by
TaykenByDaddy
on Sep 12, 2017
Transsexuals & Crossdressers
I had been seeing Daddy Larry for over a year at this point. He was the third cock I ever sucked and the one to claim my sissy virginity by being the first to fuck my ass. He was exactly my type; early 50s, stocky hairy build with a small gut and over seven thick inches of manmeat that wanted nothing more than a younger guy to drain his load. The more femini...
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- 6 Comments
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by
Sissy Adele Howells
on Oct 13, 2017
Fetish
At 50 years old, I have started to have kinky thoughts about older women. This fantasy that I am about to narrate to you concerns three neighbours of mine. Between them their ages total 200 years. They have found out that I'm a kinky sissy, but this seems to make them crave for more sexual activity. The eldest of the three Joan Harries, encourages the other...
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by
kayla_femboi
on Sep 16, 2017
Transsexuals & Crossdressers
The following story is mostly true. I changed the names for the sake of privacy and maybe spiced up the details a bit.
A little background about me: my name is Brian, although when dressed i feminize me name to Brianna. I was a closet crossdressing sissy. I had always been effeminate growing up and a bit confused sexually. I never really dated girls. Inst...
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by
FrostShard
on Mar 6, 2018
BDSM
The day after Mengxia had me listen in to her having sex with her boyfriend, I went back into work with some trepidation. Aroused from my three weeks denied orgasm, humiliated by the events of the previous evening and nervous about my meeting with Mengxia that evening, I could barely focus on work, and it seemed to take ages for 5 pm to roll around.
At last...
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- 2 Comments
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by
libertinaXx
on Sep 25, 2017
Transsexuals & Crossdressers
Thank you to everyone who sent me messages about the last story, I've tried to include things people wanted to see in the sequel. Hope you enjoy
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I woke up, stretched out and smiled as I felt the familiar sensation of my girlfriend's panties rubbing on my cock. The feeling instantly brought back memories of the night...
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by
silkstockingslover
on Oct 16, 2018
Fetish
Summary: With his wife's help and support, a man becomes a sissy for black cock.
Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further.
Note 2: This is dedicated to the real Paul who requested this story.
Note 3: Thanks to:...
- 72,935 Views
- 141 Favorites
- 25 Comments
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by
chasingrisque
on Sep 13, 2017
Transsexuals & Crossdressers
I slobber on the thick, veiny cock in front of me. I slurp away like it's an ice-pop on the hottest day of summer.
I'm dressed in a red plaid skirt, a white shirt with a matching plaid badge that reads 'head girl', the neckline just low enough to reveal my leopard print bra. The skirt is riding high enough to reveal the matching thong and floral patterned...
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- 8 Favorites
- 2 Comments
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by
His_fag_wife
on Sep 25, 2017
Transsexuals & Crossdressers
This story includes extreme themes of sissification, interracial domination, watersports, cock sucking, if any of these themes are not your thing, please don't read it.
*****
"I think you should have tattoo on your back above your pussy cheeks and another above your little Sissy clit."
"But I couldn't do that Master, my wife would see." Amber was almost b...
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- 24 Favorites
- 6 Comments
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by
Samuelx
on Sep 11, 2017
Group Sex
Sometimes what you're looking for is closer than you think. Take my fiancé and I for example. My name is Stacey Walton and I'm a young Black woman living in Milton, Massachusetts. I studied business administration at Bay State College and earned my MBA at the University of Massachusetts at Amherst. Presently I work for a real estate company in Brighton. I me...
- 17,177 Views
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by
Sheermistress
on Dec 5, 2017
Transsexuals & Crossdressers
Life with Miss Ida – Part 6 - A New Development
On most weekends Mistress and I would enjoy a nice wine or two with our evening meals however, on this particular Saturday, Mistress was enjoying more wine than she usually drinks – we had decided to do the twin, 'Schoolie-Slut' thing this evening, with both Mistress and I in matching, tartan mini-skirts, whi...
- 11,182 Views
- 2 Favorites
- 3,750 Words
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