Free Shemale Stories

Gloryhole slut last night

Well I was a horny slut last night and went to this little arcade in the city last night. Fully slutted out and in a new pair of silky nude hose I was hoping not to be disappointed....I was not! I payed my fee and went into the back to the booths where there were a massive amounts of guys in the ... read more

shemale lover September 25, 2011 100%

Wish cum true

My wife and I have had a strong and open relationship from the start. We have accepted each other and all our wild passions, and we have always been open about our sexual desires. Having said this I will try to express what happened the other night with the same intensity I experienced. I came ho... read more

shemale lover September 26, 2011 100%

Caught in the Act....

One summer, my cousin Nancy came to stay with us for a while, as her parents had gone away on a cruise trip. At 18 years old, she was a couple of years older than me and in the full bloom of her young womanhood, so to speak. She knew it, too, and it was obvious that she had no problem at all in pull... read more

shemale lover September 26, 2011 100%

Nancy finds out...

However, Nancy’s stay with us that summer was going to prove even more eventful than ever I could have imagined. Even after having been caught wearing her things by the neighbour’s son, Lesley, which led to a whole new dimension in our friendship, as you’ll know if you’ve rea... read more

shemale lover September 27, 2011 100%

My First and Last Girlfriend Part 3

I was lying completely naked on the bed, with my dick in a semi erect position, and she was next to me, playing with my hairless balls, and sliding from time to time her middle finger under them caressing all the way to my ass and then right back. I kept my eyes closed, and enjoyed every secon... read more

shemale lover September 28, 2011 100%

Connie at an Adult Bookstore

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * Let me start by i... read more

shemale lover September 30, 2011 100%

Connie at an Adult Bookstore Part 2

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * In the previous c... read more

shemale lover September 30, 2011 100%

An unexpected kiss under the rain

Army Bear left that morning leaving me horny as hell. I couldn't go back to bed without playing with myself for a while. I opened my Pandora box and I took out my 9 inches, big dildo. I played with it for a few long minutes, burying it all deep in me thinking of him. Doing a few hits of poppers, I f... read more

HotVersatileTs October 5, 2011 100%

Sarah, My First

This is my first submission I thought I'd kick of with one that I would love to happen to me, if you don't like transsexual/gay stories this probably isn't one for you, if it is enjoy and I hope you enjoy. I've always wanted to enjoy another cock in my bed but never had the guts to do it I suppos... read more

shemale lover October 6, 2011 100%

I was Used

Last night I went to an adult book and video store to mainly buy a new dildo to fuck my ass with.I found a nice 8" real looking one that had multiple vibrator settings and picked up a bottle of lube as well.I of course got sidetracked looking at gay videos and magazines as I held on to my new t... read more

shemale lover October 6, 2011 100%

Working Away From Home

Im an engineer by trade and my job sometimes takes me to different parts of the country, customers want me to design a specific peice of machinery for them. I had an appointment with a firm just on the outskirts of Manchester, my company had booked me into a nice hotel for 3 nights whilst i was u... read more

shemale lover October 7, 2011 100%

Crossdressing Fun

The meeting had been arranged for Friday morning, this would be the first time anyone had seen me dressed. I felt nervous and excited at the same time, I planned to wear a pair of nude sheer tight, black satin thong, black high heels and a shimmering silver, figure hugging, long dress with a split u... read more

shemale lover October 7, 2011 100%

The Perversion of Bev - Part 1: The Beginning

“Some fucking romantic weekend this is turning out to be” thought Bev as she sat alone in the hotel room. Phil had told her he’d booked something special to celebrate their Silver Wedding anniversary and she’d been so looking forward to a weekend away without the kids. The fi... read more

shemale lover October 11, 2011 100%

A Different Kind of Woman

As I was leaving work, a car stopped at the corner in the drivers seat was the most sexiest woman that I have ever seen. She had a pair of breast that was to die for, and legs that seemed to stretch for ever, and a smile that would bend steel. She saw me looking at her, probably with my mouth hangin... read more

shemale lover October 11, 2011 100%

Pay the Genie

Scott trudged along the beach while waving his metal detector from side to side. His afternoon walks had yielded little in treasures over the past months, but helped to center him when he felt lost or depressed. His fiance', Denise, had left him for his boss at the firm when Scott had been passed ov... read more

shemale lover October 12, 2011 100%

Goddess at the Bar

The beeping began, suddenly, and without remorse. Jan reached over, slapped the off button on her alarm, and lay for a moment debating the merits of rising out of bed. Deciding that waking up would be more productive, she slid out of bed, stood, and walked to the bathroom to take a leak. Emptied,... read more

shemale lover October 14, 2011 100%

Bewitched, Bothered and Bewildered

Vivian flipped through his mum's mail order catalogue, turning to his favourite bit -- the lingerie section. She had asked him to choose something for his birthday, a new fishing rod perhaps, a couple of golfing irons to add to his set, or maybe even some new clothes. The catalogue provided some ... read more

shemale lover October 14, 2011 100%

Tranny Attack

Tears of pain pricked my eyes as Julia drove her huge black cock into my ass. In my wildest dreams I had never expected myself, an all-American straight white male to be in this situation, beaten, bound, and being ass-fucked by a transsexual with a huge cock. I am a normal sort of person, happily... read more

shemale lover October 15, 2011 100%

Adventure with a Couple

A friend of mine, who thinks that i lead an exciting sex life (okay, i DO, lol) has asked me to relate an incident from my experience where i had a session with a couple. So, R, here goes. i guess i should relate a bit about myself, so that you understand how this affair took place. i am a 41 yea... read more

shemale lover October 15, 2011 100%

My afternoon getting some (true story) BB creampie

It was a Sunday afternoon and I was emailing with a guy I just met on craigs list. I was having a few drinks while starting to get in the mood. We exchanged phone numbers had a little chit chat on the phone, he told me he was straight but always wanted to experience a TS. Well this is the type t... read more

shemale lover October 16, 2011 100%