Sort by
Relevancy

Free Stories

87%
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 full Story
peepholeman 2018-01-04 28,822 Amateur Latina Bareback Blowjob Ass to Mouth cum in mouth
95%
Happy Ending
The last massage of the day is always the worst. It’s no secret that it’s the end of your shift and you just want to go home! But, today a really pleasant surprise happened. An appointment came through and requested me, which was odd because I didn’t recognize the name or the telephone number on ... Read full Story
therefill05 2020-11-25 6,928 Cumshot Big Cock Ebony cum in mouth
100%
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 full Story
Jon Paul 2022-01-18 5,668 Amateur Cumshot Latina Masturbation Bareback Creampie Shemale Fucks Guy Blowjob Ladyboy Guy Fucks Shemale cum in mouth
90%
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 full Story
therefill05 2021-02-16 6,575 Cumshot Bareback Creampie Shemale Fucks Guy threesome Blowjob Big Cock Ebony domination Sex Toys cum in mouth
100%
New Orleans TS dream come true..
In was on New Orleans running water for the victims of Katrina in 2005. I went down to Bourbon St several times an one night I walked into adult fetish store and as I was looking around there was what appeared to be a very beautiful black woman bending over with a very short skirt on. I was admirin... Read full Story
jim3801 2018-09-11 11,182 Group Sex Bareback Shemale Fucks Guy threesome Big Cock Ebony Guy Fucks Shemale Interracial Ass to Mouth cum in mouth
50%
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 full Story
LA?? 2019-08-15 3,804 massive Tgirls cumshot cum in mouth bigtitties huge boobs cim big tits shemale big tits latina BJ and Cum Huge cumshot
100%
College project surprise
So this story happened while I was still in college and remains without doubt, the craziest, most exciting experience of my life. So I the story begins one day when I walking to class. I went to a big university so my walk was quite long, and the first 1/3 was just through off our campus housin... Read full Story
Jsmithsub 2020-09-16 21,988 Group Sex Bareback Shemale Fucks Guy Fetish threesome Big Cock Ebony domination Ass to Mouth cum in mouth
100%
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 full Story
AllenB 2022-04-05 4,523 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
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 full Story
zyankhaan786 2023-05-30 6,893 Group Sex Bareback Shemale Fucks Guy Big Cock domination big ass cum in mouth double anal
45%
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 full Story
Manusha Tranny 2021-10-14 9,420 Crossdresser Cumshot Outdoor threesome Blowjob Big Cock Asian Ladyboy gangbang domination Guy Fucks Shemale Ass to Mouth cum in mouth
100%
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 full Story
Jon Paul 2021-07-08 5,625 Big Tits Cumshot Bareback Creampie threesome Guy Fucks Shemale cum in mouth
98%
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 full Story
Sara Banks 2018-10-22 12,222 Group Sex Cumshot Bareback Shemale Fucks Guy threesome Blowjob Big Cock gangbang domination Ass to Mouth cum in mouth golden showers golden shower
50%
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 full Story
Wet boy kitty 2021-02-01 3,131 Crossdresser Cumshot Masturbation Bareback threesome Asian cum in mouth
50%
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 full Story
helentrav 2023-10-07 4,773 anal Crossdresser Cumshot threesome Blowjob blonde domination Guy Fucks Shemale sissy cum in mouth
80%
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 full Story
Jasmin_P 2021-03-02 3,727 Amateur Group Sex Bareback Creampie threesome gangbang Lingerie Guy Fucks Shemale Ass to Mouth piss drinking cum in mouth
81%
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 full Story
Shiloh Patutie 2017-12-26 4,087 Stockings Group Sex threesome Guy Fucks Shemale Ass to Mouth cum in mouth
100%
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 full Story
AllenB 2022-09-07 6,830 first time Big Cock Guy Fucks Shemale Homemade sissy travesti cum in mouth
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 full Story
Bigpruegel69 2023-12-17 7,720 Cumshot Creampie threesome Blowjob cum in mouth shemale + shemale
100%
Bottom Bitch
Let me set the scene. My name is Mike, as a "Gurl" I go by Fiona. I am a gay man, mid thrities, white, 5' 9' 165, reasonably handsome, both in and out of women's clothes. One of the ways I express my sexuality is to dress as a woman and get fucked by other men. Preferably in a humiliat... Read full Story
Fiona Fortune 2024-11-25 1,107 Crossdresser Amateur Group Sex Cumshot Blowjob Guy Fucks Shemale Interracial sissy cum in mouth
78%
Bikini contest
I was at this beach bar in Mt Pleasant SC. There was a bikini contest that day. As I attended, the contest started. I was 23yrs old and the thought never crossed my mind about a tranny. However this was supposed to be all girls. Nobody, including me suspected this girl that won the contest was a tr... Read full Story
jim3801 2017-08-09 19,572 Small Tits Ebony Lingerie Guy Fucks Shemale Interracial Ass to Mouth cum in mouth
87%
Chicago TG Romance (part 2)
As you must read part one of this story, one of the most interesting and attractive T-girls I have met is sleeping beside me in my motel room after a wonderful evening of being together. Beth awakened around 4am and got up to go to the bathroom. She was brushing her teeth and heard me stirring, I di... Read full Story
Jon Paul 2018-06-04 6,414 Amateur Shemale Fucks Guy Blowjob Asian Ladyboy Ass to Mouth cum in mouth
100%
Making my CD slut fantasies become real
Having an open mind and saying yes to a TS friends' idea has lead me to discover things I never even knew about myself. I’ve always been into kink, but my adventures as a CD have shown Me that I have filthy perverse cravings to satisfy with people I’ve yet to meet. I enjoy transsexual escorts and th... Read full Story
pinkybrown666 2021-05-20 5,769 Crossdresser Amateur Group Sex Creampie Fetish threesome gangbang Interracial cum in mouth blonde cd
75%
So good fuck with me and my klients.
Hello, I am Francesca, and I offer company to couples and women. A few days ago, a couple hired me for two hours.The woman was fucking me with her strapon while I was stroking the man's cock. She was pushing her hard cock deeper and inside me, I could feel my ass dissolving more and more. I turn my ... Read full Story
Francheskahotass 2021-08-11 3,730 Crossdresser Amateur Group Sex Cumshot Shemale Fucks Guy threesome Ladyboy Lingerie Guy Fucks Shemale Sex Toys Homemade Ass to Mouth cum in mouth
72%
DENISE IN BLACK FF NYLONS AND HEELS
I have a passion for corsets and black fully fashioned seamed nylons, which I like to wear with tight revealing tops and miniskirts or very clingy dresses. I always wear multi strap 10 or 14 suspenders with a tight lacing corset that reduces my waist and gives a sexy outline to my shape. My favou... Read full Story
DENISEFFNYLONS 2018-04-03 8,466 Stockings Fetish threesome gangbang Lingerie Mature cum in mouth
100%
Hooked On Shemale Cock
Nitromethane Well, that did it, I finally swallowed my first load of shemale cum, and I haven't been able to get it out of my mind since. It was three years or so that I'd been wanting to have a shemale cum in my mouth, and it was everything I'd dreamed and more, but now what? I'm at work think... Read full Story
Gwapo67 2022-02-01 3,714 cum in mouth
94%
Flight cancelled
I was on my way back from a long business trip to Chattanooga, Tennessee and deciding to hit the airport bar during my layover. As I walked up to the bar I noticed there was only one seat open. I took it. I ordered my favorite drink, an old fashioned neat with makers mark. As I sat there waiting for... Read full Story
Jsmithsub 2019-10-31 24,941 big dick Group Sex Bareback Shemale Fucks Guy Fetish Blowjob Big Cock pissing Ebony domination cum in mouth monster cock gang bang
93%
Chasity's white pussyboy
I led Chasity into the apartment. She was looking for a one bedroom, furnished place and had called about my ad in the newspaper. I hoped to rent this place quickly, then I would be full and could devote my time to some maintenance and repairs rather than showing places. I looked at the renta... Read full Story
blakepalmer 2020-06-08 16,336 Cumshot Bareback Blowjob Big Cock Ebony domination Interracial black shemale cum in mouth
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 full Story
Gwapo67 2022-02-01 6,463 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock gangbang domination cum in mouth
100%
The best blowjob I ever gave
Back in 2010 or so I was living in the south(USA). I was a frequenter of Craigslist and other sites to hook up with prostitutes, shemale, Ts, and men. I was doing errands on the weekend and was checking on my phone for craigslist ad's and found one that was a little different. This woman had not pu... Read full Story
likesboth 2024-11-29 1,012 Amateur Cumshot Big Cock Ebony femboy cum in mouth
94%
My first Shemale
“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual. For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator). The community I live in has lots of shemale beauts; maybe that started my intere... Read full Story
SachinJoy 2018-10-04 33,274 Cumshot Shemale Fucks Guy Blowjob Big Cock Ladyboy cum in mouth
100%
Shopping plus extras!!!
Hi, so as you can probably imagine I buy a lot of underwear and have a few favourite places to shop. My favourite by far is Ann Summers. The range is great and the staff are so helpful . Anyway back to the story. So I decided to go get some new underwear to see in the new year, I got myself up and d... Read full Story
Samantha Jewels 2023-01-06 4,777 Crossdresser Amateur Cumshot Fetish threesome Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Florida TG Experience
I had known Jan from High School, we always had an attraction for each other but were dating someone else or married at the time. Jan had actually married a friend of mine and I was envious of course. She at that time had sandy blonde hair, and a body to die for. One evening we had them over for dr... Read full Story
Jon Paul 2018-08-13 11,649 Group Sex Big Tits Bareback Creampie Blowjob blonde Asian Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth cum in mouth double anal
87%
Melissa
I'm a Japanese in my early forties living in Japan and I met Melissa online about a year and a half ago when looking for someone to chat. She is a black, 6 feet 2 inches tall, around 160 pounds and therefore a slim and beautiful transgender girl in her mid twenties. From Brazil, she is very friendl... Read full Story
cttyy 2020-02-24 15,902 Shemale Fucks Guy threesome Big Cock domination cum in mouth double anal
100%
The Game 2
That next morning again Ada and I went down for breakfast and the table was smaller, It wasn't as grand as it had once been and to every guy at the table was now at least two girls. We had our normal breakfast and for once there seemed to be a little more chat between everyone, I think after bei... Read full Story
chris1989r 2022-01-24 4,976 Amateur Cumshot Bareback Shemale Fucks Guy Blowjob blonde Big Cock Asian domination Guy Fucks Shemale Ass to Mouth cum in mouth shemale + shemale
100%
LE PARI (MAMAN/FILLE FUTA)
Ma mère, Kendra, se promenait souvent dans la maison sans haut, laissant ses énormes seins couler librement. Ça m'a dégoûté. J'étais sa fille, pas un gars au hasard qu'elle a ramené à la maison un vendredi soir (pas qu'elle a ramené des gars à la maison). Elle ne devrait pas montrer ... Read full Story
Femboy 2021 2023-02-11 1,504 Teen (18+) Big Cock Shemale and Girl domination Futanari cum in mouth shemale + shemale
100%
ATTENTES SUBVERTIES ⚧️ ⚧️
Les choses allaient si bien.... Après un long et misérable quart de travail, Steven rentrait enfin chez lui. La plupart des gens détestent faire la navette, mais Steven trouve que la demi-heure de route est un moyen idéal pour se détendre avec un livre audio ou un podcast. Dernièrement, cette pet... Read full Story
Femboy 2021 2023-02-17 1,441 Cumshot Shemale Fucks Guy Fetish Blowjob Big Cock Futanari cum in mouth