Free Shemale Stories

Becoming a Free Spirit

She lay dying in my arms. A brief smile came across her face. She croaked "honey remember that idol I told you about locked away in the safety deposit box?" "Yes dear but save your strength okay, I'm not concerned about some idol" "But I have to tell you about it. I... read more

shemale lover March 2, 2012 100%

A Rare Treat

It was late. No one else was around. She could feel her pussy getting hot before she even put the movie in the DVD player. It was a lesbian flick, no plot, just hardcore girl-fucking. Justine always loved watching women fuck each other. Perhaps it was because she could never do it just like they cou... read more

shemale lover May 27, 2012 33%

A Subtle Attention Getter

A good friend of mine told me about a she-male that hit on him the other night. From his description, she was very feminine and also very forceful. He normally loves that combination in women, but when they danced, he discovered her 'little something extra' and backed away. As he was telling me his ... read more

shemale lover July 5, 2012 100%

Wife Converts Husband Chapter 2

We end up going to a big lingerie shop and buy several pairs of g-strings, booty shorts, bra's, corsets, suspender belts and stockings of all colours and styles, which Shelley thought would best suit me and a pair of breast forms to give me real looking breasts. We then went to a shoe shop and bough... read more

shemale lover October 18, 2012 50%

Franks Friend

Frank is a buddy of mine. We grew up and went to college together. While we were in college Frank and I went on a road trip from Lubbock to Dallas. We got to Dallas went to a few strip clubs and then finally found ourselves on Harry Hines Blvd. It was about 1 in the morning we were both horny and a ... read more

shemale lover June 5, 2013 66%

Las Vegas Swingers

It had been over 6 months since I seriously dated someone, and I was getting depressed and in a rut. I had directed my attention to my work and it kept me from feeling sad about my loss of someone I almost married. I had met a transsexual girl that absolutely adored, but she was tragically killed. (... read more

Jon Paul June 11, 2018 83%

Making A Man Out Of Tommy

I have two good friends, Brad and Matt who are actually my fuck buddies. Both of them travel for work, so they tend to be gone a couple of months at a time. I have a key to their apartment, so I can let myself in for sex when they are home and to bring in the mail when they are not. I also get to us... read more

pennypenny August 31, 2018 96%

She Wood in the Wood

"Alright, juniors and seniors to the white bus please." Mr Jacob's voice cut above the rabble of the moving crowd. All 50 of us filed into the large vehicle, talking loudly, a mixture of excited comments and loud complaints. It was field day, which meant the whole school was going to take up an e... read more

ASSEaster5678 March 18, 2019 95%