How I Became A Sissy For Bbc Literotica Trans Stories

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Arnold’s Little Friend

by ittybittyht on Apr 29, 2025

Arnold Sebastian Stuart is a geeky nerd and has one little friend between his legs. He’s always been a big loser and has constantly been picked on. But now that he’s older than 18… things begin to escalate. So far Arnold has been able to keep his privates private… his one inch nub and all, but things are about to change… —— This story is humiliation focused....

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How I Became a Sissy for BBC

by Caged4goddessd on Mar 12, 2019
Transgender & Crossdressers

It really all started in college. I was a fairly typical and somewhat popular guy. I was involved in a few different clubs and a member of a popular fraternity on campus. Of course, this led to me knowing quite a few of my classmates and at the time I had my share of success with the females in my classes. It was my junior year and at the time I was dating...

Big Black Cock: A Sissy Surprise

by silkstockingslover on Feb 13, 2018
Illustrated

Summary: A wife joins her husband as a slut for a teen BBC. Note: This is a 2018 Valentine's Day story so please vote. Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story. WARNING: If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read. If you do like those themes.....

Sissification 101: Ch. 01

by silkstockingslover on May 4, 2020
Fetish

Summary: Straight guy is caught watching sissy porn and...Note 1: Thanks to Eric who requested and helped plot this lengthy story. Note 2: Thanks to Tex Beethoven and Robert for editing. Note 3: All characters are at least 18 years old. Sissification 101: Ch. 01 1. MY SISSY CURIOSITY I've always liked nylons. I grew up when they were still popular and...

Writing Erotica For The First Time

by LitKate on Sep 16, 2017
Transsexuals & Crossdressers

I always found it somehow difficult to type on a laptop when it was actually on my lap. Even more difficult when crammed into a car that's driving around on bumpy af roads. But I had wanted to try writing erotica. Nothing overly fetishy or magical. Just something that spoke to what it's actually like being like a modern trans girl or whatever. I just wished...

From a Husband to a Dutiful Sissy Ch. 07

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Seven will also advance the time of my story here a bit. To move my story along into a lifestyle changing story I will have this chapter set seven months after Phil was outed as crossdressing sissy named Chantel. Over the last seven months, life for Chantel has become entrenched as a sissy maid and slut. The sex video productions put up online have...

Sissification 101: Ch. 06

by silkstockingslover on Sep 28, 2020
Interracial Love

Sissification 101 Ch 06 Summary: Eric gets fucked by BBC for the first time; Joan gets black pussy. Thanks to Eric who requested and helped plot this lengthy story. Recap so far: Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose watching hypno-sissy porn by...

My Wellhung (15"BBC) StepDad

by BibiBimbo on Apr 22, 2025

2 days after Bibi's 18th. birthday, the Sissys Mum brought her new NiggaMaster/Husbond-to-be with her home where Bibi was introduced to Rex, the WimpWuzz's next NiggaStepDad, who was 2m high, Wellbuild & Muschular weighing 125kg & Extremly Wellhung having 15" looong & 4½" thick Big Black NiggaCock.. He liked how the Bibi dressedUp as 'B...

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An Obsession

by Marcus_Cicero on Jul 30, 2019
Transgender & Crossdressers

It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla. Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...

Suffering Sapho

by Overcharge on Apr 22, 2025

Soooo before we start with the hot fetishy action, I've gotta say this is all a fantasy obviously, lesbians can't actually be turned straight.I'm just a trans dyke with a kink, I don't actually want to fuck a guy IRL. So now that's over with on with show.We've got dykes to break and corny sex scenes to write. Will mostly include canon lesbian characters thou...

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