Gay Transgender Stories

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The Music Room

by transpose on Sep 14, 2017
Gay Male

Obligatory disclaimers: All characters are 18 or older. Yes, I'm aware rape/coercion/etc is illegal, this is a fictional/fantasy story where such things can be explored without condoning them. One of the characters is transgender. This is a trans-positive piece of erotica, so if you feel you can't handle that, go find something else to read. :) ***** As...

Research

by eviltwin52 on Aug 18, 2017
Gay Male

This story is dedicated to Kept Sissy who was so instrumental in helping me understand my urges. I was in the final phase of getting my Doctorate in psychology. My dissertation was to be on the difference between transgender boys, homosexuals, and sissies. You see, the transgender feels as though they were born with the wrong physical sex organs whereas i...

Fuck You Dad Ch. 01

by Nasties on Sep 28, 2020
Gay Male

***All characters are 18 years or older.*** My dad is against gays. Gays, lesbians, transgender, the lot. If a person isn't having sex with the opposite gender, then he has a problem with them. He makes this clear with everyone including family, friends and even strangers. From when I was a little boy he used to tell me that if I ever turned out gay he woul...

His Hot Gay Assistant Ch. 04

by walterio on Aug 27, 2018
Gay Male

AUTHORS NOTE: There is a brief description of a heterosexual encounter in this chapter. BACK TO CHICAGO On Friday following our Caribbean vacation we were on a plane back to Chicago. It had been an interesting vacation to say the least. We had had a great time and had an opportunity to have sex with two beautiful people. On Thursday night, Michelle and I...

FtM Gay Gangbang

by Waterdwarf on Apr 15, 2020
Gay Male

*All characters in this story are over 18 years old.* "Tonight?" popped up a text on my phone. "Yes Daddy," I quickly texted back. I had met this man at a transgender support group, we had both been born female, but had been on testosterone for over a decade, as well as having had our breasts surgically removed. To anyone at the local gay leather bar,...

Pauletta's Halloween Pageant

by Boxlicker101 on Aug 18, 2017
Gay Male

This is an entry in the Literotica Halloween Contest. I hope you enjoy it and vote and leave a comment accordingly. * Every year, Pauletta really looks forward to the end of October. As in many cities with a substantial population of gay, lesbian bisexual and transgendered persons, Halloween is a special occasion, more so than any other day of the year. I...

Alex in Wonderland

by Johnboy9 on Sep 16, 2017
Gay Male

Thanks in advance for any and all feedback and votes. I welcome all sent me. Please, 18 years old and up only allowed. Characters in this story are at least of that age as well, even if not indicated. I put this in the gay category though I am really not sure. Its a slow developing tale, unlike my other stories. It will again develop into a transvestite/t...

I Sucked The Sheriff

by Web Dazell on Aug 18, 2017
Gay Male

"ADVENTURE (noun): an unusual and exciting, often hazardous, experience or activity." The New Oxford Dictionary of English Welcome to the second story in my new "Adventure" series. (The first is "Devil With A Blue Dress On" in the transgendered section.) My two previous stories "The Arrangement" and "Breaking The Arrangement" were autobiographical. Everythi...

Mouth, Meet Cock

by latecomer91364 on Sep 14, 2017
Gay Male

This is the true recounting of the first time a man's cock ever touched the inside of my mouth, with as much detail and in-the-moment sexual chronology as I can remember twelve years later. I have made no embellishments to make it a more exciting read. This is as it happened. It was in the summer of 2004, a few months after my separation and bifurcation of...

It Could Be Worse Ch. 05

by eviltwin52 on Sep 14, 2017
Gay Male

Note to readers: If you don't like IR, gay male, and cuckold stories please move on. You can jack off to some one else's imagination. My stories aren't required reading. And yes, I know. I'm a twisted fuck. Lastly, I never sucked a cock. I was merely posing for dirty pictures. ***** Two years after I sucked my first load of cum from Jim's cock and then w...