Sort by
Relevancy

Free Stories

100%
The Golf Bet
A couple of years ago I joined a new golf course, I wasn't the best golfer but very keen, I would be at the practice area almost everyday for at least an hour. Over this time I got to know a number of members and it was a good way of meeting people to play with. Over that year I met a number of new... Read full Story
chris1989r 2022-01-03 4,447 Amateur Cumshot Shemale Fucks Guy Guy Fucks Shemale cum in mouth
100%
The Girl Next Door Ch. 03 by derezzed ©
Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Alexis's arm casu... Read full Story
StevelovesTgirls 2019-06-11 18,250 Amateur Shemale Fucks Guy Fetish threesome Blowjob domination Guy Fucks Shemale Ass to Mouth shemale + shemale
100%
Camming Down the Rabbit Hole Ch. 11
I sat there for some time, my phone still in hand. I couldn’t fully comprehend the situation and where I was. All this started when I was put on furlough and thought I would be losing my job, an idea born out of boredom, hornieness and desperation. What started as a regular cam show with a guy hopin... Read full Story
Dani_does_Dallas 2022-04-25 3,897 Crossdresser Amateur Cumshot Masturbation Blowjob Uniform Lingerie Shemale and Girl Sex Toys Homemade self sucking pov cum in mouth
88%
Steamy date with a TS
Last year I had a great experience with a TS escort and I saw she was in town again, I texted her to meet for dinner and to my surprise she agreed. I met her at the restaurant and we had a nice time together, she´s very friendly and incredibly attractive. She wore a red summer dress with high hee... Read full Story
Gracemel121 2018-08-27 9,603 Amateur Shemale Fucks Guy domination Ass to Mouth
25%
Recording Myself GangBanged
Get ready to grab your ankles as Agatha Tavares, Beatriz Silva, Bianca Reis, Luana Pacheco & Yasmin Dornelles use me as their pool bottom boy! It's Tgirl overload seeing these hung babes in their bikinis. Soon their tanlined tits and throbbing cocks are out as they rub their hands all over my body. ... Read full Story
KevLoc417 2021-10-25 3,162 Amateur Shemale Fucks Guy gangbang domination
93%
My wonderful life with Pat
Hello, I am or better to say I was a straight guy before my life with Pat, let me tell my story with her. This new life started when I was 35, VP in an IT company and living in the south of France, close to Bordeaux. After my divorce, i used to go some bar after the business day. I felt alon... Read full Story
jperrot 2020-07-17 4,042 Amateur Big Cock cum domination slave Ass to Mouth france
90%
A Schoolgirl Fantasy
As I sat on the couch watching some boring show, I was thinking, "Being alone doesn't have good perks. Maybe if I wanted to dream something naughty, it might be cool." So, I closed my eyes, and I dreamed of a very naughty transexual schoolgirl who would do what I needed. All of a sudden, I heard a s... Read full Story
OldHungDude67 2019-03-04 5,401 Amateur Cumshot Blowjob Uniform Guy Fucks Shemale Homemade Ass to Mouth
100%
My new Life with Pat. Part 2
While Jean was discussing with the lady from the next table i feel the didlo starting to vibrate and then something like a small ball move up and down into the didlo, it was a prostate massage. I saw Jean playing with a remote control, He increased and deacresed the frequency of vibration and the ... Read full Story
jperrot 2022-08-09 4,570 Amateur Bareback Shemale Fucks Guy threesome Shemale and Girl domination Guy Fucks Shemale slave Ass to Mouth double anal webcams punishment
100%
Good Friends are the Best
This story takes place after I had been crossdressing and watching shemale porn for years. It all started out with me trying to avoid seeing men's cocks while watching porn so I tried lesbian porn and then found shemale fucking girls porn to be crazy sexy. After watching a lot of shemales fuck... Read full Story
Jinn.V23 2014-01-20 5,820 ass Crossdresser Amateur fuck cd
100%
Amanda and Me Chapter 2
I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. ... Read full Story
shemale lover 2012-10-21 8,409 anal Cumshot shemale oral
100%
Amatuer Strip Night Chapter 2
Sasha stood in her bra and panties looking nervously out over the crowd at the topless strip club. She shuffled her feet and looked down, her blonde hair covering her face and she wondered to herself if coming back out onto the floor had been a good idea at all. Sasha had just won first place at ... Read full Story
shemale lover 2012-10-21 3,628 Cumshot shemale oral sex cum swallowing
100%
My Afternoon With Venus - Part I
It was a stunningly bright and clear Saturday morning when I left my house to head out and run some errands. Nothing big, just little odds-and-ends that had been building up that I needed to deal with someday and it seemed like this was as good a day as any ... little did I know how good the day wou... Read full Story
funpics 2018-03-23 12,823 Amateur Shemale Fucks Guy Asian Guy Fucks Shemale Homemade
100%
Becoming Kacey
I indulged my crossdressing opportunities as often as I could, but as time went on, the chances grew further and further apart. Although I couldn't play dress up in my alone time, the fantasies never seemed to cease. When I entered high school, I dated girls and enjoyed the young passions that teena... Read full Story
KaceyKlarissa 2024-01-16 3,559 first time Crossdresser Amateur Homemade sissy femboy shemale + shemale romantic teen (18+)
86%
The Girl Next Door Ch. 01 by derezzed ©
Michael was your average 21-year-old college student. He was on his way home from college for summer break after finishing his finals and looking forward to a few months of relaxation. Driving home Michael reflected on his past three years of college. It had been a great junior year. He met a lot of... Read full Story
StevelovesTgirls 2019-05-27 17,820 Amateur threesome Big Cock shemale + shemale
100%
My first TG lover
I first met Holli at the gymnasium of our apartment complex. Since it was around 6:00 am on a Sunday morning, I didn’t expect to see anyone that early. At first just like we all do, the customary good morning, small talk, and it usually stops there, but there was just something that drew my attentio... Read full Story
Jon Paul 2022-07-01 7,359 Amateur Bareback Creampie Shemale Fucks Guy Blowjob Asian Guy Fucks Shemale
92%
The Girl Next Door Ch. 02 by derezzed ©
Chapter 2 – Taking the Next Step Into Depravity Michael hardly got any sleep that night. When he did his dreams were filled with images of Jenny and her large penis. He tossed and turned in frustration. As he rolled over for what felt like the thousandth time he was blinded by the sunlight that h... Read full Story
StevelovesTgirls 2019-06-11 12,296 Amateur Big Tits Blowjob Big Cock Guy Fucks Shemale
100%
Surprise Ending (Part Three)
I rolled my dick around her hole to spread the precum off it and lubricate it. The feeling was sensational and I couldn't spend much time easing my way in --I shoved right in the the hilt in one steady push. Karla practically jumped off the couch and screamed. I thought maybe I had hurt her (I am... Read full Story
Chantel13 2022-08-23 4,069 Crossdresser Amateur Group Sex Cumshot Outdoor Creampie Shemale Fucks Guy Big Cock Shemale and Girl redhead Guy Fucks Shemale Ass to Mouth
70%
Anally destroyed by a Peruvian goddess
Browsing around the Transsexual escort ads here in town I found a new girl, something else than the typical manly faces with heavily photoshopped pictures. A Peruvian girl named Isabella had just arrived in town and was open for business. She has a few retouched pictures but also some natural selfie... Read full Story
Gracemel121 2017-08-07 13,550 Amateur Cumshot Bareback Shemale Fucks Guy Lingerie domination
95%
Late night park visit
It was 11pm on a Friday night, I was driving my car back from a failed meetup with a guy I met online a couple of days prior. I thought it was going to be an amazing night, so I spent close to two hours getting my makeup and hair sorted to look pretty for him when we met. I was wearing a short black... Read full Story
Natalie Bishop 2018-10-08 6,940 Amateur Cumshot Bareback Creampie Big Cock Ladyboy domination Guy Fucks Shemale public Park
92%
Caught Before My Brother and Friends Could Use Me.
Caught Before My Brother and Friends Could Use Me. By TVTrinity As a boy, I was fascinated by the petite little girl I saw in the mirror when crossdressed. When I got caught dressing by my uncle. I experienced the effect it had on men firsthand. He looked at me the way a man looks at a girl. I... Read full Story
Tvtrinity 2021-04-07 5,487 Teen (18+) Crossdresser Amateur Bareback shemale Guy Fucks Shemale sissy forced young faggot Trinity uncle Richie Budd
100%
MY FIRST TS EXPERIENCE
I was traveling for work across the country. It was a long day. I arrived at the hotel, checked in, went up to my room and took a shower. I was hungry so I went to the restaurant in the hotel and wound up at the bar where they served food. I was alone so I sat at the bar at the only available sea... Read full Story
nico19878 2021-10-01 5,973 Amateur Blowjob Guy Fucks Shemale
93%
Virgin Slut Cravings.
There have been so many times that I have had to hide how I felt because I lived my life denying who I was. I was a closet queen who was pretending to be normal. Some might have guessed my secret if they were observant. I didn't do things that other boys my age did. I love hanging out at home like a... Read full Story
Regina10 2020-09-29 8,100 Stockings Crossdresser Big Tits Cumshot Bareback Creampie Blowjob blonde Big Cock Lingerie Guy Fucks Shemale pov
75%
Encyclopedia Erotica By The Fan
It was a normal-looking enough place. A small town in California. Looking at it, no one would ever guess it sat on the hellmouth. The Mouth of Hell. A portal to a multitude of dimensions filled with horrors and wonders. Many things came to the Hellmouth, drawn by its power. Vampires. Demons. Mon... Read full Story
shemale lover 2011-10-19 4,141 asshole orgy Sex Toys
33%
Sleazy Walking
I was bored one night, and began to email wanted ads on craigslist to see who was hosting in my area. I lived in spokane, wa at the time in the east central area, sorta behind the fred meyer. This night was boring, my friends had left a while ago with their girl friends, jealousy began to set in. I ... Read full Story
Ville Lohner 2014-05-15 2,694 Stockings Crossdresser Amateur suck Lingerie
82%
First time with a trans escort
I've thought about seeing a t-girl escort many times and a few weeks ago I finally made a date with a local girl named Carol. She´s a lovely Colombian girl with long dark hair and a slim, sexy body. She welcomed me into her home wearing a sexy black dress and high heels and after pouring a d... Read full Story
Gracemel121 2017-03-28 19,119 anal Amateur Cumshot shemale escort top
77%
Amber part 2
After the night with Hollywood the next day seemed to drag by. As soon as I got back to my room, I quickly stripped. Falling back onto my bed, I slowly masturbated, my mind still reeling from last night. I'd actually sucked cock, not only that, but I liked it, I liked it a lot, and wanted to do ... Read full Story
ambersissy 2021-04-23 3,353 Crossdresser Amateur Blowjob Big Cock Guy Fucks Shemale Interracial
68%
I meet my new Mistress for the first time
I was feeling excited about and looking forward to Friday night. The reason for this was that I intended to dress up as my alter ego, Tania Harvey, and to go for a night out to a club nearby that is popular with TG’s, TV’s and other like minded people. I took a lot of care and attention over the way... Read full Story
Tania Harvey 2017-06-26 7,914 Amateur gangbang 3some shemale on shemale dominating
84%
The One That Got Away
I was out on a Friday night seriously just looking for a couple beers and a burger. I had a lot of work to do around the yard and house on Saturday and was having some guests for brunch on Sunday. Full weekend, tired from the week. I went downtown to a new gastro pub I’d seen reviewed in the local p... Read full Story
Giantsquid 2017-05-15 5,528 Amateur Bareback Lingerie guy on shemale
76%
Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
shemale lover 2012-01-30 9,664 Stockings Big Tits fucking foot fetish
100%
Unconditional Love Chapter 8
After a two' hour nap, Alison and I awoke and the first thing we did was make our way to the bathroom to freshen up. I started up the hot water and climbed into the shower and' once she finished relieving her bladder Allie climbed in with me under the hot water and we embraced each other. We kiss... Read full Story
shemale lover 2013-02-04 6,070 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
100%
Reshooting the Scene, Chapter 1
I have been a porn aficionado since I was a teenager. My first dabblings were with Hustler magazine and a *very* hardcore mini-novel called “Her Busted Asshole,” which told the raunchy story of Ginny Cummings’ sexual coming of age. In addition to the very graphic story, it had full color glossy p... Read full Story
Lovelace 2021-06-07 4,272 Bareback threesome Blowjob blonde Big Cock Sex Toys Ass to Mouth
75%
Experimenting with Cock
I was 22 and at the time did not have a girlfriend. I had a habit of jerking off at least once a day if not more. Starting masturbation at an early age made me bored by "normal" porn star videos. Leading me to amateur porn. Soon that became boring and I was experimenting with everything. O... Read full Story
shemale lover 2011-12-01 4,619 gay male oral