Speedo Boy Stories

105,918 results
Orientation
Length
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The Big Mature Shemale Next Door

by SugarandSalt on Mar 13, 2019
Transgender & Crossdressers

"Please can I just wear my old swimming trunks?" Warren begged. "No!" his mom yelled back from the other room. "Barbara purchased that for you. It was expensive so you better remember to thank her." Warren looked at himself in the full length mirror. At eighteen, he had hoped to be taller. His body looked puny. Why hadn't his shoulders broadened like the o...

Tucker's Studio Ch. 04

by riverboy on Dec 3, 2019
First Time

I have a whole series of these stories written. They work pretty well as stand alone stories, all revolving around Tucker Sims and his porn studio, but some things will make more sense if you read them in the order they were posted. I hope you enjoy them. As usual, the people and places are fictional. All characters are over eighteen. ——————— The Christi...

Celebrity Wrestling League Ch. 01

by TheAmericanDad on Jun 1, 2020
Celebrities & Fan Fiction

Welcome to the League! Demi stood nervous in the dimly lit hallway of the arena. It had been nearly three months since her breakup and the subsequent lawsuit that costed her most of her fortune. With what little money she had left, she decided to hire a personal trainer in order to join an up incoming wrestling league called The Celebrity Wrestling Champion...

Little Mr. Casey Applegate

by fantaseeboy on Dec 2, 2019
Fetish

One evening, I had agreed to join a large group of friends for dinner at a local restaurant. One of my friends brought along a woman named, Ruby. I sat next to her that night and knew at first glance, we were physically complete opposites. She was a decade older than me, very tall with long, straight dark hair pulled back in a huge ponytail. She was extremel...

Her Boyfriend really is Bisexual

by speedodave on Dec 25, 2018
First Time

This is something that happened back in February when I was staying at Kip's place in Breckenridge. I didn't write about it at the time because I didn't have the consent of the people involved and I didn't think it was appropriate to ask at the time either. After posting some bisexual threesome photos last week, I thought maybe I should seek permission to w...

The Reward

by Eros con Pollo on Sep 17, 2017
Mature

Doing good is its own reward, I've heard. It's true; helping others gives one a certain satisfaction, a feeling that something has been done to make the world a little better. Yet there can be other rewards... I had found myself in need of some of that sense of self-worth in my college days. Life in the dorm seemed so insular, so out of touch with what was...

Mario's Massage

by Ryan Carlyle on Sep 17, 2017
Celebrities & Fan Fiction

"Man, oh MAN, wouldja look at that?" Jose looked up from the script he was reading and looked around. Other than the usual number of people on the set, he didn't see anything out of the ordinary. "Look at what?" he asked. "Over THERE, Jose! Talkin to the director!" Robbie whispered. "Gawd, he is such a hunk!" Jose looked in the direction that Robbie was...

ENM Intertwined - Santiago Pt. 05

by SpecialtyM3 on Mar 2, 2020
Exhibitionist & Voyeur

Pretty much all the girls stood in a line in front of me just so they could sign my swimsuit. I would have blocked them if I had not felt a slight tickle on my rear end. I jumped around to see Scarlet holding one of the sharpies with a big smile on her face. "I always go for the juicy parts." She winked. Did she just sign my ass!? Ingrid and Bridget took hol...

Speedo Confidence

by tomch5090 on Jan 27, 2020
Erotic Couplings

The first time I wore speedos in public, which happened to be last week, I had my first sexual experience, and I'd like to share it with you... Having set a new years resolution to be more active, I decided to go to my local pool for the first time in a few years. This would be the first time I wore a speedo, as reading lots of speedo sexcapades has really...

The Promotion

by No Panty Girl on Sep 15, 2017
Loving Wives

Rick was looking forward to the promotion and it was all he talked about. My husband had been with Trans Canada Couriers for over five years as a driver and there was an opening for a supervisor coming up when old Ernie Green retired. Ed Karnack, the branch manager, had more or less implied Rick was on the short list to replace Ernie. The promotion meant a...