First Time Gay Stories

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Infinite Scroll

A Woman Scorned Ch. 02

by Cleevedreams on Sep 15, 2017
BDSM

Tom and Judy kept each other at arms length for the next several weeks, but both were wrestling with their inner emotions, and Judy was wracked with guilt about her unfaithfulness. Lynne had her suspicions that all was not right. Judy had seemed distant, and in bed their relationship had stalled. It came to a head when Lynne found Judy crying one evening,...

School's Out But Not For Me Pt. 01

by yenfrityler on Jun 8, 2020
Transgender & Crossdressers

This is a work of fiction loosely based on losing my virginity to a drag queen when I was at university. This is my first ever piece of erotica so constructive criticism is welcome! Just a disclaimer for US readers - here in the UK the drinking age is 18. *** I was in love with Lucy from the first day we arrived at university. She was everything I wasn't...

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...

Matt and Brad: Gay Lovers Ch. 07

by SplitLicker69 on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 7 Brad Joins the Party Brad closed up the course and drove to Matt's house. He was looking forward to spending a quite evening with Matt and his lovely mom Katrina. He arrived to find Matt his mom stark naked, sleeping on patio lounge chairs. He walked back to the front door, opened and slammed it shut announcing loudly" "Hey I'm home! " "We're...

Adam And Eve: Happy Together

by Samuelx on Sep 16, 2017
Interracial Love

Well, howdy folks! My name is Evelyn Rachel Lombardi. I'm five-foot-eleven and slim, with long blonde hair, alabaster skin and pale blue eyes. I'm originally from the City of Calgary, Province of Alberta, but I moved to the town of Ottawa, Province of Ontario, a little over two years ago. I attend the University of Ottawa, where I study business administrati...

The Waiter Gets Served Ch. 01

by CannonBaller on Sep 13, 2017
Erotic Couplings

I was waiting tables on Sunday morning, as usual, when I noticed a woman being seated with another girl and about five guys. I recognized two of the guys as regulars that always had Robert wait on them, so I wasn't surprised when they were seated in his section. This was Sunday Brunch at "the Street", by the way... the "hip" Italian restaurant in the heart...

My First Night at University

by SecretSappho on May 12, 2020
Toys & Masturbation

So for a bit of backstory, I come from a very conservative household. Neither of my parents agree with gay marriage or even gay people, really. Of course I was born as gay as they come, for whatever reason. I have a pretty high sex drive I'd say, but as I couldn't ever go out and meet girls I was essentially stuck finger-dancing with myself whenever I got th...

Transsexual Sisters Ch. 04

by SplitLicker69 on Sep 14, 2017
Transsexuals & Crossdressers

Part 4: A date with men goes terribly wrong. Note: this is part four in the series about Michelle and Nicole; Michelle and Nicole first experience with males had been a revelation. They learned to accept lesbians and gay men as equally pleasurable though in obviously different ways. Dawn was the first to notice the change in their attitude toward males and...

A Night with a Sexy Shemale

by MajesticLVR87 on Sep 13, 2017
Transsexuals & Crossdressers

This is a true story which goes deeper into my explorations of my sexuality in my younger years many people may not have the guts to share so much about their past I don't have that problem because I have met the love of my life and plan on sharing the rest of my life with her my adventures with other partners or random partners is over I have settled down s...

Cul-De-Sac: A Story in Around Ch. 06

by ZotDragon on Sep 13, 2017
Novels and Novellas

Castor worked shitty hours, Nancy thought, noon until late into the evening, usually nine or ten at least. Some housewives would have been put off by that. She wasn't. Oh, she had her part-time job at the library and her hobbies, but mostly those hobbies were fucking the boys next door. When Mark and Eric first moved in next door, she couldn't have cared le...