Free Shemale Stories

Regina's scary, and sexy Blind Date

I had just finished doing my makeup, finally deciding which blush to use, and I thought I had some time for my meditation. However, Mr. Cobb was early. The gold minidress I wore showed enough legs, ass and tits to make any man horny, and the strappy tanned five-inch sandals, made me feel majestic ... read more

Regina10 March 18, 2024 100%

Late Night Snack (Touch me in the morning)

I was awakened abruptly by someone banging on my door at 1am. At first, I thought it might be Harry, the man who replaced Mr. Cobb in my bed a few nights ago. He had been persistent and horny constantly. I think it was because fucking trans women like me was new to him and he hadn’t got enough of th... read more

Regina10 March 28, 2024 100%

She Loves Dirty Talk Too

Sexy TS Girl: Hiii! How are you? Thanks for being my new friend. I have so much love forssz you, my friend. Don't hesitate to like and comment one or two photos of me that you like. We can also chat... Love, love, love you, sexy man. HardRock: I really enjoyed looking at your galleries.... read more

Hardrock51Fifty May 17, 2024 100%

Glory Hole Girlfriend

My boyfriend likes to take me to the local adult bookstore, into the back where the video arcade is. There's always a lot of men there, strangers that we don't know, and I feel funny when they look at me. They wonder why a pretty young woman would be back there. It smells too. A rich sweaty sc... read more

shemale lover December 18, 2011 71%

Fantasies Fulfilled

I enjoy crossdressing and do so when ever I can. About the only time I dress as a man is to go to work. I have been doing this since I was eleven years old. I love to have sex with a man as if I was a woman and really think I should have been born a girl. I think like a girl and naturally act like a... read more

shemale lover May 26, 2012 100%

Shemale snapped

Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. The... read more

shemale lover June 21, 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%

MY Party Favor Fantasy

My Party Favor Fantasy A fictional story built around an old fantasy of mine I ran a notice on one of those sex sites that said” Help me fulfill my fantasy and I bet we take care of some of yours also. Hi there, I am Penny and I am a total bottom trans w... read more

pennypenny January 8, 2019 92%

From accidental trans porn addiction to a cum filled booty

One night when I was around 30 or so I was watching some porn, nothing unusual for a guy like me, aka a sex addict. Sex addiction is great if you’re Tiger Woods and swimming in poon, but for guys like me - regular, awkward, slightly handsome in a very boyish way, weirdos — it’s not that fun. We... read more

CDJaneBooty April 1, 2022 100%

The Next Level

Nitromethane It's been a couple of weeks now since I sucked my last shemale cock and swallowed her load, and with enough distractions, it hasn't been too difficult keeping myself preoccupied and my mind off of satiating my new fixation. Still though, I do have my moments when I sit back and imagi... read more

Gwapo67 February 1, 2022 100%

Southern Hospitality Ch. 03

XtinaSmith2017 Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned ... read more

Gwapo67 May 16, 2022 87%

Meeting Amanda Ch. 2 - The Next Day

After a hot evening together, the story continues https://www.ashemaletube.com/story/meeting-amanda-6595/ ------------------------------------------------------------------------------------------------------------- “I could really use a shower,” Amanda said while she... read more

rforasht September 7, 2022 100%

Samantha sissy TGTF

Theme and genre of the story: The genre is about gender bender, futanari, gay, physical transformations of the body, magic and biology, the kink in particular that must excite in the story is the perversion of the transformation of the body and mind through a magical element that manipulates biol... read more

Samantha sissy world September 20, 2022 66%

Hot Part 1

I should have realized something was going on when it first started. I was her stepfather and Angela was about 16 years old the first time she started to hug around on me. This went on for several years until she became of age. After her 18th birthday, she started wanting me to kiss her on the lips.... read more

shemale lover September 8, 2011 100%

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%

Cogiendo con travesti

Hola, soy de Colombia. Siempre he sentido pasión y deseos por las travestis y me encanta su sensualidad y lo femenina que se ven.. Siempre soñaba con estar con una bella travesti hasta que se me dio la oportunidad. Conducía mi moto una noche y de repente en la calle, en un anden, vi a una voluptu... read more

manndick00 June 14, 2021 100%

A pervy uncle invited me to his house at 10 PM..!

It's been 8-10 years now, I had this amazing experience. I was standing at the bus stop in my area/street(my daily routine), one uncle was watching me but I ignored eye contact as I feel awkward the way he was looking at me because I act straight in public and I felt that he's seen my girly ... read more

Cindy Sky July 20, 2021 81%

My first time

It was in june, I was having a few beers with some friends and everything was going ok, then when it was 2 o'clock in the morning we went away from the pub, while i was getting in my car I had the rush of buying some sex toys... i was horny, so I went to a sex vending machine, bought some "geisha ba... read more

Str8ManCD October 20, 2020 90%

Latex succubus

The lights of the city obscured the supposedly brilliant starlight in the night sky, leaving only dim and scattered scattered stars adorning the gloomy night sky half-covered by dark clouds, and the crescent-like crescent moon guarding it in the distance makes the night seem less empty Lonely. Mayb... read more

Alicexiao January 6, 2023 0%

Afternoon Delight Chapter 2

The week was very busy getting ready for the party. All of Auntie's staff was invited, plus several students and professors that I didn't know. Well, this presented me with a small problem: Not all of them knew I was transsexual. I asked Auntie if I could wear a wrap skirt in order not to freak anyb... read more

shemale lover August 26, 2012 100%