Free Shemale Stories

First time in Key West

I've always been fascinated by shemales.  Aside from having an overall appreciation for how the male member in general functions and, when properly stimulated, pulses and pumps...cum spewing from the tip.  I've watched any number of webcam shows where guys jerk off.  And yeah, I've wa... read more

peepholeman January 4, 2018 87%

TG Girlfriend moves in

Monday morning 6:00 am and I am just awakening, and I realize a naked body beside me has her arm around me, we are both naked. My wife Lydia is out of town to a seminar, and this adorable brunette perky tits and lovely eyebrows, beautiful lips slightly pink, sleeping beside me. Joanne and I had spen... read more

Jon Paul January 18, 2022 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%

Cum in my wett mouth Big Tits Girl!! La?

Hit me up. I’m soo needing a gurl to practice bjs on for hrs.... read more

LA?? August 15, 2019 50%

2nd date with Latina Sissy Destiny

So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... read more

AllenB April 5, 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%

Oneness with the bodies

many years went into just fantasizing being with shemales. I was getting hornier day by day to try it out. But being in a relationship there was hardly any room or time for it. I once experienced it in bangkok and confirmed that I really can do it and actually love it. One day suddenly it was br... read more

zyankhaan786 May 30, 2023 100%

Threesome with random muslim men from Dubai -

As you all know, most of the meetings with my clients happen in good 3-star or 4-star hotels. Clients normally visit my hotel room and have fun. This exciting session happened during my stay in a 3-star hotel room in Bangalore on March 1st and 2nd. I had bookings for both the days and was prepare... read more

Manusha Tranny October 14, 2021 45%

Threesome goes clubbing

Ft. Lauderdale is probably the most LGBT friendly city on the east coast. So many nice restaurants and clubs that welcome all and have many LGBT employees as well. Lydia and I have been married several months, we had met Joanne an absolute amazing transgender girl during a weekend trip to the Baha... read more

Jon Paul July 8, 2021 100%

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%

So excited

I just booked my feminization surgery, well everything but getting a pussy I’m good with tucking. Unless I could be guaranteed to be able to give birth one day ima keep my boy pussy lol. I swear I been saving for 10 years now and I finally got a date set lol. I’m fina be a bad bitch lol. I’m just dr... read more

Wet boy kitty February 1, 2021 50%

First Time I Experienced Eating a Tgirl Out

So this is likely going to seem tabboo for some and if this is not your thing, I respect that but everyone is different. Eating pussy came natural to me like it does for most guys once they start having sex with girls. Other than one time 69ing with a female and having what I would call "incidental ... read more

AllenB October 21, 2022 100%

Oggi in ufficio è arrivata la moglie del capo

In ufficio sono abitualmente usata da mio capo, ogni volta che ha voglia viene da me o mi chiama nel suo ufficio e mi usa per svuotare le sue palle, oggi arriva accompagnato da un biondona CIAO HELENA buongiorno LEI E’ MIA MOGLIE senza che io possa rispondere mi alza la gonna e le mostra la ... read more

helentrav October 7, 2023 50%

When Fantasy Comes True 2

After my first threesome encounter with Jenni and her friend, getting a golden shower from three trans women was a bonus. Being drunk and now four of us snuggled in bed, i thought the night had ended but i did hope for more. I was not disappointed as Jenni's friend (Sasha) who had been sleeping d... read more

Sara Banks October 22, 2018 98%

Lady In The House Ch. 09

A story by MicheleNylons ( Continued adventures of a cross-dressed prison prostitute. ) I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the ... read more

✘Transensual✘ February 27, 2019 100%

Ein Traum von einem perfekten Cruising-Erlebnis

Die meisten Elemente habe ich bereits beim Cruisen erlebt. Aber die Kombination aus all dem mal un einer Begegnung wäre traumhaft. Ich stehe im Duplexx in einer der Kabinen. Wie üblich trage ich nur BH, Höschen, Hemdchen, enges Top und Halsband. Meine Brüste kommen gut sichtbar zwischen BH und T... read more

Jasmin_P March 2, 2021 80%

My Fantacy

I'm sitting here watching porn thinking about how bad I want laid. So, I figured I'd post a quick story of something that's been on my mind lately. See, I'm craving a good dicking. But, not only that. I want to wear my new stockings and garter belt with a black bra, lace thong an... read more

Shiloh Patutie December 26, 2017 81%

Saving My Marriage

I love to write Erotica. For story requests please send me a private message or email noirenoire10@gmail.com It was our anniversary. Today made five years that my wife and I have been married and we were taking a road trip to celebrate. I chose our destination but I let her choose all of our a... read more

therefill05 February 16, 2021 90%

Deflowering Latina Sissy Destiny

A real life story of my one and only time deflowering someone and being their first real encounter, I was 27 at the time and she was 21. I am absolutely convinced that Trans girls and CDs have a bit of a 6th sense when it comes to perceiving which guys are into them even in a public situation. I ... read more

AllenB September 7, 2022 100%

Kate Berges the Shemale who fucked first in my ass

I was with her last week. She was in a duo. So I went there and rang the bell. Recognized me right away and gave me a deep kiss. I then asked her if she was available in the duo and her colleague a.) cums properly and if she would also fuck each other, which she confirmed. She then went out and c... read more

Bigpruegel69 December 17, 2023 100%