Gay Boy Stories

116,534 results
Orientation
Length
Source
Infinite Scroll

Fifi La Femme: A Pansy at Last

by pris69696 on Sep 16, 2017
Transsexuals & Crossdressers

I have written this story "Fifi La Femme-A Pansy at Last" mainly from personal experience as a mature homosexual transvestite who was a gay virgin until my early 40s. I hope that it will appeal both to extreme effeminates and the ultra-masculine men they ache to serve. Now divorced I've been living with my boyfriend Ron for three years as his gay wife and ye...

Under the Gaze of the Sirens 01: My Girlfriend Thinks You're Gay

by jakladd on Dec 2, 2019
Transgender & Crossdressers

"My girlfriend thinks you're gay." "What?!! What did you just say?" Bobby said incredulously to his friend Carl. "You heard me,"...."Sarah thinks you are gay," Carl smirked. "Well she's wrong," Bobby replied. "We'll see," Carl continued. Bobby sat there and stewed inside as the two boys sat on the couch watching the game. "When she comes home we'll ask...

Steve's First Adventure

by gbr2004 on Mar 12, 2019
BDSM

Please ignore this story if gay sex or discipline isn't your thing. Nothing about this story is factual and forgive my writing errors, not a work of art, just a kinky story. *********** My name is Steve and I thought it best to tell my story as a warning to others on how things you never expect can happen. I'm 28, 5'8", 140 lbs and in pretty good shape. No...

The Homosexual Sissy Wife

by jakladd on Sep 14, 2017
Transsexuals & Crossdressers

I love being the one for you, the one waiting at home for you while you are at work. The house is immaculate. My time at home is spent making everything perfect, especially me, your gay sissy wife. Gay does not aptly describe the level of homosexual submission I have towards you. Being femme and sexy for you is my constant quest. I spend hours at our home gy...

Fifi La Femme: A Pansy at Last Ch. 02

by pris69696 on Sep 14, 2017
Transsexuals & Crossdressers

Chapter 2- Missing Big Frank Coming Out Telling our wives wasn't easy especially for me who had seduced Shirley's gorgeous hetero husband by dressing up in my wife Doreen's lingerie and make-up and offering him full homo sex as a limp wristed effeminate lady-man. It was my first experience as a queer and when Frank asked me to marry him; to be his gay wi...

The Dream

by moll65doll on Sep 17, 2017
Non-Erotic

Ananta has a dream. She dreams of romance. Of sex. Of a tall, handsome man quite her opposite making love to her over and over. Alas. Her geekish self cannot manage to obtain a boyfriend. Two graduate degrees and three jobs later she is still single. Her loving, teasing best-friend who is incidentally gay and the closest she's ever been to a man, Ungar,...

My Husband a Pornstar Ch. 02

by gtanya on Oct 12, 2017
Transsexuals & Crossdressers

So here I was sitting in my house alone, thinking about why I had convinced my husband to be a gay sissy porn star. He was currently shooting at a location 2 hours away from my house. He had been given a hotel room which he was sharing with his 'master' as the movie director wanted them to have a good understanding and chemistry together. He was going to e...

Under the Gaze of the Sirens 02: Unknown Desires

by jakladd on Dec 2, 2019
Transgender & Crossdressers

We were in Minneapolis for a conference, 3 nights Tuesday through Thursday, leaving Friday morning. Our firm was a top producer of components for fiber optic technologies. Flew in from Orlando, got settled in the hotel, then on to registration and a meeting in the afternoon, dinner with a few co-workers from around the country. Ran into Warren from the main...

I"M Not, Really, I'm Not

by gbr2004 on Sep 14, 2020
Fetish

I'm finally getting settled in my new place. I have just moved to LA from Kansas a couple weeks ago and had been set up in an apartment by the sales office at the advertising agent who had hired me right out of college. I was so excited to be in a real city and it was so much different from the rural area I had grown up in. College had been fun and I had don...

Bobby

by jakladd on Sep 13, 2017
Novels and Novellas

Boston with its many old neighborhoods is as varied as its people. In the older seedier parts of town many people live and carry on in a world much different from the clinically clean and proper suburbs. On some streets there are rows and rows of the monotonous dark brick two, three, five or six story apartment buildings many exactly like the one next to it...