by
Quietoldie
on Dec 25, 2017
Transsexuals & Crossdressers
The fourth joint Interview
Emily sits comfortably in the waiting room, texting and smiling. There is no question in my mind with whom my lovely wife is texting, nor much less any doubts about the lewd and obscene content of their texts. Emily looks totally ravishingly beautiful, dressed smartly in her business attire, her generous breasts bobbing up and do...
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by
AlexRaymond22
on Apr 1, 2020
Reviews & Essays
So far as I can tell, I invented this world. It draws inspiration from a few other ideas, most of them based around the 'sissy' fetish and subculture, but I've never seen it anywhere else, so please accept my apology if the idea isn't as novel as I mistook it to be. The name is likewise made-up, if anything already has the name, I mean no offense by appropri...
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by
Quietoldie
on Dec 1, 2017
Transsexuals & Crossdressers
I am grateful to another member of Literotica for the story line and about half the content of this story. I have thoroughly enjoyed the collaboration and have found working with a woman has informed my own writing. Chapter 3 will follow shortly.
*****
Third Joint Interview
Emily and I arrive at their marriage counselling session a bit earlier than their...
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by
SissyArlene
on Aug 21, 2018
Transsexuals & Crossdressers
I knew that my secret sissy life was about to be exposed.
Cindy, my wife, had been dating real men since my hormone therapy had rendered my sissy clit useless to her, but she was still trying to keep our "unique" marriage hidden from friends and family.
Two months ago, Cindy said, "I'm tired of trying to keep your transition a secret Arlene. I'm not going...
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by
antares34
on Jul 3, 2019
BDSM
This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+.
*****
Having grown bored with how things were progressing with my sissy son, I have recently ventured into a new and fun project –filming and distribu...
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by
Sissyhalo1
on Dec 23, 2019
Transgender & Crossdressers
I think my dreams that night were pleasant.
I was kind of still just transforming back then.
But when I woke up, I remember the feeling of my butt plug in my ass was pleasing and that my caged cock was perfectly sissy cute and I was good with that.
It was kinda a trip to look in the mirror and see it all.
And walking with the plug, sitting with the plug....
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by
MissDeeLiscious
on Sep 16, 2017
Transsexuals & Crossdressers
We were in the back room of our local drag club, "Miss Thing's", a very special place where only the seasoned and initiated drag queens and sissies are allowed after hours when the queens have finished performing. As one might imagine putting on an erotic performance going as far as the law will allow all painted up in all their glory makes them aroused in d...
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by
Marcus_Cicero
on Jul 30, 2019
Transgender & Crossdressers
It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla.
Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...
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by
felicia_rene
on Oct 12, 2020
Transgender & Crossdressers
Present day:
We arrived at the 'Sissy Salon' which was a covert sex club for downlow gay wealthy men and lesbians. As his agent and pimp I collected all his performance fees. I walked into the 'Sissy Salon' to make sure that everything was in place so my sissy husband could perform. Then I went to his dressing room to make sure everything I requested for me...
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by
MasterJW
on Sep 11, 2017
Transsexuals & Crossdressers
Standard disclaimers apply. I'm indebted to Puzziboi for writing the first half of this chapter: Thank you! I really do enjoy your feedback, so please keep it cumming! Lastly, I encourage you to read the previous chapters before you delve into this one.
Mr. Blackwood slapped his large veiny cock against Lenni's smooth lily white face with an audible smac...
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