by
Slipperylock
on Apr 8, 2019
Transgender & Crossdressers
It had taken six months to get to this point. As I stepped out of the bathroom, I caught sight of myself in the full-length mirror, and shivered. I was shaved below the eyebrows, hairless and smooth, except for a cute landing strip above my locked chastity cage. Other than the cage, I looked like a thoroughly average 21 year old boy, my small and skinny fram...
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by
Slipperylock
on May 11, 2020
Transgender & Crossdressers
I started pretty slow. I'd wear it for at first hours, then a day, and then finally overnight. That one had been the hardest, no pun intended. I would wake up multiple times a night, locked in sweet torture between the inevitably erotic thoughts in my head and the bittersweet tightness between my legs. The first time I'd tried it, I'd made it till 2 a.m. bef...
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by
BillyBaroo4you
on Aug 31, 2020
Transgender & Crossdressers
A Sissy Boy Transformation (Continuation of Part I)
Part II - A "Real Sissy Girl" Now
Jazzy looked down at the table than in the mirror, then slowly began to apply her makeup, heavy amounts of it to get that bimbo presentation that Mistress wanted so bad. Sparkling hot pink lip gloss, she was wet by the thought of it. Pressing it to her lips, the butterfli...
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by
DivinaTellsAll
on Jan 1, 2019
BDSM
Exactly one month ago, on a cold Saturday night in Dallas, Madame Vega and Goddess Kimberly evaluated what I had previously referred to (my entire life), as my cock.
This evaluation revealed what I already knew at heart. It was far too tiny and small to be used as a cock, or even considered a cock.
I begged them to allow me to embark on a quest that would...
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by
Sissyhalo
on Nov 25, 2017
Transsexuals & Crossdressers
They say you're born gay, they say you can't catch gay, that you can't be made into something you don't want to. That somewhere deep, deep down you really want it.
It's somewhere in between and none of it either.
It's actually so much like dominatingly slick, sinking, drowning...so very like that first time you sink into sweet sissy ass.
It started for me...
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by
DivinaTellsAll
on Jan 1, 2019
BDSM
My name is Divina. I serve Goddess K. and Madam Vega. I am on a journey to become their perfect sissy girl, and a cuckold slave to Goddess K (who is my wife).
The following is a true story of an assignment given to me by Madame Vega, and carried out with Goddess K.
Assignment: Watch cuckold hypnosis video pornography, with my chastity cage locked and and...
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by
Sissyhalo
on Sep 13, 2017
Transsexuals & Crossdressers
Finding a place in the city is rough sometimes for a good place honestly and I spent two years in a real shitty studio apartment with not even a laundry room in the building and just no room or increasingly no room.
And my luck turned around after I won money.
Seriously there's a 50-50 draw at work and just sort of on a whim I put my name in and I won. Not...
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by
His_fag_wife
on Sep 18, 2017
Transsexuals & Crossdressers
It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his naturally submissive tendencies by pushing back against her finger, his female doctor had decided to test just how submissive he was. She gave him the option to back out if he didn't want to go any further, but she told him that if he did want to go furth...
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by
Shauna_Wood
on Jul 9, 2019
Transgender & Crossdressers
When I was in my early 20's I used to play a lot of online video games. First person shooters, mostly. The Battlefield series, especially. I had started playing games online with a guy named Chris who had gone to high school with my ex-fiancé. He and I had met through her and had really hit it off. We had remained close even after she and I split. He lived u...
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by
silkstockingslover
on Oct 16, 2018
Fetish
Summary: With his wife's help and support, a man becomes a sissy for black cock.
Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further.
Note 2: This is dedicated to the real Paul who requested this story.
Note 3: Thanks to:...
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