Free Shemale Stories

Ken and Ayala Part 1 Discovery

I'm working out at the gym, late in the evening on a Friday, lifting weights and working on my upper body to try in vain to get as big as some of these other massive muscle-bound gym rats. I was already sort of mad because my two coworkers, Jim and Tasha, had cancelled on our night out downtown, Jim... read more

shemale lover November 9, 2011 70%

Ken and Ayala Part 3 Cleansing

I'm glad we ended up at her place and not mine the night before. It's amazing how much cleaner women's apartments always were compared to mine. Especially their bathrooms. Her bathroom was your typical girl's bathroom. There was a host of styling and makeup equipment arranged on the bathroom coun... read more

shemale lover November 10, 2011 100%

Lana: Second Encounter

Well, you may remember the satisfaction I felt at the end of my first encounter with Lana. I had not really expected to find a CD with whom I felt so comfortable. Usually, I had left my experiences with some discomfort about the surroundings or the person I had been with. Not in this case, she was... read more

shemale lover November 11, 2011 66%

Tranny Gang Bang

Gang Banged I stood there looking in the full length mirror very pleased with the image I saw. I was ready for the evening and the first time I would be with more than two men at once. Freddy, had talk me into doing him and two of his friends in a sleaze motel. Freddy had found me on my internet... read more

shemale lover November 12, 2011 100%

The Giver and the Gifts

From the beginning, when my breasts first began to bud--that was my true beginning --men accepted my offer of them, pleased to receive such gifts. My admirers, admiring them, circled their soft, tender areolas with the tips of their forefingers, as delicately as though they were outlining the cir... read more

shemale lover November 13, 2011 80%

The Sweetest Taboo

"Hey sis! Remember me?" Tisha Roberts stood at the door in complete shock looking at the person in front of her, the latest KaySlay CD whispering its aural presence in the background. She scanned the person in front of her, trying to figure out what was going on. The woman in front of h... read more

shemale lover November 14, 2011 50%

Take It Or Leave It

It is the opportunity that I have been waiting for. It is not that I did not get opportunities to be alone at home. But since both my parents worked out of home, I am never sure when they would decide to return home. That created a lot of excitement but I could never achieve the perfection which I w... read more

shemale lover November 14, 2011 100%

The Wizard's Semen

The forest was dense, thick branches hid the way ahead forcing the four women to push through gaps that weren't really there as the foliage scraped and scratched them, making life very uncomfortable. "This can't be the way, there's something wrong" said Minerva from behind the leader, Cara... read more

shemale lover November 16, 2011 50%

Chelsea cumdump series intro

Let me begin by telling you a little about myself. My name is Chelsea, I am a 24 y/o transexual, and I abso-fucking-lutely LOVE sex. Cock, cum, the works. The majority of this and the stories to cum are actual facts and events from my life. I have always had a feminine body, even before my transitio... read more

ts_chelseacumdump November 19, 2011 80%

Caught cross dressed Part 3

The next few days felt like a lifetime for me. I couldn't sleep at night - every time I closed my eyes, all I could see were replays of myself, dressed like a whore, being strapped to a padded sawhorse while it fucked me from both sides. Everything I ate and drank had a horrid aftertaste of that bas... read more

shemale lover November 21, 2011 50%

Tgirl

The year is 2044. My name is Robert. I am 26. Light brown hair. Dark brown eyes. 5' 9", 122 pounds. I work for a supercomputer research and development firm. Like many young men at the leading edge of technology, I am transgendered. My counselor is Dr. Elizabeth Paris. Under her con... read more

shemale lover November 26, 2011 66%

My First Time

I have done wallpapering for about 5 years. I do this on the side for pin money. Also to pay for some of the woman I have on the side. I have been married for a few years and my wife does not enjoy the kinky and sexy things I do. So that only leaves picking up woman. I was sitting home alone on a Sa... read more

shemale lover November 27, 2011 92%

Artificial Women

You paint your head, Your mind is dead; You don't even know What I just said-- That's you, American womanhood! -- The Mothers of Invention Bearded ladies. Female bodybuilders. Flat-chested women. Celebrities without makeup. Butch lesbians. Female-to-male transsexuals. Effeminate males. Me... read more

shemale lover November 27, 2011 50%

Alexis Season

"Do you want to know the sex of the child?" Dr. Salinzki asked as he placed the ultrasound's transducer over Anne Williams' belly. "Your baby should be developed enough by to be able to tell with the ultrasound." "I think it would be good to know that, don't you?" An... read more

shemale lover November 27, 2011 100%

Alexis Season Part 3

Finally, Alexis decided to take off her shirt, followed quickly by her bra. John went back to groping them, but was kissing at a bit of a faster pace now. He was so delighted that he was showing his appreciation through his kisses, and through his hands. John pulled away from her mouth, no matter... read more

shemale lover November 27, 2011 100%

State Park Night Life ...

I was honey as all get out and showed up at the State Park in Quincy Ma, ready for some man on man action. All cumers were welcome. No rules on age, color, or size. I wanted dick. Stiff hard dick. And yes a creamy facial was on my list. The sun was just going down, and some old guy drove by my car a... read more

shemale lover November 28, 2011 50%

Jamie is taken Part 2

Jamie came to on the cold dungeon floor retching and coughing, his mind paralyzed by a mixture of pleasure and panic. He had loved the orgasm he had just experienced. His experience with breathplay was less than half a day old and already he knew that he loved it almost as much as finally ... read more

shemale lover November 30, 2011 100%

First Time with a Male Part 2

After her hair was rinsed, Travis squeezed the water from her hair. Then he wrapped a towel around her head and sat her back up. Before Travis unwrapped the towel from around her head, Mavis reached over and began to massage his crotch. "We have company, darling," Travis said, as Mavis ... read more

shemale lover December 1, 2011 100%

Painting the Barn

When the old gray mare ain't what she used to be, painting the barn is more of a challenge than it was when milady was just a silly filly, but, at any age, putting on one's face isn't a simple matter, which is why this article is necessary. It may be hard to believe, but there's more to a woman t... read more

shemale lover December 5, 2011 50%

Candy Pink Part 2

Chapter 4 My parents had a letter shortly after from the headmaster Mr. James Allen. I was to head out to CA before the start of winter term to get settled into the dorms and go through orientation. The letter said I should be there no later than December 1st and that they would arrange for me to... read more

shemale lover December 8, 2011 66%