Free Shemale Stories

My Deviant Tgirl

I guess it was one of those tranny surprise moments she was a sexy shemale, I was a horny guy, nothing more... However, it is one of these transexual stories you simply must hear. You may think it's just transgender fiction, but I assure you: It's all true. I always found transgender fiction and ... read more

shemale lover March 26, 2012 37%

The Making of A Sissy Part 7

As Sandy pulled into the drive of Aunt Jane’ s house, Tara turned from the front passenger seat and eyed the forlorn looking sissy seated centrally between her two sisters with some satisfaction. “It’s a good thing your friend can stay with you tonight to console you; of course ... read more

shemale lover May 27, 2012 57%

Surprise!

Here I was, on a Sunday night, going in the club to have some fun. After few hours of dancing and drinking, one pretty girl came and asked me to dance with her. Looking at her I saw that she`s not a "grenade" so I was thinking maybe I will have some fun tonight so we started dancing. Afte... read more

shemale lover June 27, 2012 100%

Taken Chapter 1

Georgia pulled her Mercedes out of the gas station in Albuquerque back onto interstate 40 heading east. It was a long drive ahead to Chicago. She hated traveling alone, that was for sure, but the move to the office back east made it necessary. It was either drive there or sell her Mercedes and buy a... read more

shemale lover January 18, 2013 94%

Some first date, huh

So I had just gotten this new job at a fast food/dine in kind of place for the summer trying to make some extra money before the fall semester started. And there was this boy named Danny that would come into the restaurant every so often. He was really cute and had nice lean looking body. He was pre... read more

shemale lover June 6, 2013 85%

My first tgirl Seduction, Damn Magnum

I decided to finally just go with my biggest fantasy for years, make love to a Ts. I Drive 18 wheelers across America and Im a very to myself kind of person. But at the sametime I can be that socual butterfly, standing 6 foot 5 having a tool 11 plus inches, I knew I needed special size condoms. Not ... read more

Outkastinkz December 8, 2013 91%

CD first time getting fucked by a guy

It starts I was 20 years old I love to wear women's clothes it felt great to wear them the panties on the bra the wig the make up the sexy slutty clothes one night I was getting ready to go out with the girls to a club I got on a black and purple thong and bra on then some black stockings on th... read more

Thomas768 May 3, 2014 52%

Slutty Sissy's Naughty Weekend Part 1

I'm bi and it started when I was about 15, just wearing my GFs knickers, thongs and bras. The excitement of it, the feeling of the flimsy material barely covering me. I kept this up for 3 years until recently id been talking to a guy online who called himself seb, a guy who described himself as 'Tal... read more

shemale lover September 15, 2014 100%

Next time fucking her cross dressing husband and bred his wife

Wachenheim dressed up in a pretty skirt and loose blouse with his wife watching walked up to and knelt between my legs. He sucked my thick long black cock. His wife watched and masturbated as he worked my cock deep in his mouth. She knew as soon as I did him that she ws next. It was her wishes for t... read more

Rocky Wachenheim September 23, 2014 68%

Crossdressing Fun

Hello everyone, I am a 21 yo white male who loves to crossdress. One day I decided to wear my mothers clothes. She wear some young sexy clothing. So I started off by getting a shower and shaving my whole body. When I was done I went into my moms room. I went straight to her panty and bra drawer. I g... read more

jbaker March 13, 2015 80%

My ex Black Ts Girlfriend

God how I miss her she was my brown skinned small waist big booty nubian mami, We met online and Ill never forget the feeling I had driving over to met up for the first time. .. She was on her front porch waiting for me, smoking a cigarette. I pulled up to see her in some super small shorts tat her ... read more

Ur Papi Chulo January 18, 2016 90%

TS Escort-true story

I wore my little bo peep dress, which is pink with lace and frills, and petticoats. I wore my pink frilly suspender panties and white thigh stocking with a wee bow. She treated me like her bitch. Standing up in fron t of me she masturbated her really thick 9"cock in my face until it was sol... read more

sussyfiona March 8, 2016 76%

Forbidden Thoughts

My penis is pocket size when soft approximately 3”. On occasion it’s an inch shorter. I very much enjoy my cock when it is soft. Im 5-5.5 inches hard, which is considered average. In my mind Im small when hard but that’s how I want it. If I had the chance I would use a penis pump to lenghten my... read more

Gabriel hardon May 4, 2016 28%

The Delivery Man

The Delivery Man It was late in November and autumn was slowly turning into winter. Katie had been in her home office working since 5am some 10 hours... She was dressed casually in joggers and little makeup… But as time wore on she began to feel that she needed a fella and fast. She decided to giv... read more

tv katie collins October 28, 2016 63%

Castro - goddess of love (starter)

Nobody would have believed the scene was true, slender, smooth and tanned legs crossed is such a such deliberately provocative way as to reveal a glimpse of sharp white panties. A tightly fitting, classically styled little black dress cut to ensure firm large breasts were displayed to maximum effect... read more

Law12 March 2, 2018 66%

Submit to big mexican verga

When my travels take me to San Jose area, always hook up with Grace. Not too attractive, but she has the largest cock for dominating my slutty mouth and ass. The latest visit I brought along a leg spreader and wrist restraints. So I get to her place, we exchange our pleasantries, then get undress... read more

hockeypuck May 29, 2018 75%

My Recent Holiday Treat

I've come to accept that I am a bit of a dirty girl sometimes. Most of the time I think that I could easily fall into be labeled a nerdy, quiet goth girl, book worm and not at all up of current trends. A misfit as I was called in high school. But there's another side of me. A side that craves sexual... read more

Gothtransgirl41 December 4, 2018 90%

My 1st Time was Not the Only Time.

One late night after hitting the slopes and partying I left my friends birthday party feeling extra horny. It was about 6 or 7 in the morning now and after having no luck finding an escort I responded to an ad on craigslist posted by a trans woman. I figured two things, this dick isn't going to suck... read more

LesFuax February 16, 2019 100%

sexy jane story

I love the idea being a crossdresser wearing women outfit bars in panties n sexy outfit not just for the sex I love sex being on my knees sucking cocks in getting fuck by a big cock see win I was very young I had sex with 3 guys one day they ask me will I suck there cocks in I sand yes we want insid... read more

45sexyjane May 27, 2019 42%

February 2nd

February 2nd. My first time being fucked in my ass. It was unbelievably satisfying but I want more. I was on a dating app for guys looking for guys. I was just curious never thought that I'll be longing for a dick in me. My first was so-so.. the 2nd time just a few hours after my first was fantasti... read more

Princess Raven February 6, 2020 69%