by
hicutlover
on Mar 5, 2018
Transsexuals & Crossdressers
As I awoke, I found myself on my side, with Tim's arm wrapped around me. He too was sleeping. I looked at the clock and figured I was out for 30 minutes or so. My bed sheet was covering the two of us and all I had on was my bra and thigh highs. Tim was still naked. My sissy clitty was hard; my horniness woke me up and I wanted more cock in my boypussy, right...
- 45,213 Views
- 23 Favorites
- 3 Comments
- 1,743 Words
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by
Ashesh9
on Sep 17, 2017
BDSM
Science, Spirituality, Self-spanking for the Male
Why are a large number of intelligent, red-blooded, seemingly Dominant Males secretly submissive, masochistic slaves to cruel women, wives, girlfriends, prostitutes, professional mistresses, phone dommes, just dommes, dominatrii, Bitch Goddesses, Mistress Wives, Female Owners, Queens, Mistresses, Goddesses,...
- 7,328 Views
- 1 Favorites
- 2 Comments
- 871 Words
- www.literotica.com
by
puzziboi
on Mar 30, 2020
Transgender & Crossdressers
Jim O'Connor was straight as a board. The 60 year-old with the crew cut white hair and stubbly face voted Republican, owned several guns, drove a Dodge Ram pickup, and was a retired high school teacher & baseball coach. In fact, the married father of two adult daughters with four grandkids had amassed 19 consecutive winning seasons as head coach. His record...
- 13,009 Views
- 9 Favorites
- 3 Comments
- 951 Words
- www.literotica.com
by
puzziboi
on Apr 14, 2020
Transgender & Crossdressers
"Okay, Lionel, have your bags packed on Saturday morning," the younger brother reminded his sibling.
"I will, Blaine! What time will you be here? I'll be there around ten in the morning."
"Do you want me and Freeland to ride together or do one of us need to ride with you?"
"You tell me what you want. Just think about it and let me know."
"Okay. And you h...
- 10,868 Views
- 3 Favorites
- 1 Comments
- 6,392 Words
- www.literotica.com
by
Lucas96
on Mar 23, 2020
Fetish
Author's Note: this story contains cuckolding, humiliation, homosexuality, and forced/non-consensual sex.
***
After my prom night, my wish came true - I spent the rest of the school year receiving texts of pics and videos showing Jeff fucking one or both of the girls, and on lucky days he would invite me over to watch, even sometimes letting me suck his d...
- 9,095 Views
- 17 Favorites
- 1 Comments
- 5,418 Words
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by
KingAngle666
on Mar 15, 2019
Fetish
It could have been a curse, a spell, someone rewriting reality, it could be any number of things that led to Kevin ending up with a vagina between his legs. But the why is not important at the moment, the why is for Kevin to figure out.
Before the story can go any further, we need to know just who Kevin is.What's next?
A Horny, Nerdy, Virgin Teenager
A Chri...
- 13,019 Views
- 23 Favorites
- 19 Likes
- 3,000 Words
- chyoa.com
- Interactive
Open in SmutMD Reader
by
Cocktopia
on Sep 14, 2017
Anal
It only took three visits to chat up the 18 year old gay boy at the takeaway. Both of the first two times my cock was semi rigid in my jeans, a warm twitching presence nestled against my balls.
He was flirty from the beginning, obviously liking the attention. On the third visit I made my move and arranged to pick him up after his shift ended. It was simple:...
- 68,619 Views
- 27 Favorites
- 3 Comments
- 3,250 Words
- www.literotica.com
by
Tonisshy
on Dec 16, 2019
Transgender & Crossdressers
I'm standing before a plate glass window over looking center city at night, the streets have an orange glow from the street lights, the cars with their yellow lights going here and there. It's so beautiful from 20 floors above the city. I hope someone sees me standing here in a short tight baby blue satin mini skirt, white floral crop top and 4" white open t...
- 7,745 Views
- 8 Favorites
- 3 Comments
- 1,814 Words
- www.literotica.com
by
newfield1981
on Apr 17, 2018
Transsexuals & Crossdressers
This story is a spin-off from the "Neighbors sissy son" series. Though it stands alone, it will eventually cross over with NSS.
SPOILER This series falls in the transsexual crossdresser category for the first story. There will be very little in the way of men participating in gay sex. This series will sometimes revisit this subject. After that it will be ba...
- 42,105 Views
- 72 Favorites
- 5 Comments
- 3,806 Words
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by
Certeis
on Sep 23, 2019
Transgender & Crossdressers
Rukr sipped at his wine, enjoying a bit of quiet and solitude in the dark bar. The Tenth Hell was a nice enough establishment, Zhrek'ahalle took care and pride in the place. Sadly, being a Horned Devil wasn't much for attracting high-class clientele, so the place was typically populated by dockworkers and other transients. Rukr could appreciate that. Being a...
- 3,163 Views
- 2 Favorites
- 4 Comments
- 4,194 Words
- www.literotica.com
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