Free Shemale Stories

Alpha Gamma's Secret

Molly woke up to the sound of her alarm clock beeping. She opened her eyes slowly and looked at the time. It was 7:00 AM. She groggily reached over to shut it off, pulled away her blankets, and stepped out of bed. She walked from the bed room which she shared with her sorority sister Gina to the ... read more

shemale lover November 2, 2011 85%

Hung Trans Lesbians Fuck Two Ladyboys

Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... read more

darrell January 3, 2022 100%

The Babysitter's Secret

The story that I am about to tell you took place on a day that started out very ordinary, but would end up as the least ordinary day of my life. Until that particular Winter day, I thought I knew who I was. I was Peter Fuller -- respected educator, devoted husband, loving father. I had never cheated... read more

shemale lover October 24, 2011 94%

Miss Tiffany Fulfilling Her Dream

Finally, I had everything I needed to dress up for a little fantasy today. Ever since I was a little boy, I had always thought my neighbor Steven was extremely handsome and sexy. At 6 feet 3 inches, Steven is exactly what is described as tall, dark, hard tone and muscular. Tonight, I would finally h... read more

shemale lover November 17, 2014 94%

The Babysitter Chapter One

Sometimes I guess it's hard to find ways to make a bit of extra money when you're home from college for the summer. It certainly wasn't easy for me looking for work. That's why I found myself doing a bit of babysitting in my spare evenings. I know, it's the kind of work that you'd expect from a teen... read more

shemale lover March 4, 2016 88%

Sweet Sherri

"The fuck you want," the girl hissed through her teeth. Well, it's hard to say. For one, this was the one night of the week at the particular club that was tranny night. Unless the lucky woman was either a straight freak or had been exposed to the scene, there weren't too many people wa... read more

shemale lover October 31, 2011 100%

Alpha Gamma's Secret Part 3

-7- "This has been an important and exciting year for our sorority," said Jessie, House President, to the assembled sisters of the Northeastern University chapter of Alpha Gamma Tran. Today was a very special day. It was the annual Commencement Ceremony which marked a successful en... read more

shemale lover November 3, 2011 80%

The Girl Next Door Ch. 02 by derezzed ©

Chapter 2 – Taking the Next Step Into Depravity Michael hardly got any sleep that night. When he did his dreams were filled with images of Jenny and her large penis. He tossed and turned in frustration. As he rolled over for what felt like the thousandth time he was blinded by the sunlight that h... read more

StevelovesTgirls June 11, 2019 92%

When the Balls Drop; A New Years Tale Chapter 9

Chapter 9: The dancer's proposition… "Where would you like to sit?" Mason asked. "How about up at the bar, I like to be right on top of the action." Veronica replied in a giggle. They took their seats and ordered a few drinks, and then a little perky blonde got t... read more

shemale lover December 6, 2012 88%

The game show,

One day i was looking through a number of competitions and trying to find a way to make some easy quick money. A number of applications were sent, mostly for junk i didn't need or for competitions I knew I had no chance of winning. For example, the types you get $30,000 for answering the easiest que... read more

chris1989r January 24, 2022 100%

A New Girl

Still half-asleep, I purred happily when I heard the curtains being drawn. I could hear the sound of rain beating against the outside of the window, but the poor weather was the last thing on my mind. Still barely able to believe my luck, I slid my hand down the side of my smooth thigh, delighting i... read more

shemale lover April 5, 2012 100%

Different 3some in Acapulco

My job in a large travel agency takes me every march to Acapulco for the Tianguis Turistico, (Mexico tourist fair) that takes place in this nice resort. I very much enjoy those trips, and especially the pole dancing bars, were I would hang out at least 2 or 3 times during my stay. Those places ar... read more

shemale lover August 23, 2012 100%

Different 3some in Acapulco

My job in a large travel agency takes me every march to Acapulco for the Tianguis Turistico, (Mexico tourist fair) that takes place in this nice resort. I very much enjoy those trips, and especially the pole dancing bars, were I would hang out at least 2 or 3 times during my stay. Those places ar... read more

shemale lover July 22, 2013 94%

Summer School

Dan woke to the sound of birds softly chirping outside his apartment window. Excited, he sat up realizing that he now finally had the apartment to himself the entire summer. He could do what he wanted and wear what he wanted. No longer did he have to keep many of his "pretty things"... read more

shemale lover January 30, 2012 100%

Becoming My Wife's Wife

"Baby, you know how much I love you. There's just something missing that I feel like I need in my sex life." My stomach turned as soon as I heard Sherry say those words. I remember it like it was five minutes ago. We had just finished having unbelievable sex and she was sitting naked on... read more

shemale lover April 1, 2012 72%

A Night Out Chapter 4

As we laid in each others arms our cum squishing between us Neerja slowly peeled her body away from mine. As she stood I took in her body again. She had a fantastic body. Long slender legs, perfectly toned stomach, and nice small perky tits. Her dark skin and hair made her look like some Victoria Se... read more

shemale lover April 20, 2012 100%

Dark Temptation

Ella's body glistened with perspiration as she twirled and spun her lithe body on the dance floor, loving the way the beat of the music thumped around her. The twenty-one year old loved Brighton's laid back, hippy, music generated atmosphere and long ago had fallen into dancing until the sun came up... read more

shemale lover June 22, 2012 88%

Office Policy

“Ok ladies and gentleman, please put your hands together for the beautiful and talented Erika!” the DJ’s voice rang out over the thumping alternative beat as the object of my lust strutted to the stage. Erika’s saucy red curls bounced on her head and on her soft porcelain whi... read more

shemale lover August 30, 2012 80%

"Just Treat Me Like A Lady" My First TS

I had just moved to San Antonio for a new job. I only knew a few people from work and asked them where I should go for some night life. They told me to go downtown and gave me the names of a few bars. I was 27 at the time, athletic, a little over 6'0" and about 175." I have a good body and dress cas... read more

shemale lover November 27, 2014 84%

Freak House Superstar Come Fest

Kiki and Ty Blaze were doing their thing. They were living on their love and passion, literally. The couple had taken their love, passion and desire to please one another and turned it into their livelihood. They had become stars in the world of underground porn. Their production studio, Nasty Nigga... read more

shemale lover February 1, 2012 50%