Free Shemale Stories

Regina's Vagina dreams

I think I wanted to be a female from birth. I once looked through a girlie magazine out of curiosity. I had impossible dreams and I longed to trade genitalia with them. I have always fantasized about my Vagina when I was younger. It was during those times that I would drift into my own private world... read more

Regina10 March 1, 2024 100%

34C – 26 – 39

34C – 26 – 39. It’s not a part of my ID card number, these are proportions of my shemale figure. Breast implants - and I have 34C-size of my boobs. Girdle on my waist makes it just 26 inches in girth. And my butt is really 39 inches in girth. Don’t I look sexy? -Stacie ... read more

shemale lover June 9, 2014 57%

Road trip in India

Well as it happened i had to go out of town for some work and since i was travelling alone in my car i carried my bra n panty with me. i had to go to delhi and i got free around 9 pm and i started the drive back to my place abt 3-4 hrs drive on the way ii stopped on the out skirts of Delhi on a dark... read more

shemale lover March 17, 2015 60%

Nicks Shemale Experience

Nick had discovered he had a thing for shemales 4 months ago after stumbling across some pictures on the Internet of a really hot ladyboy from a porn link site. This sort of thing had never turned nick on before but looking at pictures of the small-breasted brunette really made his dick hard. It did... read more

shemale lover August 22, 2011 57%

How I Became a Tranny Whore

When I was 30 with children at home I would get dressed in the bedroom. When it was time to leave the wife would take the children off for ice cream and as soon as they were out of the drive way I would head for my car. Of course when I returned home the children would be a sleep. The plan worked fo... read more

shemale lover November 7, 2011 100%

A Love Like Ours

Katrina Wilson is my name. Like the storm, but deadlier. I am feeling so bored these days. I needed to find something to do. I get really horny on days when I've got nothing to do. Anyone looking at me would see a tall, good-looking black woman in her early twenties. I'm not. I'm actually a transsex... read more

shemale lover March 18, 2012 0%

Becoming Marie

I'd had always liked dressing in women's undies from an early age. It was usually my older sister's panties and skirts whenever possible. When I finally left home at eighteen and moved into an apartment in the town center, it really took off. I had had a few encounters with a few guys, mainly glory ... read more

shemale lover March 22, 2012 100%

Trained by The Tranny

I have always been considered a strong athletic straight black man. I have fucked a plenty of women being an executive in a high profile position. I had everything a man could ask for Power, Property and Plenty of Pussy. Well in life, all things change. I had just landed another two million dolla... read more

shemale lover April 15, 2012 100%

Beefy Buns

It's hard to get good help. Probably, that's true in any business, but it's especially difficult to find decent employees in the fast food racket. Believe me; I've tried. I manage the local Beefy Buns franchise--burgers, fries, and shakes is our mainstay, but the menu also features fish and chick... read more

shemale lover April 22, 2012 100%

Dianne The Trans

It all started a few weeks ago, I watched as she layed on the beach tanning her sweet body. She looked so hot wearing that pink bikini. Damn i wish i knew her name, or where she lived, maybe shes here on vaction. I don't think i've seen her before, but she does look familiar. Finally getting the cou... read more

shemale lover May 2, 2012 40%

A Day to Forget

Interested in only a quick and uncomplicated fuck, I found my way to the bed and began to undress unceremoniously when her thick alto voice reminded me to shower. Not wanting to offend my guest, I allowed individual respect to overcome personal desires, and shuffled my naked corpse onto the cold til... read more

shemale lover May 10, 2012 100%

The Succubus with a Cock

His cock felt so good between my lips. I savored every inch with such great passion he moaned and fucked my head farther down his shaft. I gagged many times but I was getting better at deepthroating. His balls were coated with my saliva, and soon the couch we were sitting on became wet to. I really ... read more

shemale lover May 18, 2012 75%

Caught and Submission Chapter 3

It was several weeks after being made to service all of our friends through a glory hole at a party. Alex kept me busy sucking his cock whenever he wanted it, usually it was early in the morning before he left for class. Alex would wake me up by placing his hard cock on my face, I was resigned to my... read more

shemale lover June 5, 2012 100%

Head cheerleader Mikki

At 16 i was your average kid in high school. Decent grades played sports. I was on the volleyball and swim teams. I was about 5'7" 130 lbs and in good shape. My girlfriend  was 19 and used to be the head cheerleader at our school. She was gorgeous. Her names Donna and she was a freak when ... read more

Mikki A. June 18, 2012 100%

A Toy Party Story

Toy Party Story Recently I met with a person whose sole desire was to be fully dressed and transformed for me. We spent quite a bit of time on the phone discussing why feminization was such a powerful fantasy for him. He explained that he felt so vulnerable and powerless as a woman and that it... read more

shemale lover July 9, 2012 100%

Black Transsexual Power Games

I give dick and my Black male bitches have to take it. No such thing as trying. You either take my dick up your ass or you don't. I smiled to myself as I thrust my ten inches of hard Black dick into the tight asshole of Richard Lucien. The big and tall young Haitian groaned as I fucked him. Well, th... read more

shemale lover July 10, 2012 100%

Xdressing school fucked by black teacher

This is a kinky sexual fantasy about my university teacher .Well it all started the first day my new teacher walked in the door .Six foot, very good looking black man .He was 15 years older than me very smooth with the girls.I just turned 21 and am three years into my transformation from male to fem... read more

shemale lover August 16, 2012 71%

My Transsexual Lover

I looked around the café as I entered, checking out the patrons. My eyes fell upon a beautiful woman, alone in the corner booth. She seemed not to have noticed me, her attention still on the coffee cup in front of her. She was, as near as I could tell, about 5'10" or thereabouts, with... read more

shemale lover September 10, 2012 100%

First Time Being a Woman

My heels clicked on the concrete path as I made my way toward the secluded toilet block in the southern parklands. Tonight would be my first experience being with a man whilst I would be dressed as a woman. I had been dressing now for some time and had fantasised about what it would be like. I didn'... read more

shemale lover October 8, 2012 100%

Dianne The Trans

It all started a few weeks ago, I watched as she layed on the beach tanning her sweet body. She looked so hot wearing that pink bikini. Damn i wish i knew her name, or where she lived, maybe shes here on vaction. I don't think i've seen her before, but she does look familiar. Finally getting the cou... read more

shemale lover July 19, 2013 100%