Free Shemale Stories

My Shemale Stepmother Part 2

"Not yet, bitch. You've got to beg for it first," she slapped my face with her semi hard cock, "Now, tell me what you want." "I want your cock, mistress," I said wimpily. "What do you want to do with it, slave," she slapped her cock across my cheek again... read more

shemale lover September 1, 2011 78%

TG - shemale at the airport

Layovers are a pain at the best of times but the prospect of five hours at the airport was not a good one. My inbound flight had been delayed and I had missed my connection, so there was nothing for it but to wait out the afternoon and catch the next 'plane home to the wife and kids. The only ... read more

shemale lover October 15, 2011 100%

Attitude Adjustment

Angel sat on a chair in a crowd of women. She had come to this club to take in a couple of shows and she was really enjoying this one! This show was a group of hot looking guys that stripped for a living, which is nothing unusual in Miami, but these guys showed the "Full Monty", or in othe... read more

shemale lover October 24, 2011 83%

Losing My Virginity... Sort Of

Tonight was going to be the night. In just a few hours, I would no longer be a virgin. The route my girlfriend and I had taken to get there, however, had been somewhat strange. Lets start a while back. Her name is Kelly, and she's a beautiful girl. 5 foot 3, roughly 100 pounds. Her tits and ass a... read more

shemale lover November 12, 2011 95%

Stepdaughter's Transexual Surprise

I've been through two marriages in the past. My first wife died at an early age of 29 from a massive heart attack and my second marriage was a nightmare from hell, that I'm now free of. When I met Jeanie, I knew I had to take it slow and easy. Jeanie was a very nice lady in her early 40's. I myse... read more

shemale lover December 4, 2011 97%

Husband and wife used by Mr. Big Black Cock

We had decided to take a trip to Vegas and spend some alone time together.. We started off with dinner, then went to hit the tables.. My husband was on a winning streak. He was up at least $1500. I whispered into his ear have fun I'll be in that cute little shop. ok? Then his luck ran out.. and befo... read more

shemale lover December 18, 2011 81%

Family Frolic

FRIDAY My sister and her husband wanted to take a few weeks off in the sun and asked me to look after their kids for a while. I'd move out of my tiny apartment and into their house for the duration. As I was still living off my severance and they had a nice spread with an indoor pool and a h... read more

shemale lover January 14, 2012 95%

The Ebony TS of my dreams

This story is about one of the most memorable piece of cocks I've ever experienced in my 30 plus years of getting fucking. I just thought I'd write it down and share it simply because I'll never forget it and because I'm a married man and it most likely will never happen again. It happened about ... read more

shemale lover April 2, 2012 87%

My brother's biggest surprise!

Lilly did not like her new step-brother at all, Todd was the worst sort of punk, bad attitude, cocky, arrogant and he thought he was God's gift to women. His father had married her mother nearly a month ago, and Lilly hated it. He called her names like "teentwat","shitster" and ... read more

shemale lover April 8, 2012 100%

A Revenge Fuck

It had been a long day. I had fought the traffic after a miserable week to get home early and surprise my wife for what was to be a romantic weekend. But as I pulled up to the house my heart sank. I saw a bright red motorcycle in the drive way and something inside told me, "This isn't right!&qu... read more

shemale lover June 3, 2012 50%

Black Transsexual Gangster

Hi, everybody. How are you today? My name is Wanda Smites. Who the fuck am I? A fine-looking sister with a hot tale to tell you. I stand five-foot-eight, chubby but sexy, with light brown skin, long Black hair and pale green eyes. I've got big tits, a curvy body, wide hips and a big round ass. What ... read more

shemale lover July 5, 2012 100%

One Night of Lust

Hi, my name is Kelly and I've been a tranny for 3 years now. I'm 22 and just got a stunning boob job, 34C. After three and a half years of taking female hormones, I can turn the heads of any and all straight men on the street. I am also a cage dancer at an erotic club in Atlanta for people of all wa... read more

shemale lover September 2, 2012 100%

Brotherly Love, Sisterly Love

RICHARD My brother and I were especially close, as twins often are. We shared everything, including all our thoughts, feelings, experiences and desires. Even though we were eighteen, we still shared a bedroom too. It wasn't like there were things that we kept private from each other, it was the t... read more

shemale lover September 28, 2012 76%

Who's the Bitch Now?

Well I was approaching the big Three-O in a couple months and dreading it. I am still in decent shape but the genetic roulette wheel has been a bit unkind since I have been loosing my hair since my early twenties but shave my head so it doesn't look bad. On the other hand I have a good job even d... read more

shemale lover November 15, 2012 88%

Annoying Roommate

My name is Mike I'm 24 years old right out of college entering the workforce as a entry level pharmacist. I'm about 6'2 about 180 but being so busy studying for the past few years my body is a bit soft. I always have been bad with women, I'm what you call the typical nerd/geek/loser. I live in a sma... read more

shemale lover December 15, 2012 100%

The Backdoor

It was only my first time in the club and my hands were shaking beyond control. I almost didn't make it through the front door I was so nervous. I felt so out of place. Everywhere I looked, it felt like people were staring at me, judging me. It was like they knew I had no clue what I was doing. ... read more

shemale lover January 3, 2013 96%

New Black Friends

I go to a small discount store near my house once a week to buy candy. One sales clerk is obviously gay. He is nice to me and we have short conversations when I pay. He is a tall skinny black guy 22 years old and his roommate is short and pudgy. Over the past few months I have often thought to just... read more

FunFemMan July 8, 2014 66%

Tgirl BBC slut Jill ravaged by 3 BB12"Cs at BBC nightclub

I'm a white whore blonde bubble butt Tgirl BBC fuck slut living in Las Vegas. I love it here because we get many big black studs who cum here to be serviced. I dance at a private unadvertized no-name shemale club off the strip which caters to big black studs only. I love the thrill of being on ... read more

TgirlSlut4BBC February 15, 2015 89%

Uncle's slutboy: the attack of the black men

On the way home from Grandpa would I through a park. Or I would not. but the road outside was sooo long and I felt frankly a bit sore and spent in the ass after being violated by gramps. so I shortcut through the park. After all it was not that bad. Not like those dank places without light and a lot... read more

worshipbbc December 25, 2015 61%

Journeys of a girl finding herself... A wonderful date with my D

I nearly lost my virginity as a woman last night... I have been seeing a very sweet and sexy Domme for about a month now and she has been pushing me and making me see myself in new ways. I have talked about how when she started to introduce forced feminization upon me, she could tell it was not forc... read more

Faye_Valentine January 18, 2016 84%