Sissy Breast Implant Surgery Porn Stories

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It All Started With A Dildo

by AmyMaid on Apr 22, 2025

It all started with a dildo and experimenting with crossdressing and after the first time I jizzed like a girl I was a wrap from that moment on. I started doing it more often and eventually I was able to make it happen several times in a row with a toy but I had trouble having a man do it for me. I was a little self conscious about it and I wasn't sure how s...

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Fake Breasts: A Male's Perspective

by Stefan_J on Sep 16, 2017
Reviews & Essays

Fake Breasts or: How I Learned to Stop Worrying and Love My Body Fake breasts, they're everywhere. They're in girly magazines, movies, on the streets and in our homes. In the last decade we have been inundated with these ugly, gravity defying, unnatural attachments to the female form, and this blitz of ballooning busts seems unlikely to peter out in the nea...

Eve Quest

by JJ Neal on Sep 19, 2017
Transsexuals & Crossdressers

Chapter 1 My name is, or maybe we better make that was, Andy Moore. Until recently my personal identification was in the name of Jamie Jo Moore and everyone I knew called me Sissy. My parents died in an automobile accident when I was twenty-four years old leaving me an estate of around $3,000,000.00 and an eighteen percent interest in an insurance company...

Britnee Busted XXX Ch. 03

by gfunk45 on Feb 11, 2019
Group Sex

Britnee was dreaming. Dreaming she was the red rubber ball on the end of a rubber band attached to a paddleboard. She was slapping against the paddle thwapapapap. She didn't mind the slapping, she did mind the air raid siren blaring in her ears. It sounded like the end of the world. "Shut Up!" she screamed. She jerked awake. It took a moment to realize the...

Meeting After Ten Years Ch. 07

by Tdisk on Sep 19, 2017
Fetish

Recap of Chapters 01-06: Becca had strange side effects from her participation in a drug trial. Her breasts swelled from B to more than DD. She began lactating and was horny most of the time. She loved her new body and on re-connecting with Mike after ten years found he was more than willing to service her milk filled breasts and sexual needs. They soon form...

I-Blivion

by Farmerboy on Sep 14, 2017
Sci-Fi & Fantasy

"Beck, pick up?" A conscientious officer, Detective Beck would certainly have answered the incoming call on his dashboard device had he not been otherwise engaged. This part of the city was rife with prostitution, and Beck's favored predilection was particularly well served. Cradling his monstrous cock between her ludicrously ample breasts was Samara, forme...

Dottie's Back Ch. 01

by buttboi on Sep 12, 2017
Transsexuals & Crossdressers

My thanks go out to Earl Grey for his assistance with editing this story. This is a continuation of the "Sissy Hubby" series. To fully comprehend this story, the "Sissy Hubby" series should be read first. As always, your votes and comments are appreciated. *** Four weeks had passed since my first blowjob party. In that time, I had become obsessed with g...

My Medical Vacation

by sissymissyct on Jul 10, 2019
First Time

BRENDA'S MEDICAL VACATION by Brenda Finally on the way to the airport. My first trip to Europe. I wish my wife was coming with me but she was just dropping me at the Laguardia international terminal. I certainly hoped we would get to go to Europe together and do the normal sightseeing and partying that most couples enjoy, but this was a special trip for me....

Pretty Chris-tine Ch. 02

by jealouscuck on Sep 26, 2017
Fetish

My wife, Sharon, and I were lifelong friends. We eventually began dating and then got married. The idea that eventually shaped part of our sex life was her grandmother remarking that I was too "pretty" to be a boy. She thought that my complexion and clean looking face was attractive. One time as a lark, Sharon asked me to let her put makeup on me. I initiall...

Letter from Lythgoe Heights

by justincbenedict on Mar 7, 2018
Transsexuals & Crossdressers

Dear Shoeblossom: I want to tell you about my male master, Emil. He is Austrian, and although I am, I think a heterosexual male, not really bisexual, or maybe a bit now... But Emil is a find! Just this morning I was being tutored in how to edge without cumming. When I got close, kneeling in front of Emil, he reached down and tweaked the mousetrap on my ri...