Gay Sissy Bbc Stories

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Story of a Sissy Cuckold

by HughJanus on Oct 24, 2019
Fetish

Hi there, my names Michael but everyone just calls me Mike, i'm a 46 year old guy, i was an average guy living an average life, married to the love of my life, her name is Samantha. Shes my high school sweetheart, we dated all through high school then when we graduated we got married. She still has a smoking hot body, even all these years later, she works ou...

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Sissy for Mommy's Nipple Cream Ch. 04

by ppeaks42 on Feb 11, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Jaime clasped a hand over her mouth in horror, but it was too late and she knew it. Chills ran down her spine as Julia sauntered over with a wicked smile, then opened the door to reveal her sissy daughter sitting there wearing nothing but her lacy panties and her steel clitty cage...

Adult Trip Pt. 04

by cuckcpl4play on Jul 18, 2018
Interracial Love

Master released me from the tree and quickly positioned both hubby and me on our knees next to one another. He handed me a brief and simple contract and ordered me to read it aloud. Obediently I read the contract as demanded. "You have agreed to be Master's dirty married white whore for the remainder of Master's trip, subsequent trips to this hotel where...

Roommate Dress-Up

by silkstockingslover on Oct 26, 2020
Transgender & Crossdressers

Summary: Straight guy is feminized by female beauty. Note 1: This story is dedicated to the real Mike who requested this story. Note 2: This is a 2020 Halloween Contest Story so please vote. Note 3: Thanks to Tex Beethoven and Robert for editing this story. Roommate Dress-Up "Shit," I sighed, as I saw my outfit for the wedding... I should have guessed s...

The twisted DM

by Nobody567 on Nov 21, 2019
Fantasy

Authors notes: please like and comment my stuff I desperately desire your feedback and approval. I am new at this and recently redid the intro hope you like it. A being beyond space and time whose goal is to torture, torment, pleasure and change his players in ways that you cannot begin to fathom for his entertainment and pleasure. He sits at multiple tables...

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Humiliation Journey The Beginning

by Subkoksukr4u on Jul 16, 2019
Transgender & Crossdressers

It felt like a bad dream. My body was sore from been used by the staff. seems like I'd been fucked constantly the past 24 hours. I was getting used to my large breast implants now, however, the cage on my new huge penis prevented erections but kept me aroused and dripping pre-cum. Madeline arrived and entered my room arm in arm with the doctor. I noticed...

Broken In by BBC

by sissyashley4bbc on Jan 15, 2019
Transgender & Crossdressers

My wife, Jena, and I married so young, right out of high school so we were still only 22 when we had our 5 year anniversary earlier this year. Things had gotten a bit stale in the bedroom. We are both very open sexually, but we just found ourselves in a bit of a slump. So open to the extent that we had even tried some threesomes previously, both with an ex...

Hypnotized

by Satanicsissybitch on Sep 23, 2019
Transgender & Crossdressers

Warning: there's a lot going on here, diapers, sissies, interracial sex so if any of those things are an issue you may not like this story. *** Where do I even begin with this story? I don't know why but I feel absolutely compelled to share my recent experiences online and I can only assume it has to do with that horrible hypno-therapist one of my supposed...

Another Sissy Shopping Adventure

by sissysherry2 on Jul 18, 2018
BDSM

In my last story, I related a story about a mistress who gave me a sissy assignment several years ago. This involved going to a mall and getting a makeover and getting girly clothes. Like the other story in this topic, there's no sex just some good old fashioned humiliation. This is the latest adventure and I hope you enjoy it! ********************* I h...

Roxy's Steamy Trip to the Big Easy

by RoxyS on May 12, 2020
Transgender & Crossdressers

Day 1 - Roxy Arrives. [The New Orleans installment of the travels of Roxanne Cox, a mature (kinky) cross-dresser from the DC area.] I arrive mid-afternoon at Louis Armstrong Airport from Washington DC and find my shuttle to my hotel just off the French Quarter. I am on the first day of a three-day business trip. Travel is the one time I get to fully dress...