by
SissyTwinkleToes
on Jan 13, 2020
Transgender & Crossdressers
Before today, Susie had only ever spanked herself. Nothing could have prepared her for the 220 spanks she'd received earlier, her first serious sissy spanking. Still her butt burns, even in its new pink poofy diaper. And now it's joined by fresh welts and lines on her inner thighs from the cruel canings of the redhead's ruler, as she happily decorates the tw...
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- 1 Comments
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by
JessicaSIssyGurl
on Aug 1, 2018
Transsexuals & Crossdressers
Every Friday evening is my grooming ritual, shaving away every inch of body hair that has cropped up through the week, soaking myself in a bathtub to further soften my skin, red nail polish on my fingernails and toes and finally cocoa butter lathered all over before I sleep that is a thing I do every night though. But before sleeping I message my date for to...
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- 8 Comments
- 2,235 Words
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by
Sissyhalo1
on Dec 16, 2019
Transgender & Crossdressers
It was one of my first lessons as a sissy that I learned on my own.
New girl only appealed for some men.
And there were all sorts of hotter sissy girls there just working it in the food hall and other places.
With real breasts or close enough, with great asses that were getting attention.
And as femmed up my brain was there was still this sort of competi...
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- 3 Comments
- 1,574 Words
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by
SissyLoniOR
on Sep 28, 2020
Transgender & Crossdressers
I've cleared my calendar for the afternoon and going to be spending this time with my fwb Daddy. On the drive over to his place, it got me thinking, he and I have been FWBs for a long time, and this story is an attempt to chronicle how I went from being a newbie sissy wannabe to his addicted, shameless cock slut. This is my first submission ever here; I hope...
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- 5 Comments
- 2,593 Words
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by
SissyTwinkleToes
on Oct 5, 2020
Transgender & Crossdressers
After a long week at work, I was looking forward to a quiet weekend of relaxing in front of the TV with a beer, but my fairy godmother had other ideas. "Good morning sissy," came her stern voice as soon as I woke up Saturday morning. I whimpered, immediately knowing I was in for a humiliating weekend.
She frowned, not pleased with my whimpering. She's an ol...
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- 3 Comments
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by
submissive~pet~
on Sep 14, 2017
Fetish
After the fuckings I had gotten from Max my asshole was so stretched, I had to wear diapers all the time.
Mistress Carolyn used this to her advantage.
She had a few men that liked sissy babies.
The men would bring me all sorts of little sissy clothes.
Dress me up and have me nurse their cocks as if they were bottles of milk.
One day a new man showed up, he w...
- 160,998 Views
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by
Fibaro
on Apr 23, 2019
Transgender & Crossdressers
Mark regained consciousness when Stephanie pressed her lips against his and started pushing his load of cum in his mouth. He had only just sucked a load off of Linda's toes and now he was swallowing yet another one. Every time he came here he seemed to get stuck with a taste of cum in his mouth. Only made worse by the way in which he was fed the load. Well a...
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- 4 Comments
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by
sissymissyct
on Oct 8, 2019
Fetish
Over the next few days I removed most of my male clothing from the house and donated it to Goodwill. I met Wendy as she got out of work each day and we went shopping. The first time was for regular clothing. Skirts, dresses and blouses, leggings and shoes and regular lady's sportswear.
Thursday it was lingerie night. I ended up with multiple bras and camiso...
- 18,431 Views
- 10 Favorites
- 4 Comments
- 8,644 Words
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by
StrictDom
on Sep 19, 2017
BDSM
My new sissy boy has now been tied, hung, and forced to stand on tiptoes for almost 13 hours now. A few times, his legs gave way, and he collapsed, pulling the chain around his balls up. That chain was the only thing stopping him from falling, so all his weight was on his balls. Trust Me, those screams were beautiful, especially when I began beating his ball...
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- 1,077 Words
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by
His_fag_wife
on Nov 2, 2017
Transsexuals & Crossdressers
Tim cupped Emma's arse cheek as they went into the hotel room, stroking her, sliding into the cleft of her cheeks, warming her up a little more, not that she needed it.
Charlie didn't notice them come in at all. Not that she could really turn her head with the thick COCKWHORE collar padlocked tightly around her neck. The cords attached to the dildo were als...
- 38,414 Views
- 27 Favorites
- 6 Comments
- 7,394 Words
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