by
jealouscuck
on Sep 25, 2017
Transsexuals & Crossdressers
My wife, Jessica, not only found out about my crossdressing, she researched and accepted my fetish as part of our sex life. Our adventures had escalated from going out as "girlfriends" to some light exhibitionism and finally to a "lesbian encounter" with a pretty girl.
Never in my most intimate moments would I have thought of anything like we now found so...
- 47,601 Views
- 42 Favorites
- 13 Comments
- 7,010 Words
- www.literotica.com
by
Feinux
on Sep 12, 2017
Transsexuals & Crossdressers
Chris was nervous. He had been with his girlfriend Jordan since they were 18 and their relationship had survived everything that was thrown at it, including Chris being let go from his job. They were in a really good place. It didn't matter, though, he was still nervous.
When Jordan came home from work that night she walked into the house to soft jazz and...
- 50,744 Views
- 51 Favorites
- 10 Comments
- 1,662 Words
- www.literotica.com
by
britneyfan
on Sep 25, 2017
Transsexuals & Crossdressers
Chapter Five: The Wedding Night
I guess it's natural to be full of nerves and second thoughts on your wedding day but I'm not sure how many grooms have the sort of thoughts that I was having on the morning of my wedding. It wasn't that I wasn't very much in love with Gina, my beautiful fiancee, my dream woman with blonde hair and dark skin, a woman who had...
- 119,997 Views
- 43 Favorites
- 3 Comments
- 8,363 Words
- www.literotica.com
by
sissy_janice
on Jul 6, 2020
Fetish
I was uncertain which category I should post this story under. I love the crossdressing stories most, and this would certainly fit there. But the main action really is about cuckolding, so I've put it in the Fetish section.
***
I had thought that my wife was unaware of my crossdressing. Not only was I wrong but, as it turns out, I was the one unaware - -o...
- 11,598 Views
- 18 Favorites
- 5 Comments
- 1,945 Words
- www.literotica.com
by
Jackb120
on May 6, 2019
Interracial Love
I've always been the average guy. I'm into normal things like working out, watching TV, and drinking beer with my friends. That said, I was shown porn as a teenager and found myself into interracial cuckolding and even crossdressing before I had my first real girlfriend. After highschool I moved away from home and stopped the crossdressing but kept the porn...
- 63,113 Views
- 70 Favorites
- 12 Comments
- 2,328 Words
- www.literotica.com
by
TammyPanty
on Sep 13, 2017
Transsexuals & Crossdressers
I have dressed in lingerie since the age of six. For as long as I can remember I have been fascinated with the idea of being a girl, and many times I wished I was one. As I grew older and moved out on my own I began to buy my own lingerie and learn how to apply makeup. I have had my makeup professionally applied and when I looked in the mirror with my wig on...
- 79,018 Views
- 25 Favorites
- 9 Comments
- 1,663 Words
- www.literotica.com
by
HighHeeledHoney
on Sep 14, 2017
Transsexuals & Crossdressers
After filling Kyle's mouth with cum his humiliation continued that night with the girls picking out a sexy little outfit for him to wear before Hannah & Steph took it in turns to fuck him with a huge rubber cock as we all watched on. At first he was a little unsure trying to walk in the 5" leopard print heels that I gave him but by the end of the night he wa...
- 23,772 Views
- 14 Favorites
- 6 Comments
- 1,905 Words
- www.literotica.com
by
cockteezer
on Sep 28, 2020
Transgender & Crossdressers
"I've invited my friend Denise over for dinner tonight," Mistress Sharon informed me. "We used to work together at a bridal salon many years ago."
"OK, sounds good to me," I replied.
"I haven't seen her in a long time. You'll really like her."
Later in the day, when it came time to start the dinner preparations, I made the salad and set the table. Mistres...
- 9,500 Views
- 11 Favorites
- 3 Comments
- 2,033 Words
- www.literotica.com
by
ValoryG
on Dec 22, 2017
Transsexuals & Crossdressers
I am lucky, very lucky. Sometimes I think I have a little guardian angel sitting on my shoulder (on my bra strap) leading my life down lucky lanes that ultimately lead to good things - good things I really don't deserve.
I'm going to skip through a lot of time now. It's time to draw my story of a young lad, or young lady, to a close.
Both Sharon and I att...
- 6,199 Views
- 3 Favorites
- 4 Comments
- 1,206 Words
- www.literotica.com
by
komrad1156
on Sep 16, 2017
Transsexuals & Crossdressers
*Note to readers: After writing The Agreement, I had several people email me and ask why I don't go full time. The answer is very simple: I like being a guy. I only want to be a girl part-time. I've never had any interest in being a woman, and any thoughts along that line were completely dispelled after going on a cruise with a former boyfriend.
Whenever I...
- 17,958 Views
- 15 Favorites
- 3 Comments
- 13,505 Words
- www.literotica.com
Loading...