by
Sissyhalo
on Sep 15, 2017
Transsexuals & Crossdressers
I sat quietly in the office with Kate and sort of explained things.
"I met a guy, I met this really pretty beautiful guy and I...I well thought that he'd make a good girlfriend...a sissy type."
She looked at me. "Sissy?"
"It's like a sort of trans thing and a gay thing it's a very submissive bottom thing."
"You're into that?"
I nod. "I am...was...am."...
- 20,611 Views
- 20 Favorites
- 2 Comments
- 3,511 Words
- www.literotica.com
by
Sweetlisatv
on Sep 16, 2017
Transsexuals & Crossdressers
I have always known deep down that I am a transgender person, born a guy but never felt happy in my body and because of this I knew something was not right, this is my story of how I have got to the stage of my life.
This is all true and edited for Literotica's readers, I pull no punches at all and have experienced a interesting life so far.
I hope you en...
- 38,455 Views
- 6 Favorites
- 7 Comments
- 2,608 Words
- www.literotica.com
by
jimhaullis
on Sep 16, 2017
Fetish
Please tell me what you think! I'm I the only married man that enjoys having his wife in pantyhose? Am I the only man who is lucky to have a wife that enjoys role playing?
*
Start:
I'm not sure really sure when it started or how it started but for as long as I can remember I've loved pantyhose. My mom worked at a bank during the day and at night in a rest...
- 112,108 Views
- 14 Favorites
- 3 Comments
- 3,735 Words
- www.literotica.com
by
hypnocd
on Sep 13, 2017
Transsexuals & Crossdressers
"You want to what?"
"I want to try to hypnotize you. C'mon man, it's nothing worse than some of the other stunts we've done together." This, coming from Cliff. Sure, he's my roommate but sometimes I think he's plain crazy.
"Yeah, and how many of them did you start? And then try and tell me how many went right. Why should I trust you with this? For all I kn...
- 84,517 Views
- 42 Favorites
- 4 Comments
- 2,669 Words
- www.literotica.com
by
HiddenThoughtz
on Oct 6, 2020
Transgender & Crossdressers
Hello everyone...welcome to my crazy kinky life lol. This origin story takes place right before my 21st birthday.
This all started when I finished my junior year at college. School had ended and I was taking summer classes so my workload senior year would be easier and I could enjoy my last semester. My two roommates had gone back home to work for the summe...
- 13,069 Views
- 18 Favorites
- 11 Comments
- 2,057 Words
- www.literotica.com
by
ErnstBlofeld
on Sep 13, 2017
How To
A Bride's lingerie A guide on bridal lingerie and how to consummate your marriage while wearing it
As told to the author after a six hour marathon love making session at the Hotel Monte Carlo, 2001
Before I start this primer on wedding night sex and lingerie, I would like to clear up some misunderstandings that our lingerie ignorant culture has been spre...
- 195,750 Views
- 40 Favorites
- 12 Comments
- 3,886 Words
- www.literotica.com
by
jealouscuck
on Sep 25, 2017
Transsexuals & Crossdressers
Kate and I went from newlyweds to a loving dominant/submissive couple. I had been introduced to feminization and really loved to be dressed totally. We had close friends who had actually introduce Kate and ultimately me to the lifestyle. While most of our life was "normal", we became very active in the alternate lifestyle.
We would go shopping with me dress...
- 64,409 Views
- 45 Favorites
- 20 Comments
- 6,041 Words
- www.literotica.com
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...
- 14,612 Views
- 28 Favorites
- 6 Comments
- 1,223 Words
- www.literotica.com
Transgender & Crossdressers
So there I was again on all fours in his bed. My peach coloured thong panties pulled to the side, and my daddy behind me with one hand on my hip and the other Gripped onto the back of my red corset. Chad relentlessly filling my ass pussy with his gorgeous rock hard 8" as I moaned "oh daddy, oh daddy don't ever stop fucking me, I love you" over and over in my...
- 33,071 Views
- 31 Favorites
- 1,313 Words
- www.literotica.com
by
monsieur_venus
on Sep 14, 2017
Toys & Masturbation
Johnny had always preferred the money-shot endings of porn movies to the acrobatic positions and over-acted, fake-sounding enthusiasm of the rest of the scene. By the time he got to college, he had discovered streaming porn sites where fellow cumshot-lovers uploaded compilations of their favorite happy endings, conveniently edited together to maximize jackin...
- 51,302 Views
- 8 Favorites
- 1 Comments
- 1,009 Words
- www.literotica.com