by
Bobbigirl19
on Nov 18, 2019
Transgender & Crossdressers
When I started college I explored.
I started transitioning as a teenager and I had quasi-regular sex by the time I graduated, but I was still pretty reserved in high school. My experience was three months-long high school boyfriends, two high school friends and a college writer type, and one party hookup with a friend's uncle. College brought me to a small...
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- 22 Favorites
- 1 Comments
- 980 Words
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by
Abitinsecure
on Jan 21, 2020
Transgender & Crossdressers
It started off like any other of the rare days I have the house to myself. I woke up early at sunrise and slipped out of bed and headed for the shower to cleanse myself for the fun I was preparing myself for, something I always make sure to do as my mind starts flooding with my sissy fantasies and curiosity.
I would consider myself a straight guy, work a la...
- 8,094 Views
- 8 Favorites
- 1 Comments
- 983 Words
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by
Gabbytv
on Jul 6, 2020
Transgender & Crossdressers
I am a whore. No cancel that. I am a slut. I love to wear the most depraved sexually appealing outfits. The more quickly I can bring a man to an aroused state the faster I can be on my knees savoring something greater than any drug I've had, cock.
Whether I'm dressed as a Catholic schoolgirl and sucking shaft or dressed like a hooker in spandex and tights a...
- 6,904 Views
- 7 Favorites
- 906 Words
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Transgender & Crossdressers
Content warnings: homophobia, cisgender anatomical terms, dubcon/noncon, breeding.
Quarantined by Nature
We were assigned together to quarantine lockdown, two guys, reluctant male roommates for the duration. Such a small space to share, a tiny studio apartment with open bunks. Locked in. Duration of quarantine? Uncertain. Neither of us feels ill; this is p...
- 2,736 Views
- 6 Favorites
- 2 Comments
- 795 Words
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by
Njcdslutgina
on Oct 6, 2020
Transgender & Crossdressers
Recently I decided to share my story of how I became a cross dressing slut. While always turned on by stockings and heels my first real chance came after I turned 18 and went to my first adult costume party. A little more about myself. At 18 I was 5'11", 175. I had long hair which was the style of the day cut in a shag. My cock is small, 5 inches but I have...
- 16,342 Views
- 8 Favorites
- 6 Comments
- 845 Words
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by
Njcdslutgina
on Oct 6, 2020
Transgender & Crossdressers
Since no one was home I decided to be brave. Still dressed I practiced walking in my new heels and shaking my butt. I was drinking a beer and decided to try out the butt plug but first an enema. This time just soap and water. I took 3 and the last came out clean. I put some of the anal eeze in my ass then the plug. I placed it on a chair and sat on it. I wan...
- 7,820 Views
- 10 Favorites
- 1 Comments
- 791 Words
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by
sublocked
on Sep 19, 2017
Transsexuals & Crossdressers
Author's Notes:
(1) This is fiction, just a story;
(2) One should never start a book at chapter 9. This story as a whole is way longer than I anticipated when I started, too long for those who hate it, not long enough for those who like it...apologies to the latter group;
(3) Jason is not being exploited by anyone except himself, and shouldn't we all expl...
- 15,723 Views
- 6 Favorites
- 3 Comments
- 5,289 Words
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by
justincbenedict
on Jul 4, 2018
Transsexuals & Crossdressers
Skokie, Illinois, 2009
Aiken Aycock was sad to be losing her brother Aiden to the operation. He was a great guy, but he gave Aiken the beatings and torture she needed. But he'd finally gotten the money to do the big change.
Aiken had really enjoyed supporting Aiden, letting him live in her apartment...stripping naked when she got home, and taking a few fro...
- 19,006 Views
- 11 Favorites
- 2 Comments
- 3,307 Words
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by
Etaindarcy
on Aug 7, 2019
Transgender & Crossdressers
Young guys are pretty; but not always so fun. I've only been with one guy younger than me, so maybe I don't know what I'm taking about - but here it is. If you've read my previous stories then you know about my first time with Jack and Kyle and about my special friend Missy and her teenage brother Caleb. If not, let me catch you up.
I met Jack and Kyle in...
- 9,760 Views
- 4 Favorites
- 2,265 Words
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by
JonThomas_
on Dec 19, 2018
Transgender & Crossdressers
Greetings all; in my stories my characters exist in my head, but there might be real life inspirations for some of them. Who knows?
As my regular readers are aware, I enjoy writing about the transgender experience from different perspectives.
Here I write about a transgender woman whose experiences in prison were quite different than she expected them to...
- 15,603 Views
- 12 Favorites
- 2 Comments
- 5,399 Words
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