Free Shemale Stories

delicious virile male flesh

Tasted delicious virile male flesh… The breeze caressed my swollen nipples giving me pleasant shivers. The two glasses of Riesling had also contributed to my excitement. My crotch was burning as if the disappearing sun had blown all its thermal energy into me. Under my fine lace panties, purple o... read more

hippocampus_171 April 23, 2023 100%

Playfull Sexy Shemale LindaTgirl

The overwhelming passion will start. When you date me... it will all start with kisses and wrapping with my legs around your body and showing of her gorgeous smal tits.The, while sitting on your lap I will whisper in your about what will be next.. About what turns me on... about sucking, licking,... read more

TS-Linda. February 21, 2022 100%

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%

Current Fantasy

I really wanna get fucked for the first time and my dream way of doing it, always wanted to do a porn. The dream is that I go there and get done up in such a way, I am unrecognizable, just looking the best. Have a tranny come in and do my make up, the way she likes it and gives me a preview of what ... read more

martley June 30, 2023 16%

My first time getting a big cock in my ass

I got talking with a relatively local guy, much older than us, but had a thick 8.5" uncut cock, which was perfect for what I wanted to watch enter my Mrs. Our messages went something like this... Me "Did you want to meet up first?" Him "If you want" Me "We'll chat about a plan, then I'll... read more

BalkanLoco91Ri August 26, 2019 81%

mushrooms in all shapes and forms

Mushroom season is open! Yummy! I love mushrooms, in all shapes and forms. We were about fifteen mushroom lovers who only get together to pick mushrooms, without any other friendly gatherings! For this last outing of the season, our splendid instructor was accompanied by her cousin, who was sup... read more

hippocampus_171 November 24, 2023 100%

sex-agenarian's onanic lust

An onanic lust of a sex-agenarian that I am; I'M IN BIG HEAT; it's the season of bodily reunions in nature... I'm like an elephant(e) waiting to be satisfied. My cloaca is starting to titillate at the mere sight (look hah!) of a guy's swollen crotch on the street... I activated all my sensors to sa... read more

hippocampus_171 March 9, 2024 100%

A new start in life

“In life, finding a voice is speaking and living the truth. Each of you is an original. Each of you has a distinctive voice. When you find it, your story will be told. You will be heard.” John, living outside Boston, being your average accountant working with Gillette, had gone through a messy di... read more

Jon Paul May 9, 2024 100%

The BIG COCK that I will eat.

ENGLISH: Hello friends. In the link below, you can see the tranny cock that will fuck me in the days to come. I saw her advertised on the internet, I picked up the phone and called, I will see her when her clinical tests are negative for sexually transmitted diseases, because I will surely swallow... read more

cuchillo September 18, 2020 50%

lust of a sex-agenarian nana-pops

Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... read more

hippocampus_171 July 9, 2023 50%

Shemale fucks guy - My gf fucks my slutty ass.

I have a shemale girlfriend & we both are in a relationship. One day, I decide to give her a visit. I'm 5'7 guy & she's 6 feet. That makes her tall & intimidating & whenever we meet, it's me who become her gf. I visit her, she takes me in. SHe pulls me towards her while giving me a deep kiss. I ... read more

glodobox December 4, 2020 97%

Thai Ladyboy

One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... read more

BEN437 November 19, 2018 90%

Thai Ladyboy

One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... read more

BEN437 November 19, 2018 100%

Got my ass pounded in Miami by a tranny escort

Got my ass pounded in Miami by a beautiful tranny escort with a 10 inch thick cock. Years ago I was in Miami for a business trip. Four days just me in my hotel room. I decided to treat myself to some of the X rated channels that my hotel provided. As usual I went straight to the tranny porn.... read more

My Shemale Attraction January 3, 2023 100%

Towel Boi: You're Hired

Kasey Stevens woke up in his new studio apartment. The five-foot-nine, blue-eyed sissy with ash brown hair yawned and stretched before heading into the bathroom. He showered, taking good care to lather his rosy skin with strawberry scented body wash. He shaved his legs and rinsed off. Then, he appli... read more

Faggyboi and Puzziboi November 14, 2023 50%

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%

Amateur Shemale Videos Just Next Door

I rented out a place in this neighborhood not because of the fabulous location but because it was really cheap. It wasn’t what you call a family neighborhood, but nobody was picking on me, at least. My flat didn’t have much of a view. The living room window was facing the building nex... read more

shemale lover April 12, 2016 87%

wonderful day

I live with my mother. she know that I have a lot of femininity. I ignore it. I am at home. I do not wear women's clothes or men's clothes, but between this and that. I woke up in the morning and I wanted to have all this sex started by shaking my body hair and then looking for a man In th... read more

Moh Alhot November 2, 2017 44%

Cross dressing Aunt

CD Aunt Well, my uncle was a crossdresser, but the group is Aunt CD, so it is all kind of confusing. Back in the mid 80's I was fresh out of high school and was offered to spend the Summer with my uncle in TX, he was only 10 years older than I and was offering to let me stay with him so I could work... read more

PARUSHFAN June 14, 2023 100%

Physical exam that embarrassed the fuck out of me.

Hello and welcome. My names safebet1980 aka Dug if you want a easter name to remember lol.. Right about now some of you are saying to your selfs that name sounds familiar and it might. If your looking at porn I'm on a lot of sites both as a user and a uploader of Amateur videos I both shot and sta... read more

safebet1980 October 11, 2022 80%