Sissy Gym Stories

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The old Manor in Swamp-Point Revisited

by talesofswamppoint on Dec 20, 2020
Fantasy

Rain was pouring down over the small town of Swamp-Point. It was very dark, the moonlight was hidden by thick clouds. The few street lamps still in functioning states were not giving much light. A man was running down the deserted street. He wasn't running toward somewhere but away from something. He was clearly afraid of something and couldn't see where he...

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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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Amy Moonlight's Stinky Knickers

by wordyone on Jul 14, 2020
Fetish

I had the panty time of my life. I was assigned the task of photographing the Edinburgh Festival for a fashion magazine, and my accommodation had been sorted out for me by a friend. I climbed three flights of stone tenement steps to a black door numbered twenty-three and rang the bell. The door was opened by a beautiful creature, little more than five feet s...

The Sissy Models

by neverless on Mar 12, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** "It's not something I've ever done," Daddy said, with a frown though the fact he hadn't laughed it out of hand meant I knew I had a good chance of persuading him. "There's a first time for everything," I answered. "What if someone recognises us, Ricki?" he asked. "They won't"...

First Time Meeting Master Gene

by sissysubTiffany on May 29, 2018
Transsexuals & Crossdressers

First off a little about myself as I am bi having been with both sexes, but lately only men. I have always it seems to have been attracted to a male cock, but not to men as weird as that may sound. For awhile now I have been going to an XXX Theater Book Store in a town about 45 minutes from me hoping no one would know me there sucking cocks and getting mine...

A Sissy (S)exercise Fantasy

by darkheathyr on Sep 16, 2017
Transsexuals & Crossdressers

The following tale of sexual depravity contains adult material. If you are under the legal age for your area (generally 18 or 21), or object to explicit sex, stop reading NOW. Otherwise, if erotic situations and taboo acts turn you on, then please enjoy yourself. The characters and situations are, of course, completely fictitious. Feel free to post or archi...

AliExpress and Sissy Downfall Pt. 10

by His_fag_wife on Jan 23, 2019
Transgender & Crossdressers

As Charlie with her head raised off the cushion admired her new sissy pussy, she felt a complete head rush. As she and Tim had discussed just one guiche piercing at such length, over and over, texts flying back and forth on the crest of a wave of horniness and a submissives deep desire to please, she had fixated on the idea of being pierced without her wife...

Strawberry Milk Pt. 04

by Sissyhalo1 on Jul 6, 2020
Transgender & Crossdressers

Once I figured out how I wanted to experiment with this revelation on my nanos I decided on Dr. Corey as the start and Jill my porn store sissy. Dr. Corey was fucking me everytime I seen him and I started trying to concentrate as he breastfed from my huge titties. Not out loud but like mentally to my nanos. ~Harder, a harder bigger cock...more sperm, more...

Jenny and the Wedding Dress

by Gemsissy on Sep 13, 2017
Fetish

I parked my car on the side street as I'd done a dozen times now. I was very excited and my cock was hard in my sissy panties as I got out of the car. Grabbing my gym bag, I felt the weight of the breast forms I carried in it, excited to put them on soon. I'd waited several weeks since my last visit to save up a nice amount of mad money. I never got out of a...

Sarah Goes to College Ch. 05

by Sarahcheer on Sep 19, 2017
BDSM

Chapter 5: Sarah and Brian's First Game Sarah and Brian had been kept in separate kennels and had practiced at different times with the cheerleaders. Both were learning that their routine was going to be somewhat based on being chased, but neither could figure out exactly what or who was going to be chasing them. For Sarah, the ordeal seemed to be easier, a...