Free Shemale Stories

Alexis Season Part 6

Alexis and John looked at each other, and gave each other the same smile, letting the other know that it was okay to kiss and tell. Alexis glanced at the open doorway, where Scott was still standing. "Come in and close the door," Alexis whispered, and Scott obeyed. When Scott sett... read more

shemale lover November 28, 2011 100%

Alexis Season Part 7

"Ohmygod Ineverdid!" Alexis nearly shrieked, and when Mrs. Baker looked up again, Alexis grew red. She was so excited to tell Nancy exactly what had happened the week before, about how great it was that John had gone down on her, that she simply couldn't tell her now for fear that everyone... read more

shemale lover November 28, 2011 75%

Cross romance

I wake up in the middle of the night. I have psyched myself into such a state that I just can't go back to sleep. Thinking back over the years, everything started with a size 32A bra. It happened on one morning when I just turned 13. In my locked bedroom, I clipped on a flimsy unpadded white cott... read more

shemale lover February 4, 2012 71%

An Uncommon Summer Romance

It was my second-to-last week of summer vacation. I was lying on my back, legs wrapped around my hot new girlfriend’s slim hips. She was thrusting frantically in and out of me, her nipples thick pencil erasers grazing erotically against my chest. My breath was coming in spasms. My own cock was... read more

shemale lover November 17, 2012 100%

ROBE MAGIQUE ⚧️ ⚧️

💞 YVETTE 💞 J'ai mis la robe et ma vie a changé. Je ne me souviens plus exactement comment cela s'est passé. Kathy avait acheté la robe d'occasion, l'avait mise et m'avait demandé à quoi elle ressemblait, alors j'ai dit très jolie. Puis, d'une manière ou d'... read more

Femboy 2021 March 22, 2023 50%

Modified Covers

As a hobby, some artists enjoy modifying vintage magazine covers so that their original topics are transformed into transgender themes and shemale models replace the female faces and figures that originally graced the periodicals' covers. In the process, the titles of the magazines are sometimes cha... read more

shemale lover September 9, 2011 100%

Black Book Diary Entry: Barbara

I met Barbara Online on one of those dating sites, Cupid or something. I was drawn to her by her correspondence. She was one of the few women who was skilled enough with the English language to keep me interested and it always excited me when I saw I had an e-mail from her. I had no idea what she... read more

shemale lover June 25, 2012 33%

A Woman's Wager

A man who lost a bet must dress as a woman and discovers he likes it. "Pardon me, Madam," said Ed trying to hustle his shopping cart down the aisle by a very large woman. With her carriage blocking one side of the aisle, she was hunched over a shelf with her big ass blocking the other s... read more

shemale lover July 28, 2012 75%

Digging for Home

Never Make the Last Out at Third After some minutes, Charlie broke the embrace. Backing away a step, she steered her moist brown eyes into Frank's damp grey ones. "What now?" The man tilted his head to one side and shrugged. "I'm not sure. It hasn't been a day yet since you went... read more

shemale lover August 25, 2012 100%

Am I Who I Think I Am?

I was strolling around the mall today wearing one of my favorite girly toe rings with my girly-boy shorts and sandals. I was in one of those moods. I wasn't feeling very manly today and haven't been for quite awhile, but not sure how to feel. When I feel like this. I try to be as feminine as I dare,... read more

shemale lover October 19, 2012 100%

I was Teen Shemale for the US Army

Chapter 1 Reform School Romance! I couldn't believe that all I got from my uncle Bill when he died after all he said to me about my being his favorite grand nephew was an old diary from World War II. I mean I thought we got along pretty darn good, and its not like he had any money or anyth... read more

shemale lover October 22, 2012 100%

And Then There Was Eve

There was an assortment of eclectic regulars at the coffeehouse I owned. The Hipster Café was in fact the hippest place in the East Village. Some would dare pronounce it the hippest place to down java in all of Manhattan. We had fun. Sure we worked hard, but it was always fun opening our stag... read more

shemale lover November 27, 2012 100%

The Creators: Book One by

Chapter One: The Life Giver BRANDON My twin sister is dead, but she’s not gone. Death is a tragedy in the remote village of Towerhead, but it’s not a rarity. Farming accidents, disease, famine, natural disasters, you name it, it kills people in Towerhead. So, six years ago, when the oxen-pul... read more

sagga September 18, 2018 60%

Blind Date

XtinaSmith2017 Anthony awoke to a piercing buzzing tune, a nice enough melody, but one he had come to despise shortly after he had made the mistake of making it his alarm. The culprit, his smart phone, was plugged in on the nightstand beside him and was in the process of making him gleefully aw... read more

Gwapo67 July 1, 2022 100%

Two girls out for a night on the town

Some of my best friends are transvestites. I met them at a nightclub in L.A. It was pretty famous back in the day. They had a drag and dinner show. Some very talented people worked there. Some actually lived their lives as women, but a lot didn't. I used to hang around with Daniel. He was a very att... read more

shemale lover July 9, 2014 86%

What I do best

I lick my lips and taste the gorgeous deep red lipstick applied so carefully; I glance at my image reflected in the minicab windows and gaze at the evening revellers as they make their way to the clubs and bars in London’s West End. I am amazed that here I am dressed as a complete slut in an o... read more

shemale lover October 13, 2014 100%

Shemale Love Story - part 2

He slid his tongue all around the head, the peeled her foreskin back, and started to suck just the sensitive head. She was in heaven! No one had spent this much time worshiping her cock before! She moved her hand down to jerk off, but he pushed it away. She realized that he had not removed his cloth... read more

shemale lover October 7, 2015 95%

2 Girls Out for a Night on the Town

Some of my best friends are transvestites. I met them at a nightclub in L.A. It was pretty famous back in the day. They had a drag and dinner show. Some very talented people worked there. Some actually lived their lives as women, but a lot didn't. I used to hang around with Daniel. He was a very ... read more

shemale lover August 14, 2011 100%

Out of Town Meeting

Dinner was seamless, the food, the music, the wine, the company. Tony’s out of town business meetings were usually painful, in that he hated living out of a suitcase and eating alone in overpriced restaurants. This trip, he was enjoying every second of it. He’d met up with Chantal, a wom... read more

shemale lover August 14, 2011 50%

Transgender Storylines

Stories about transsexuals and transvestites typically involve one or more standard themes concerned with such characters' treatment of themselves, their treatment by others, their treatment toward others, the events and circumstances of their transitional period, their outing themselves or being ou... read more

shemale lover August 28, 2011 60%