by
switchhitter420
on Sep 18, 2017
Transsexuals & Crossdressers
My first stab at erotic literature, let me know what you think! Part one of a serialized fantasy journey into sissy faggotry.
*****
About ten years ago, I ended a pretty serious, 1-year relationship with a woman I had met while working at a bar. She was this classic beauty: elegant, dirty-blonde hair, thin frame, striking facial features, an amazing ass an...
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- 14 Comments
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Transsexuals & Crossdressers
I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it.
I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for th...
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- 34 Favorites
- 5 Comments
- 1,051 Words
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by
kendra13
on Feb 13, 2018
Fetish
I am a blue collar manager type and live a pretty work a day life during the day, but at night, I have a rather interesting sideline. I am a sissy trainer. You see, many sissies are married and end up coming out to their wives. To most couples, this just creates a fun little fantasy for play during sex, but for some, it becomes more. For these couples, at so...
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- 6 Comments
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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
Stillherer
on Sep 19, 2017
Transsexuals & Crossdressers
She was leading me unerringly to my place. How did She know where I lived, I wondered briefly before the effort of walking with such a large plug in sissy hole forced my attention else where. Panting more from nerves than the walk I quickly opened the door to the building to get us in and off the street. Almost immediately my landlady was upon us. I nearly s...
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- 14 Favorites
- 1 Comments
- 4,196 Words
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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...
- 22,812 Views
- 21 Favorites
- 1 Comments
- 3,975 Words
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by
sissymissyct
on Sep 18, 2017
Transsexuals & Crossdressers
The call from Mistress Andrea made my day. I hadn't seen her for over a week and was looking forward to playing with her & having my chastity finally removed. You should know that Mistress and I have known each other for many years and have I always enjoyed being her sissy sub.
Lately she has been training me to be more feminine in appearance. I have been r...
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by
maturesubmale_for_F
on Apr 22, 2020
Transgender & Crossdressers
Dear readers,
This is a continuation of my story 'Miss Johnstone's Lesbian Sissy Slut' and I sincerely recommend reading that story first as it provides background for this one.
Enjoy and please take time to give me some feedback!
Theo
3. Intermission: Further training
Following the loss of my sissy virginity just after I had turned eighteen years old,...
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by
ShyBiSub
on Sep 24, 2019
Transgender & Crossdressers
All Characters are over 18.
The first part got wayy more views than I ever imagined so I decided to continue ;) Thank you
*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.*.
Memories from Part 1
"Good girl. See you again next week, same time"
He squeezed James' bottom in his hand.
"Yes Daddy"
The Crush
James couldn't stop thinking of what happened that d...
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- 3 Comments
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by
Cynthia Sissy
on Jan 2, 2019
Transsexual
(feel free to message me about anything! I'd love to hear from my readers :))
The alarm beeps away as you groan at the sound of it. A cool breeze rustles the curtains, letting the sun peek through. Pushing your hair to one side, you check the time.
"Oh, it's still early," you say, pushing the sheets away to reveal your blue satin panties and chemis...
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- 197 Favorites
- 97 Likes
- 1,200 Words
- chyoa.com
- Interactive
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