Free Shemale Stories

TG Girlfriend moves in (part 2)

My wife Lydia and I have been married about 9 months, we have a very close TG friend, Joanne, that lives next door and every once in a while, we get together, and all go out and enjoy. We have had sex together, and when Lydia is away Joanne, and I are together at every opportunity. Joanne and I work... read more

Jon Paul January 21, 2022 80%

First time in Key West

I've always been fascinated by shemales.  Aside from having an overall appreciation for how the male member in general functions and, when properly stimulated, pulses and pumps...cum spewing from the tip.  I've watched any number of webcam shows where guys jerk off.  And yeah, I've wa... read more

peepholeman January 4, 2018 87%

Mall She-Curiousity

I was ushered into the security office where I was greeted by a tall, dark-haired woman. She was dressed in a violet silk blouse with the top two buttons undone. I could see the tops of what looked like very nice breasts. She also had on a short, black skirt with a slit on the side, dark pantyhose, ... read more

shemale lover October 15, 2011 83%

Masturbation fantasies: Amanda, queen of the peep show

A guy visits a peep show with unexpected results. As he gets to watch a girl with something special, he discovers his hidden desires. This story contains: peep show – voyeur – gloryhole - fake tits – group masturbation – male masturbation – shemale – frottage - titfucking When William finall... read more

ThatEroticWriter July 24, 2019 91%

How it started

What got me started off watching shemale porn was actually meeting a very beautiful shemale at a beach party. I already knew she was a guy but she was so beautiful. So at one point I asked her if she wanted to go for a walk and after a few minutes and let her know that I was down. Her response was ... read more

PNPFUCKBOY February 12, 2019 80%

Lola Chapter 5

Lola chapter 5 Summer vacation was coming to an end. Most of the time we had been to ourselves, mostly at home but also a couple of shorter trips. Beer tasting in Stockholm's archipelago, a trip to the west coast, overnight stays in hotels, everywhere we were received like any other couple. A fam... read more

BellaBeau October 30, 2023 100%

My Dominate Spanish Mistress Parts two and three

I wasn't going to write anymore for this story but i posted the first part of the story on 99chan's elit board which a recommend going to. Maybe with the help of some of you people writing or encouraging more writers on their stories the board might return to its former glory. After all some guy sa... read more

bruceclark August 24, 2012 100%

Mi comienzo como Tv

Desde muy joven me atraía la ropa femenina, tal vez a mis 14 años ya sentía esa atracción no normal que nos hacen creer a los "hombres". Para ese tiempo no existía como hoy en día estas redes o paginas sociales, les comparto un poco de mi.... Como les decía a esa edad comenzaba mi interé... read more

Carla Travesti October 12, 2018 88%

Continua mi mundo Tv

Como les decía a mis 20 años ya era otro mundo, ya compraba mi propia ropa intima femenina mas que todo ropita muy chica, pues siempre he sido muy delgad@, a esta edad aun era virgen pero con hombres ya que aproximadamente a los 17 le robe un consolador a una tía, "les admito que ha sido uno de ... read more

Carla Travesti December 10, 2018 100%

Mi Primera Vez

Como les había contado en mis post anteriores, desde joven este instinto femenino me consume cada día mas, esta sensación de ser chico con una hembra por dentro es una de las mejores sensaciones del mundo. Usar ropa femenina es el éxtasis al universo, como les dije soy travestí de closet al 1000... read more

Carla Travesti February 11, 2019 66%

A Little Girl Forever

Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... read more

Mabel Cecilia May 6, 2019 78%

The Tip for A Tip

I love to write Erotica. For story requests please send me a private message or email noirenoire10@gmail.com Thank you. Now Enjoy! COVID had shook up my world pretty bad. Furloughed from my day job, I had to make ends meet. I started doing food delivery for the local ride share company... read more

therefill05 December 10, 2020 100%

Destreza oculta

Pocas cosas me enloquecen tanto de pasión como una buena verga, me gustan de todas las formas, colores y tamaños, desde esas vergas gorditas y cortitas, hasta aquellas vergas enormes curvas y venosas, me encanta tocarlas y hacer que poco a poco se pongan duras, me gusta comenzar por acariciar y masa... read more

babydolltv January 4, 2021 100%

TG Girlfriend moves in

Monday morning 6:00 am and I am just awakening, and I realize a naked body beside me has her arm around me, we are both naked. My wife Lydia is out of town to a seminar, and this adorable brunette perky tits and lovely eyebrows, beautiful lips slightly pink, sleeping beside me. Joanne and I had spen... read more

Jon Paul January 18, 2022 100%

Sissy Acceptance *

La primera vez que vi porno interracial algo recorrió mi interior de una manera que nunca antes había experimentado, era como un hormigueo que pasaba por todo mi cuerpo….. hasta llegar a mi ano. No sé que fue lo que me motivo más si la insaciable obsesión por probar una verga negra, ó el hecho de... read more

Sissycrick May 4, 2023 50%

My Neighbor

When I got divorced and was finally living alone I had many fun times getting fucked all I could by both men and women. I was always dressed when home and loved to stay that way all weekend long and would just put on some pants over my outfit to go shopping sometimes with a coat or shirt over my ope... read more

crossdresser55 October 29, 2019 92%

Neighborhood Restaurant Surprise - Kimi

I - The Meeting In the neighborhood restaurant I frequented weeknights after work, I had developed a friendly relationship with several of the college kids who worked as servers. Always having been attracted to the most feminine and petite of girls, dark, almond shaped eyes being a super plus, I ... read more

shemale lover April 11, 2012 100%

Nylon teasers

They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... read more

shemale lover January 30, 2012 76%

Freak House Superstar Come Fest

Kiki and Ty Blaze were doing their thing. They were living on their love and passion, literally. The couple had taken their love, passion and desire to please one another and turned it into their livelihood. They had become stars in the world of underground porn. Their production studio, Nasty Nigga... read more

shemale lover February 1, 2012 50%

Betrayed Chapter 8

Did I happen to mention everything was moving so fast? People weren't really surprised Lance Layton took his commission and ran for the door as fast as he could. There wasn't an employee in the firm who didn't wish they could produce the same results for themselves. The rumors ran rampant: he had pu... read more

shemale lover May 30, 2012 100%