by
pluggedforlife
on Jun 5, 2018
Transsexuals & Crossdressers
His heart was pounding with passion. The big black dildo slid in and out of his well-lubed butthole, tickling his prostate.
He could feel the large black penis glans squeeze out a drop of precum as he exhaled a moan of lust that was building up in his lungs.
His steel chastity cage was flopping up and down, hitting his smoothly shaven crotch. His silver ho...
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by
Caged4goddessd
on Mar 12, 2019
Transgender & Crossdressers
It really all started in college. I was a fairly typical and somewhat popular guy. I was involved in a few different clubs and a member of a popular fraternity on campus. Of course, this led to me knowing quite a few of my classmates and at the time I had my share of success with the females in my classes.
It was my junior year and at the time I was dating...
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by
His_fag_wife
on Jul 13, 2020
Transgender & Crossdressers
"OK off with the wig now and we'll get rid of body hair first and then we can document the necessary changes."
Mistress Red pulled off Charleigh's wig, one of the last vestiges of Charleigh's feminine sissy armor and as Pete looked in the mirror, he wondered if he was doing the right thing. With his bald head, flabby pecs and miniscule caged cock, he certa...
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by
Anon729
on Sep 16, 2017
Transsexuals & Crossdressers
My first ever story here so I would appreciate any feedback. Hope you enjoy it!
*****
Sunlight drifted gently through the hotel room as I woke up and rolled over to feel the warmth of Rosie next to me.
"Morning sleepy head," she greeted me with a smile. "No time to waste if you're getting ready for the stag."
It was just 3 days until our wedding and the...
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by
sissytoy20
on Apr 17, 2018
Transsexuals & Crossdressers
I slept in the next day and no one bothered me. The sunlight streamed in through the windows as I got up, bathed and got dressed in a skin-tight black minidress, bra, thong panties, and a pair of slut heels. I did my best with my makeup but I was still critical of my look. I knew enough about makeup to know that I could look so much sexier if I knew what I w...
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by
His_fag_wife
on Apr 17, 2019
Transgender & Crossdressers
He couldn't help himself, it was a new office environment for him and she truly was stunning. Even her little sister Claudia was delightful and sexy, but in a more understated way. The fact that she worked for Georgia her sister, set the hierarchy, but even more so, Georgia towered over her younger sister, and then there was Georgia's innate sense of style a...
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by
secondsamuel
on Dec 3, 2019
Fetish
Author's Note: My wife and I have been together for nearly ten years. In that time, we have been heavily involved in the local BDSM/Kink/Swinging scene, usually labeled ubiquitously as the lifestyle.
I am incredibly fortunate to have such an open-minded and sexually adventurous partner. With her permission, this series shares and amalgamates some of our mo...
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by
Sissyhalo1
on Jul 6, 2020
Transgender & Crossdressers
Once I figured out how I wanted to experiment with this revelation on my nanos I decided on Dr. Corey as the start and Jill my porn store sissy.
Dr. Corey was fucking me everytime I seen him and I started trying to concentrate as he breastfed from my huge titties. Not out loud but like mentally to my nanos.
~Harder, a harder bigger cock...more sperm, more...
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by
DivinaTellsAll
on Jun 4, 2019
BDSM
At Madame Vega's instruction I had spent the last hour edging myself. This is not always an easy task for a sissy who is not allowed to stroke her clitty. The edging was primarily accomplished by the use of a vibrating wand inserted in my fuck hole, and an Hitachi wand that I could rub my clitty on, as I teased my fuck hole deep inside. I had been banned fro...
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by
Bobbirox2
on Oct 5, 2020
Transgender & Crossdressers
It was an unusually warm Thanksgiving evening in upstate NY, and I was called out to make an emergency run for my delivery job. I should have checked the weather better before leaving the house to make the run, as my route usually takes me about 4 hours each way with me expecting to get home by around 9AM if everything went well and I didn't stop anywhere ot...
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