by
Sissy_Chantel
on Sep 14, 2017
Transsexuals & Crossdressers
Chapter Twelve: Chantel's day off.
Ohhh, and ahhh as I awake and stretch in my bed. Mmm a blissful sleep where I see the clock and that it's actually 10:00am. At first I freak out a little bit as it normally would be very late for me. But I soon realize Master has allowed me a blissful and free Sunday off. I then get out of bed, my butthole is sore from the...
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by
lapitup_
on Jul 2, 2018
Transsexuals & Crossdressers
I never noticed in the moment, but I had been a sissy my whole life. Growing up I was always the shortest boy, always the weakest, I never had a girlfriend, and I wasn't good at any sports.
My mom always told me I would grow into a man eventually, but that never happened, even during puberty my growth was minimal. By the time I finished high school I was a...
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by
Satanicsissybitch
on Sep 23, 2019
Transgender & Crossdressers
Warning: there's a lot going on here, diapers, sissies, interracial sex so if any of those things are an issue you may not like this story.
***
Where do I even begin with this story? I don't know why but I feel absolutely compelled to share my recent experiences online and I can only assume it has to do with that horrible hypno-therapist one of my supposed...
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by
dawnib66
on Sep 12, 2017
Transsexuals & Crossdressers
...... So, he walked up and positioned himself at my cum soaked pussy and penetrated me, and as he did I couldn't help but moan and encourage him by saying, "Fuck my pussy".
As he was pounding me relentlessly for the next few minutes, he began to tell me about himself. "I noticed you the day you moved in. I knew you were a slutty little sissy then, and I k...
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by
silkstockingslover
on Jul 14, 2020
Transgender & Crossdressers
Sissification 101 Ch 04
Summary: Eric sucks his first BBC in a threesome with Joan.
Thanks to Eric who requested and helped plot this lengthy story.
Recap so far:
Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose watching hypno-sissy porn by his...
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by
Stillherer
on Sep 16, 2017
Transsexuals & Crossdressers
Tanya knelt in the middle of the room rocking back on her haunches slightly stunned, struggling for breath. Cum. Cum coated her face. Cum dribbled from her mouth. Cum dripped from her chin. Cum. Cum slid down her forehead. Cum streaked her hair. She tasted cum. Breathed cum. Cum pooled in the cups of her pretty pink bra. Cum soaked her pink slip making it tr...
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Transgender & Crossdressers
Day 1 - Roxy Arrives.
[The New Orleans installment of the travels of Roxanne Cox, a mature (kinky) cross-dresser from the DC area.]
I arrive mid-afternoon at Louis Armstrong Airport from Washington DC and find my shuttle to my hotel just off the French Quarter. I am on the first day of a three-day business trip. Travel is the one time I get to fully dress...
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by
SindySuxALot
on Sep 13, 2017
Transsexuals & Crossdressers
Domina Lucy
Sissy Sindy sat in her room staring at her computer monitor. Her mistress Lucy had ordered her to stay in here and watch gay fisting videos. Her eyes watched the screen as closely as she could since she knew she might be tested on the content later. She was mildly distracted from the video by the huge vibrating plug inside of her sissy pussy. I...
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by
Samuelx
on Sep 11, 2017
Transsexuals & Crossdressers
After months of hesitation and much soul-searching, a momentous decision finally got made. The big Black dude burst into Mistress Chocolate's den in downtown Ottawa, Ontario, and told her of his rather unusual request. The six-foot-tall, gorgeous Black Canadian female dominant listened to him, and then agreed to make his most forbidden fantasy come true. It...
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by
Subkoksukr4u
on Jul 16, 2019
Transgender & Crossdressers
It felt like a bad dream. My body was sore from been used by the staff. seems like I'd been fucked constantly the past 24 hours.
I was getting used to my large breast implants now, however, the cage on my new huge penis prevented erections but kept me aroused and dripping pre-cum.
Madeline arrived and entered my room arm in arm with the doctor. I noticed...
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