by
91timhard
on Apr 22, 2025
Since your little sister hit puberty, she got incredibly hot. Her boobs grew to a perfect size and shape, her has is round and spankable. Her skin is incredibly smooth and her legs are long for her short stature. You feel ashamed every time you fantasize about her. But you just cant help it.
One day your horniness gets the better of you, and while she is in...
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by
DrLuverotica
on Sep 12, 2017
Transsexuals & Crossdressers
COFFEE
"Thanks for me, Raquel, I'm at the end of my tether and I don't know what to do with Dan anymore." I was meeting Raquel, one of my colleagues for coffee. She knew I was struggling with my husband, but didn't know the problem was in the bedroom.
"That's alright, Jo. My pleasure."
"Look what I've got to share with you is deeply embarrassing, so I beg...
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- 13,506 Words
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by
Chuveiro
on Dec 17, 2018
Fetish
It was already December and I was home alone. Mommy had gone shopping all things she would use on Chiristmas dinner, which would be at our house. I went to my room and got my clothes and toys. I was a sissy, but nobody in my family knew that. The only person who lived with me was mom but she was so old she couldn't notice anything. I dressed up and started t...
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by
Sissyhalo1
on Jun 1, 2020
Transgender & Crossdressers
My life changed about a year after I was done college.
I'm Mason, or I was and I used to be a football jock all through high school and played all through college and after all that I kind of just never got picked up.
So...what do you do with a physical education degree?
Most guys taught gym or coached some places. Me? I got a massage job at a spa. There...
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- 6 Comments
- 1,223 Words
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by
Sissy_Sammi_
on Dec 3, 2017
Transsexuals & Crossdressers
Sam had always been rather small and feminine. As a guy puberty seemed to have missed him which left him in the rather uncomfortable position of being very girly. He was only about 5'8" with a womanly rounded face, smaller waist, and slightly larger hips.
He had brunette hair, which for a guy was on the longer end. His lightly tanned white skin pieced with...
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by
Parasissy
on May 7, 2019
Transgender & Crossdressers
I have to tell you about the experience I had with my wife the other night. But first a little background for context. I have been married to my wife for over 10 years, I told her a little about my "adventurous" side before we got married, and I've slowly revealed more as time has passed.
She tries to accommodate my Sissy desires, but truthfully she is not...
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- 8 Comments
- 1,027 Words
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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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by
maxy007
on Sep 12, 2017
Transsexuals & Crossdressers
It was your usual high school gath. At the time I was just an innocent 18 year old enjoying life with some friends. My name is max, and this is the story of how a small 20 person gathering turned me into a sissy.
It was mid-year of the final year of high school, and my friend Isabel was holding a gath on Saturday night. It was a welcome break from study, a...
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- 116 Favorites
- 27 Comments
- 2,171 Words
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by
OathkeeperPath
on Apr 22, 2025
The sun was setting over the horizon, painting the schoolyard in hues of orange and pink. Graduation caps littered the ground, reminders of the euphoria that had swept through the air just hours earlier. Amidst the abandoned caps, there was a lingering sense of farewell, a mixture of excitement and melancholy.
In this bittersweet setting, you found yourself...
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by
Galadreyil
on Sep 2, 2017
Fetish
I sat waiting in the waiting room of the ER terrified of what the doctors might have to do to me. My penis throbbed painfully and the tip was painfully sensitive. Any shifting or movement brought searing pain and the rest of it just kept throbbing. A few days ago I was out skateboarding with some friends. I went to do a trick that I had always landed before...
- 48,918 Views
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- 1 Comments
- 2,134 Words
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