Transsexuals & Crossdressers
As I sit in my office, I am wearing my pink sissy uniform, watching the hired gardener dig up the weeds out front. I'm not supposed to expose myself to others, but my sissy rules state that I must be in uniform when nobody else is inside the house. I'm doing work, but all I can really concentrate on is the idea that I should be on my knees sucking cock, or b...
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by
JPantyboyVSL
on Jun 5, 2018
Transsexuals & Crossdressers
This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapter 1 before reading chapter 2.
***
The Amtrak train Jaymie was onboard with his new Mistress, Sydney had just pulled into NYC. Jaymie had to get...
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by
ppeaks42
on Sep 16, 2017
Transsexuals & Crossdressers
"We need a little more feminine energy around here."
The words hung in the air as Tommy's devoted licking of Mia's ass slowed to a stop.
"You mean another woman?"
Mia hooked her legs behind Tommy's head and pulled his face back into her ass.
"No, I mean you, you dumb sissy bitch."
Once Tommy finished with pleasuring Mia, she led him into her closet. She...
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by
Helenthemaid
on Sep 16, 2017
Transsexuals & Crossdressers
Previously....
After several years, I was completely in their command, and when feeling particularly cruel they would invite several of their female friends around and introduce me as Jennifer, a cousin visiting for the weekend. Very soon I was getting invited to lots of girlie parties and events. Julie and Janet made sure I accepted every invite. I was alw...
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by
tinkerslut
on Sep 13, 2017
Transsexuals & Crossdressers
A fantasy written to my mistress..
Sissy kneels before you, her eyes down, waiting on your pleasure. Sissy is wearing frilly panties with a matching bra, thigh high black lace stockings encase my legs. The red dress barely covers her smooth bottom. The high heel shoes, locked on my ankles, crossed behind me. I can't speak because of the ball gag in my mouth...
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by
jealouscuck
on May 30, 2018
Transsexuals & Crossdressers
The trip to New York was indeed the watershed moment in our relationship. Karen was showing me off as her submissive husband. I could have been resentful of the way she had me come out, but I was enjoying the excitement too much to complain. She had made such a show of chastising me when she found out about my fetish because we were not to have secrets from...
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by
Dostoyevshe
on Sep 16, 2017
Transsexuals & Crossdressers
One day I was bored and horny so decided to cruise around a local adult store and find some action. I squirted a good amount of lube into my ass, slipped in my favourite 3 ball butt plug and put a pink chastity cage on my tiny cock. I wore hot pink lacy panties and bra, a tight PVC miniskirt, high heels, a pink jacket and heavy makeup like a whore, complete...
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by
usemetoday1962
on Jun 25, 2019
Transgender & Crossdressers
Chris had now decided that when we played he wanted me to be his slut. He had inherited some money and decided to purchase a small home. He knew i could help him do work in it so the house he brought had an unfinished basement. First thing he wanted was a wall splitting it in two so one side could be a play area and the other a mancave. But instead of a door...
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by
keptsissy
on Sep 26, 2017
Transsexuals & Crossdressers
"You've come a long way, baby." He smiles at me, watches me as I cross my legs. I'm sitting across from him. I can tell the effect I have on him, every time he visits, sees me dressed fem for him, he's hard, rock hard when I meet him at the door. And I know what outfits turn him on the most. I know he fantasizes about me when he's fucking his wife. She doesn...
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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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