by
Candour
on Sep 26, 2017
Transsexuals & Crossdressers
Chapter 1
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A young looking and slight 18-year-old boy sits outside the Headmistress's room, obviously feeling anxious. His legs kick back and forth under the chair and he keeps looking up at the door. His uniform looks unkempt, like he has just thrown it on after Games. After some long, countless minutes elapse, he hears a loud, slow "Come!" from...
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by
sexualsituations
on Aug 24, 2020
BDSM
Philip shifted nervously in his seat as the Board meeting dragged on. As the General Counsel, he had been through many such meetings before, but he was dreading the last item on the agenda this time. On paper, it was an innocuous update by the head of a new employee group called Talent Advocating for Change that included a presentation suggesting the standar...
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BDSM
The clothes pins on his nipples were killing him ... and he loved it. He'd come to learn, over about three months, that he was Mistress Melanie's Pain Slut. Often he wondered what it was he sought more: the pain; the humiliation; or Melanie's approval. She had the ability to expertly dole out a measure of each in a way that kept him coming back for more. Hel...
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by
trixie47cd
on Sep 13, 2017
Transsexuals & Crossdressers
Tammy, the maid took me away to shower quickly in an upstairs bathroom. I was only given about 3 minutes to scrub off the caked on sperm from the guests at the party, then Tammy helped towel me off and completely re-do my makeup.
Goddess had packed a dark brown wavy wig that gave me a secretary or teacher look, but the navy pleated skirt was short enough t...
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by
gbr2004
on Sep 14, 2020
Fetish
I'm finally getting settled in my new place. I have just moved to LA from Kansas a couple weeks ago and had been set up in an apartment by the sales office at the advertising agent who had hired me right out of college. I was so excited to be in a real city and it was so much different from the rural area I had grown up in. College had been fun and I had don...
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by
TonyaTV69
on Sep 25, 2017
Transsexuals & Crossdressers
I grew up out in the country as a boy with my mother and 2 sisters. My dad was never around since he was always off working or as we found out some years later running around cheating. If we saw him at all it was on the weekends for a quick family outing to the mountains or park. Once in a while mom and dad would get all dressed up and go out to dinner. This...
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by
Mixedwritings1993
on Sep 13, 2017
Sci-Fi & Fantasy
David woke up at around 8 o' clock in the morning. He was feeling really numb and half dead to begin with. He wondered what dream-like state he was in as he tried to differentiate between his trance and reality. Both of them seemed identical, except for the presence of a specter-like, bizarre woman. His hands were holding his penis lightly and he felt the od...
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by
madetoobey
on Sep 9, 2019
Transgender & Crossdressers
Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). I'd been forced into a chastity cage and made to start wearing panties all the time. Furthermore, a curious email I'd sent to "Bowser" before I was married led to my past fraudulent activity being unco...
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by
alexyzia
on Sep 16, 2017
Transsexuals & Crossdressers
I met Sherry at a bar. Imagine that. I often picked up women at bars. I'm a good looking man, have a nice sporty car, cash flows freely from my pockets - at the bar anyway. So I do OK at snagging a tipsy babe for a nights folly. But all of the sudden karma has caught up with me. When I hit on her she told me to back off or I'd be sorry. When I persisted, pol...
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by
JenniferTaylorTV
on Jan 20, 2020
Transgender & Crossdressers
Dan felt the familiar tingle as he walked down the street. First there was the pub, then the little cafe with its pretty tables and the stationery store. And then the green door. The one he'd walked through many times but always got the wonderful, knot of expectation in his stomach. Looking straight ahead, he pushed it open and walked through.
Once inside,...
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