Free Shemale Stories

The Mole

Police work is a paramilitary occupation. Uniforms, rank, weapons, discipline…It can be exciting and interesting for some and boring for others. Some officers seem to find lots of action during their career (or maybe it finds them) while others never use their sidearm except for target practi... read more

shemale lover January 26, 2012 100%

A Christmiss Story

The weekend! With my first week as a secretary finally at an end, I knew exactly how I was going to spend it: sleeping till noon, then watching football on TV while binging on bratwurst and beer. When I woke up on Saturday at half past noon, I lolled in bed for another hour before I dragged mysel... read more

shemale lover February 23, 2012 66%

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%

Can I Be This Lucky?

I had just broken up with my wife of 4 years. So I was definitely not feeling good about myself. My time in the Navy was just about up, & not a second too soon. Now that I was done with my wife, I had no reason to stick around here anyway. I decided to go check out a movie to get my mind off thi... read more

shemale lover March 3, 2012 100%

Becoming A Girl

This is a story how I became my step moms little girl. You see I had a very tragic childhood as a boy and grew up to become the girl I am today. But then again it is not so bad because for some strange reason it does feel very normal to me because it is the way I was raised and at times I have felt ... read more

shemale lover March 3, 2012 71%

Becoming Elizabeth Chapter 2

Debby and I left for Rockport on Friday morning. It wasn't that far of a drive, and we arrived before noon. After getting everything set up, we went through an underground newspaper that she'd picked up at an adult bookstore near her work. I was surprised to find out that Corpus had three gay bars l... read more

shemale lover March 11, 2012 100%

A Little Payback

Of course we'd all heard about it, how couldn't we? Apparently the drug had been invented originally for couples who were into the whole dominance/submission thing. Women who had more submissive boyfriends could make them look more like they felt on the inside or something like that, anyways that's ... read more

shemale lover March 17, 2012 100%

Carrie Ann's Delight

Chapter One It was a Friday afternoon that seemed of little consequence. I got up, shaved, cleaned and pampered my body. After my underwear was in place I wore my usual boots, boot socks, jeans and a plaid shirt. The bar at Fulton Street was busy that afternoon when I arrived about 2:00 and every... read more

shemale lover March 19, 2012 100%

Becoming Missy

It all started back in 1973 in Seattle, Washington. I was 21, living on the south side with a couple of buddies while we were all stationed at area military bases. One Friday night we had a party at our apt. I was standing outside by my car smoking a joint when this guy pulls up in his pick-up. &quo... read more

shemale lover March 31, 2012 83%

Trans Sexual Clinic 04

It was some six weeks since Johnny had attended the clinic with Wendy and now he found himself wanting to go there more and more. He could not get DR. Francine out of his mind, he desperately wanted to have her hard cock in him again as he fantasized about leaning forward and sucking on her delectab... read more

shemale lover April 12, 2012 70%

Epiphany

My girlfriend Tonya was out of town for the weekend. She was meeting some college friends and going shopping and carousing in the city. A typical girls' weekend. I kissed her good bye at about 4:30 pm on Friday. We had become pretty close in the year that we had been dating. She was a cute blonde wi... read more

shemale lover April 17, 2012 100%

Eve Quest Part 2

Chapter 6 I tossed and turned all night sleeping for short periods, but afraid I would oversleep or that the clock wouldn’t go off. About 4:30 I got up. I reasoned I’d need some extra time anyway so I got started. I sat on the toilet thinking about my douche. Somehow a douche seemed s... read more

shemale lover April 21, 2012 100%

PF's Black Romp and JoyceLynn's Awakenin

When my wife and I first met, our sex life was fantastic! She was a very sexual lady and always made herself available. She usually wore stockings and garter belt or thigh highs, high heel sandals, and something that was sexy and suggestive. We made love and had sex in every room of the house, inclu... read more

shemale lover May 17, 2012 83%

Becoming wife of competitor feminized by secretary

I am Siddharth Mittal, running my own Company with USD 100 Million of Business. Everything is going on well and I am excelling in my business. I have a secretary named Sonia. She is a smart and beautiful girl with 36-32-36 size. She knows how to get her work done. She wears simple clothes and is dec... read more

shemale lover May 17, 2012 40%

Double penetration in Vegas

On a trip to Los Vegas for my Birthday we had a great time. Same old shit, we won and lost, saw all the sites and a few shows. The last night we were there however we were BORED…. That being said and knowing US, We took a stroll around the hotel. Maxx was checking out all the hot women in the... read more

shemale lover May 31, 2012 100%

My real story

I couldn't believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him. It had all started two weeks earlier when I had posted an ad on Craigslist. Up until this particular posting I had always been pretty bland..."Willi... read more

shemale lover June 10, 2012 58%

Duty Bound Part 3

Hannah and the girls sat between the suited males with whom they felt reasonably secure; they did not know just how ‘secure’ they were to become. Hannah’s tight skirt and flashy red shoes made her feel exquisitely effeminate; she studied the bulge in Scott’s crotch and imagin... read more

shemale lover June 13, 2012 100%

Birthday Present Chapter 2

Her Side I ran my fingers into Victoria's beautiful blonde hair and pulled her glossy lips against my labia, pushing up to meet her soft tongue as she probed my wet slit. She knelt beside the sofa, her face buried in my nest, her blonde hair spilling across my stomach, her silky blouse tight agai... read more

shemale lover June 16, 2012 100%

Alex Two: The Next Time

Part Two of ??? (there is another series I'll start too, Hopefully its not too repetitive and my fetishes aren't showing too strongly. heh. That is sort of a prequel to this, I guess. I had forgotten about it till just now when I found it in a misnamed folder.) Alex Two: The Next Time.... read more

AlexShouse July 12, 2012 100%

Z is for Zoë

My name is Zoë. Sometimes. At least that's how I like to think of myself. A sexy name for a sexy lady. Again, that's how I like to think of myself. For the last 18 years or so I have lived a sort of a double life. Most of the time I'm Alan, a guy who works in the medical profession - let's just... read more

shemale lover August 10, 2012 100%