Free Shemale Stories

Outdoor Tranny Sluts Lust

I wake up really early one morning with my cock throbbing hard under the sheets. I got a white camisole on. Out of bed i go with a desire to vouyer and masturbate somewhere around my home. I'm home alone so i head out to my garden with my cock bouncing up, down & dripping cum. It's about 5am... read more

Tracy Bel February 14, 2023 80%

HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH

It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... read more

CDDIXIE4U January 8, 2019 100%

HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional

It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... read more

CDDIXIE4U January 8, 2019 91%

my new life with my sister-in-law

Yesterday, I went to visit my brother's newly-divorced ex-sister-in-law in her brand-new apartment. It was meant to be a friendly visit and an opportunity to discuss her new start in life. To describe her to you, she's a slightly chubby woman in her forties, blonde hair, blue eyes, very charming wit... read more

DicksFly February 6, 2024 80%

It Started by Waxing and Ended Up Something Else

The Best sex I ever had? With a 29 year old female about 7 years ago, (2017) Her alleged name was Ashlee, How did I know her? For about 3 years I was paying for a total body etc. professional waxing, with Karen who had a business in Lincoln. People have not lived until they have gone through... read more

Linda Tiffany Vista May 9, 2024 100%

Just Another Sunday in the Park...

… It was such a warm and sunny Spring Sunday morning that I decided to read my Sunday New York Times in the park. Newspaper under my arm, I strolled to the secluded bench in the far back corner of the park. It was in just enough of a break in the trees to "catch great rays". People ra... read more

coldasicefire March 2, 2018 80%

Be My Bitch

After a long day at work, I get in my car, and look forward to the long drive home. It gives me time to unwind and relax. I try to forget about the hectic office and concentrate on my beautiful girlfriend waiting at home with that warm smile that she greets me with when I get there. However, tod... read more

Go Balls Deep or Go Home August 6, 2018 66%

Fancy dress party

Living near the coast, there are quite a few caravan/camping sites near us,Every new year me my wife and friends go out in fancy dress to one of the parks that has a great club house, Usually I go as Batman, a Centurion, things like that but last year my wife suggested we all go out dressed as Frenc... read more

debbstv December 4, 2018 87%

Karen, My School Teacher Part 5

The Bus Station By FoxyHosed I looked around, but no one was there. It was dark and pretty cold night outside. I felt the air blowing around and up my pantyhose encased legs and ass. Mmmm nice. I started walking to the bus stop a few blocks further down from the school. I felt very attractive g... read more

FoxyHosed March 15, 2021 100%

Glory Hole Memories

The Glory Hole Fun Begins Locking the car I look towards the building. The entrance is open, but from my position it isn’t possible to see inside, the bright sunshine making the entrance look black. My heels click on the tarmac as I approach, my legs beginning to tremble with fear and excitement.... read more

Sexy Michelle March 13, 2024 100%

a bride for a day

A letter from an admirer who will visit me in time. All girls want to be a bride for a day. I went down to see Amber now isolation is over and we spent two days just fucking, spanking, sucking, peeing, smearing, wanking and just about anything we could think of. Them Amber suggested we have a... read more

amberdoll May 22, 2020 50%

your bride to be

Good morning Michael, I loved the story you wrote for me All girls want to be a bride for a day. I wonder if it is practical to do this as I would like to. Fantasies are nice but are really only worth having if you can make them happen or if the opportunity arises. A mock vicar would be qu... read more

amberdoll May 22, 2020 33%

all girls want breasts

All girls want breasts - a lifestyle Sissygurl and her boobs. Let’s start with saying a Sissygurls tits are important to her. Whether you call them breasts or tits it is the same thing. For all women, her breasts are a very important and visible sign of her ‘womanhood’ and regarded as a key a... read more

amberdoll September 14, 2020 50%

Sissy Slut and Stepdads part 2

My mother kicked Frankie out and swore that he was the last loser she would ever date. She believed that we were still having sex, and she was right. Pure raw animal lust drove us, and It was even better when we sneaked and got. That nervous adrenaline mixed with my passion and made me super horny a... read more

Regina10 February 15, 2021 100%

La soumission

Mon amie Sophie qui m’a déjà surprise à deux reprises dans des situations équivoques, n’a pas tardé à revenir à la charge en m’appelant au téléphone pour me faire une proposition singulière. « Mélina, samedi soir, débrouille toi pour te libérer et me rejoindre à la maison. J’ai une surprise pour ... read more

Isabelledecheverny January 11, 2022 50%

Unexpected Twist

I'm a reporter for a regional newspaper in Germany, in my 30's and always in search of a good story. Last summer, while visiting a local pride festival for a short report, I got in contact with the regional queer community. A few months before, a new editor-in-chief took over in our office, a very c... read more

webandy87 November 22, 2023 100%

Jesse in a dress

Jesse sat primly, as been instructed, gracefully crossing his smooth, shapely young legs reveling in the sensation of the light-taupe silk stockings, sending yet even more flurries of butterflies through his tender tummy. He gently draped the flaring of the soft pastel-yellow floral summer dress ... read more

ALEXEAMES January 13, 2024 100%

How it started

What got me started off watching shemale porn was actually meeting a very beautiful shemale at a beach party. I already knew she was a guy but she was so beautiful. So at one point I asked her if she wanted to go for a walk and after a few minutes and let her know that I was down. Her response was ... read more

PNPFUCKBOY February 12, 2019 80%

My Seductive Secret (True Story)

During my childhood, me and my brother used to play with two other boys who were our neighbors every weekend. One day we decided to wrestle, and I took on the youngest one, (he was about 2 years younger than me, like my brother) and we wrestled in the shed while my bro and his bro (who was my age) w... read more

Chickzdigmeyup June 18, 2019 91%

First fuck in public ;)

You’re only wearing a coat, I find a place where, I can kiss you then slide my hand between the flaps of your coat. I expose your breasts and slide my hand down across your tummy down to your pussy. My fingers start to explore your soft bush, working there way to your soft pink lips surrounding your... read more

BalkanLoco91Ri August 26, 2019 100%