Grindr Stories

33 results
Orientation
Length
Source
Infinite Scroll

My First Crossdresser

by Jay876 on Jul 31, 2019
Transgender & Crossdressers

Monday A year ago. I was sitting in my flat, as a university student just browsing the men on grindr. I was inexperienced at the time and I had only been with one man, and that was just for oral. So, I was intrigued when I saw someone on my page, just nine meters away. A crossdresser, stocky, but wearing a maid costume, with his ass bent towards the camera....

Yellow Slave Confession

by yellowbreeze on Sep 16, 2017
Fetish

I am never satisfied. Plain vanilla sex bored me a long time ago. I 'wore out' the missionary position by my early teens. And then, I found women boring by the time I turned twenty. Certain guys were a real turn-on for me. But it was awhile before I had the courage to venture out to gay scenes, and it took even longer for me to come out. When I did, I wasted...

SHANGHAIED!!

by KIMCANCER3040 on Mar 31, 2020
Humor & Satire

I was flying into Shanghai for a business conference and still felt like shit from the giardia I contracted on the last leg of my hiking trip through Nepal. Not to mention that I was shaken by the turbulent ride over the Himalayas, having watched the snowy peaks of the mountains, like a bed of nails below us, as the plane's cabin violently shook, and passen...

The Gymnast and the Coach Pt. 03-04

by ibtow on Feb 6, 2018
BDSM

Part 3 We sat on the floor for at least half hour, most of that not talking him just holding me. He got up and grabbed a bottle of water from the side. "Drink and don't worry its just water." He said. I gulped the water down and thank him for it. He walked over and kissed me on the head. He then untied the rope still attached to my balls from the hook and...

The Cockworm

by Tagmus2 on Mar 3, 2020
Toys & Masturbation

This story is a part of the 'God Complex' universe ____________________________________ George had tried almost everything, he had gone to the gym, he had taken supplements, drank protein shakes, he had even tried steroids... Nothing had helped. He wished more than anything in his life to gain muscle, he wanted to look like the jocks on the football team....

Castro - Shemale Goddess Pt. 02

by Llawmaker on Mar 14, 2018
Transsexuals & Crossdressers

Chapter 5 -- Public, pubic, orgasmic It was later evening around 7ish, I'd scrubbed clean and had several warm water enemas to make sure I had a tasty fresh anal cavity. I was still buzzing from the excitement I got from all those hundreds of guys watching me on the net. I had to build on that feeling so I started trawling the chat rooms and Grindr. I cast...

22yo Bottom Plowed in the Hottub

by speedodave on Feb 6, 2018
Anal

Last Friday Kip and I had an awesome day snowboarding (blue skies no wind, although we could do with a little more snow). After riding until four o'clock, we rode down the run called Four O'Clock here at Breckenridge then we jumped on one of the local buses and went down to one of the local breweries for a beer. While sitting at the bar I checked some email...

Have You Ever, Had a Foursome?

by speedodave on Apr 22, 2020
Group Sex

The phrase "Boardies are for Bogans" is what started one hell of a fun (and naughty) Easter Monday afternoon/evening. Let me start by making sure everyone knows the definitions. Boardies, refers to board shorts, what I often call dork shorts. Bogan, I feel like is an Australian slang word which I don't think I've heard else where in the world. It will take...

Little Guy Brad

by octoberinasia on May 12, 2020
Fetish

Brad, then 24, was hired as a young salesman for a software company. He worked in a cubicle on a second office building in a nowhere city. He was young, dumb and eager. He was also, secretly, a full fledged pervert. When he was younger, he became fascinated with his mother's clothing. Particularly, her leather boots which she paraded around virtually everyda...

Hardly Working and Working Hard Ch. 03

by kaitokid on Sep 16, 2017
Transsexuals & Crossdressers

*Ding Ding* Lying on my back, pondering the meaning of life, I hear my phone's notification and see my phone light up on my desk. I lean over to look at the text: Oliver: Wanna go to The Shop with me eric and riley? Ugh, I hate clubs and partying. But, I should also shower for once and get outside. Garrett: Sure, meet me at my room so I can't flake. I...