by
FrostShard
on Sep 13, 2017
BDSM
Dear sissy,
I trust you are preparing yourself well for our session next week. This session will be your final plunge into the realm of sissyhood. Thus far, you have simply dabbled in it, all the while essentially staying a man. All that will change starting from this session.
Starting now, from the moment you finish reading this letter, one thing will cha...
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by
nancyvasquez
on Oct 15, 2017
Transsexuals & Crossdressers
Crossdressing sissy Terilyn Bardot arrived at the adult arcade around 6:10 p.m. The city was having some kind of carnival on the waterfront, and so most of the parking spaces were gone. Teri went in and stripped to just a 2 piece bikini and her high heels. She freshened up her hot red Revlon lipstick and greased up her anus with Vaseline. Then she waited. An...
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by
cuckcpl4play
on Sep 26, 2017
Fetish
PART 15 POOL 2
As we walked outside, I noticed that our private area was more populated than expected. There were a few more additional males but more than a handful of additional and very attractive females. Sir Jeremy approached my wife quickly and I watched as the other women gawked at her and then began laughing at her as several of them even engaged in...
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by
sissyjolie4u
on Jan 20, 2020
Transgender & Crossdressers
As i was watching the video of Mistress and I for the 3rd or 4th time, my phone rang. "Hello my sweet Joey, how are you doing? I so enjoyed spending our time together, I'm so proud of you and the progress you are making. Are you still in your pink bra and pantie? That is such a sexy look for you, it makes you look so soft and feminine. Tomorrow we will build...
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by
wordyone
on Jul 14, 2020
Fetish
I had the panty time of my life. I was assigned the task of photographing the Edinburgh Festival for a fashion magazine, and my accommodation had been sorted out for me by a friend. I climbed three flights of stone tenement steps to a black door numbered twenty-three and rang the bell. The door was opened by a beautiful creature, little more than five feet s...
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by
Gemsissy
on Sep 12, 2017
Transsexuals & Crossdressers
I couldn't wait to get home from work. My wife said she had something special ready for me. A month ago, she'd found out about all my sissy fantasies when I forgot to clear my search histories. Instead of divorcing me, she did more research and decided to embrace me as a sissy. Now every time I get home, I strip off my suit down to my panties, thigh highs, a...
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by
cuckcpl4play
on Sep 26, 2017
Fetish
Part 14 Pool I
As we departed the room, I was utterly shocked that Master was in fact going to make us walk through the hotel as we were. He walked with his slut in front and I brought up the rear, but following closely in tow. I kept my head down but could feel the stares and after walking by a large group I heard the individuals bellowing at our predicame...
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by
Original_Aramis
on Oct 15, 2017
Erotic Couplings
Randy Evers had nothing but sympathy for his next door neighbor, Sissy Ryan, an absolutely beautiful woman caught in a bad situation. Ever since he had moved into the neighborhood six months ago, he knew that something was amiss in the Ryan household. Sissy's husband, Bruce, was a corporate executive who was at least fifteen years her senior. From the conver...
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by
EROTICbearscribe
on Sep 14, 2020
Transgender & Crossdressers
It was early on Sunday morning. I awoke needing to pee and slipped out of bed, doing my best not to wake Daphne. I could hear him breathing deeply next to me most of the covers on his side as usual.
My roomie was lying on his stomach, his head under his pillow. He looked so sexy lying there. I felt the warm rays of the sun on my back as I breathed in his cu...
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by
SarahCD
on Jan 8, 2019
Transgender & Crossdressers
I first published this experience a few years ago. I prefer to call them 'experiences' since the term 'story' implies fiction to me. My experiences are based upon my real life. Since I started posting my experiences my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more details and corrected some...
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