houseboat trip. We arrived at Dale Hollow just after the July 4th weekend. The water was warm, clear and clean. It was just so inviting. We had a great group of couples on the trip. All of us fun loving active folks who were enjoying lots of sun, fun, food and drinks. We all snickered w...

Emilia's Exorcism Pt. 04

by malsagulo on Feb 25, 2019
Sci-Fi & Fantasy

This text was inspired (with her permission) by the work of u/soft-n-slow of Reddit's r/gonewild. ***** Part 4 She just couldn't seem to stop masturbating. Emilia spent the rest of the weekend inside with the vibrator practically glued to her clit. She couldn't even remember the last time she'd felt this horny. It was like seeing Katya's experiences ha...

Scabbard & Blade

by aRedheadWrites on Oct 16, 2018
Romance

Author's note: This story was written for 'Brent'. Thank you for being open and sharing your thoughts and ideas that formed the inspiration for this story. I hope you (and others) will enjoy. May you feel young again! ***** Brent Cramer was far from average looking. Tall, dark and handsome certainly fitted his looks. His suntanned shoulders were broad and...

Sarah is Given a Golden Shower

by SarahCD on Jan 15, 2019
Transgender & Crossdressers

I first published this experience a few years ago. I prefer to call them 'experiences' since the term 'story' implies fiction to me. My experiences are based upon my real life. Since I started posting my experiences my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some...

White Boi Learns his Place Ch. 03

by sissyashley4bbc on Jul 10, 2018
Transsexuals & Crossdressers

After the group decided we should go to our pool, Emily came up to me and told me she had a bathing suit I could borrow. Daddy told me to go get changed with her, and the guys would start making drinks and rolling joints to take outside. I guess he didn't need to change really, all he has on was athletic shorts that would dry quickly. I followed Emily upst...

Jobsite Surprise

by A. Giordino on Sep 16, 2017
Transsexuals & Crossdressers

Owning your own Landscaping business definitely has its advantages. Make your own hours, do the jobs you want, meet interesting people….The last one is the best. The other afternoon I went to deliver an estimate for a large gardening job I had been working on. When I arrived at the house I rang the bell and waited. There were two cars in the driveway but n...

Texas Tease

by clairepenn on Sep 12, 2017
First Time

It seemed that I had everything going for me--I was 18 years old, had been told many times that I was a good-looking guy, had just graduated high school with honors, and was looking forward to beginning classes at a Los Angeles college in the Fall, on a full scholarship. Yes, I had my ticket out of this one-horse desert town in the Texas panhandle, populatio...

Rebecca's Problem

by MrSoftRough on Sep 13, 2017
Mature

This time the story is from Rebecca's point of view. I want to see if I do a good job from changing characters. These stories are more for fun than having a story. I hope you enjoy it! ***** These days are long and boring without Jack. That boy is full of wonders and always knows how to make me cum. I wish I had a son like him. Instead I have a non-sexuall...

My Husbands Boss

by MrNewHouston on Sep 13, 2017
Erotic Couplings

It all started when my husband Jack got a great job with a very big company. We were married right after college and had struggled to get by the first few years. Then Jack got the very high paying job with a local company. The Owner and President was Mr. Anderson. He was a very rich and powerful man in the community and his industry. Mr. Anderson had us over...

Stella by Moonlight

by boz on Sep 14, 2017
First Time

This is Chapter 7 from a longer, as yet incomplete tome. One Sunday my parents were going to visit my brother and his family out of town. I decided to stay home, and Mom made me some sandwiches and put them in the fridge. I wanted to take advantage of having the house to myself. I made myself a pitcher of Long Island ice tea, grabbed my book, and went outsi...