Sort by
Relevancy

Free Stories

50%
The Zodiac Coins: Libra
2400 YEARS AGO... He was a humble shepherd. It was night and the flocks were sleeping. As he gazed at the stars, he saw a shooting star. He knew it was a portent of some kind, but was not mystic enough to know what. A little while later he saw another shooting star and guessed that wha... Read full Story
shemale lover 2011-10-18 4,521 Group Sex Masturbation shemale oral
91%
Lake Surprise
After finals of my first year in college in a northern university, I was ready for some real relaxation back home in the warm south. During finals I had started thinking how nice it would be to borrow my brothers boat and hit the lake for a week. I talked my roommate into making the trip home ... Read full Story
shemale lover 2011-12-08 10,483 anal Group Sex Creampie
50%
A Married Marilyn
"Class is dismissed. Don't forget the project due…" "Huh, what?" Marilyn woke up disoriented from her nap. When she finally came to, she vaguely remembered some project for Intro to Computer Science, gathered her legs from the chairs in front of her, dusted off her b... Read full Story
shemale lover 2012-03-18 6,988 Group Sex Masturbation sucking Sex Toys
100%
Dottie's Back Chapter 2
After tossing my purse onto the kitchen counter, I nearly ran across the backyard toward Kim's house. Stopping a few feet short of the fence, I kicked my heels over it, pausing to be sure they landed in Kim's yard. On a previous occasion, one of my heels flew into the yard next to Kim's. This forced... Read full Story
shemale lover 2013-01-29 3,000 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
85%
BANGING AROUND BANGKOK
BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... Read full Story
bkkldby 2019-06-17 13,884 first time Teen (18+) Amateur Group Sex Big Tits Cumshot Outdoor Bareback Blowjob Big Cock Asian lesbian public place
100%
My first shemale porn video
My first shemale porn video I ever watched! Back in 2010 I was so curious to find out what means a "shemale" because I heard about this word in porn industry and I didn't know what's about, until then I watched only lesbian porn. One day I started to search a shemale porn video and I found this d... Read full Story
cock&heels69 2023-05-25 5,422 Cumshot cock Masturbation Blowjob shemale orgasm porn high heels Video
75%
Aunt trip
In 2013, after almost three years of service in Afghanistan, George Madsen, a gay Royal Navy communications petty officer, retired. His experience in the distant deserts had left an indelible mark, the memories of friends lost and challenges faced still burned vividly in his mind. Coming home was n... Read full Story
Rebba 2024-04-25 2,014 Shemale Fucks Guy Blowjob Big Cock Ladyboy Guy Fucks Shemale shemale fucks shemale Fantasy Tale
66%
Marla Makes My Wife
I'm kneeling on the edge of the bed, my stocking-clad wife moaning in ecstasy as my shaft moves in and out of her cum-filled pussy. I watch her breasts jiggle in time with our sex. But what's really driving me mad is the feel of a hard shaft of flesh moving in and out of my ass, complimenting my mov... Read full Story
shemale lover 2011-09-18 4,823 asshole Creampie orgasm
100%
The Terrace View Apartments Part 7
My new life had settled into a wonderful routine. I would wake very early in the morning, usually still wrapped securely in Mistress Kendra’s arms. I would spend an hour or so working on my figure maintenance exercises, enjoy a cleansing enema, a refreshing bath and body shave, then I would la... Read full Story
shemale lover 2011-11-19 3,786 Creampie Blowjob domination
100%
A Fairy Tale Part 2
=-=-Chapter Six-=-= I woke up sometime later and I was feeling better, even a little hungry actually, and I wanted a shower and I needed to pee and...I cocked my head as I heard the unmistakable sounds of Mistress Stacy's bed moving. She had a large one, king sized, with old springs or somethi... Read full Story
shemale lover 2011-12-06 6,552 Creampie Big Cock ass fucking
100%
Downsizing Chapter 3
Work was going quite well. The company started to grow again, and some new personnel had been hired. Even unknown to me, there had been a couple of males hired in the last few months. Ms. Stanton had informed them when she got to the dress code that the makeup was a requirement, and that the one mal... Read full Story
shemale lover 2012-11-10 2,910 anal sex Cumshot Creampie oral sex
100%
The Girl Next Door Ch. 02
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 s... Read full Story
Gwapo67 2022-05-13 5,126 Bareback Creampie Guy Fucks Shemale cum in mouth
100%
More Dirty Sex with Tania. Part Two
Luckily most of the guests at the Premier Inn had now checked in so when we both went down through the reception area it was again deserted except for the receptionist who only acknowledged the door key being placed on the counter. There were a couple of people in the car park but most were only int... Read full Story
shemale lover 2014-04-09 4,859 anal shemales Masturbation
100%
Tedra Out of the Closet
After a very lengthy discussion, it was decided that not only should Tedra become more feminine and move out of the closet, but Judy would also under go "Enhancements" I was started on enhanced Hormone treatment as well as some tummy tucking and hip enhancement. We both got implants and I ... Read full Story
shemale lover 2012-08-29 2,650 Masturbation Blowjob 69 position
100%
Office Casual
"Good morning Ms. Anderson," Karen said as her boss walked past her desk station and into her office. "Good morning Karen," Ms. Anderson said, not even stopping to make eye contact, "I'm going to be very busy today, so I'll need you to let me know if you get any mail fo... Read full Story
shemale lover 2012-08-30 3,701 brunette cock Masturbation Blowjob shemale big
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
CDDIXIE4U 2019-01-08 13,383 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
77%
Porn site meeting and fucking ;)
We started talking on a site. I knew you were for real when you sent me a message introducing yourself. We only spoke for 2 days before we decided to meet up and I was excited to play with a real little slut. You told me the only things off limit were anal and scat otherwise i could do what I wanted... Read full Story
BalkanLoco91Ri 2019-08-26 4,753 Teen (18+) Amateur Cumshot Masturbation Bareback Blowjob Big Cock Uniform domination Homemade pov Ass to Mouth cum in mouth
83%
First Time: How I Love Cock
The first time I ever sucked a dick was when I was around 12 years old. I was at a sleep over with a friend. We were camped out in his backyard in a tent and he started things out tentatively by asking about my luck with the ladies, which was non-existent. Then he suggested that since neither of us ... Read full Story
wickeddogg 2019-12-11 33,490 Teen (18+) Cumshot Bareback Blowjob cum in mouth
100%
The Twink and the Bear
He stood there, slowly rubbing his hardened cock in the confines of the public toilet cubicle, trousers around his ankles, his legs adorned in black nylon stockings, held in place by the straps of his delicately laced suspender belt. It was so naughty to be playing with himself in a public place, wi... Read full Story
Daddybear71 2023-03-28 4,316 Crossdresser Blowjob Big Cock Mature cum in mouth
87%
Me and my Trans friend have a threesome with a Tgirl
I was with my trans friend and we went over to her other trans friend's house and I met her for the very first time. We were hanging out and having a few drinks. She asked us what music do I like and I said metal. She plays Disturbed and Rammstein on her stereo system. Then she started playing with ... Read full Story
Miss Steek 2023-10-09 5,759 anal sex Masturbation threesome Blowjob music drinks Cumming twice Social visit Forplay
100%
Becoming a Chrissy - Chapter 1
I always knew I was a little sissy slut. When I was ten, I took a pair of my mommy’s panties to try on. It was a hot pink G-string that my petite mother must have worn when she was ready to get fucked by my daddy. It was just the right size to cover my prepubescent clitty and also stretch through my... Read full Story
mindlessrobot45 2024-05-13 1,630 Crossdresser Blowjob blonde femboy cum in mouth
100%
The best sex I will ever have!
I only have this to say about dating a T Girl! i have been in a long distance relationship with an Asian T girl from Toronto. I have been seeing her and dating her steady since then! I love her to DEATH! She is the most sensual and sexual person I have ever known! The first time we met...she gave... Read full Story
shemale lover 2012-02-02 3,349 Creampie Blowjob cum Asian
100%
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 full Story
shemale lover 2012-05-26 4,166 anal sex Creampie Blowjob crossdressing
100%
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 full Story
shemale lover 2012-08-26 2,511 Creampie Blowjob kissing cum swapping
93%
My First Night of Being a Sissy Cumdump
Well I first started dressing when I was about 14. One thing that I always noticed is that putting on slutty clothes makes me an absolute whore for cock and cum. Throughout High School I dressed in my alone time but never acted on my slutty urges from fear of being caught by my parents. When I moved... Read full Story
shemale lover 2013-12-08 20,716 Crossdresser suck Creampie Blowjob ass fucking cd
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 10,670 Group Sex Big Tits Bareback Creampie Blowjob blonde Asian Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth cum in mouth double anal
80%
Lover Delight
Lover's Delight Ebony was a delight for Brian… and Lovers Delight is what the guys called Ebony down at the local. She was a hot babe that everyone wanted but Brian was the one she chose as her full time lover and friend. She knew how to please him and he knew how to tease her and what ... Read full Story
iluvgurls 2018-11-14 4,412 Cumshot Creampie Blowjob Big Cock Ebony domination cum in mouth
100%
My 1st Time was Not the Only Time.
One late night after hitting the slopes and partying I left my friends birthday party feeling extra horny. It was about 6 or 7 in the morning now and after having no luck finding an escort I responded to an ad on craigslist posted by a trans woman. I figured two things, this dick isn't going to suck... Read full Story
LesFuax 2019-02-16 8,911 first time Small Tits Amateur Latina Bareback Creampie threesome Blowjob Big Cock ass fucking barebacking barebackedshemales first time with a tranny raw anal raw dick raw fucking firsttime
100%
The Experience of a Lifetime
My divorce was hitting me really hard. My wife outgrew our relationship and started living her own life and I had a front row seat to everything. My heart and life was upside down. I didn’t go out anymore. Friends and family both told me it was time to get my life back on track and start living ... Read full Story
therefill05 2020-11-30 19,739 Big Tits Cumshot Bareback Creampie Shemale Fucks Guy threesome Blowjob blonde Big Cock Ebony Uniform domination cum in mouth
83%
The sissy dreams
Everyday I wake up in a state , halfway between a happy sissy and a closeted white boy. My mind is constantly trapped in that state. Suffering in silence, the people in my life seem to be oblivious to it, I have it well hid. 48 years of fist fights and weed, long hair and leather coats, Oilfield job... Read full Story
badbadboi667 2021-01-04 4,851 Crossdresser Amateur Group Sex Outdoor Bareback Creampie Blowjob Big Cock gangbang domination Homemade Ass to Mouth cum in mouth
80%
Group Sex
Jan and I have been together now about 4 years but known each other since High School. We are both in our early fifties. We had met a transgendered girl (Gabby) about a year ago and we get together about once a month and enjoy each other’s company, going out playing and having intimacy together. Gab... Read full Story
Jon Paul 2021-04-19 2,998 Group Sex Cumshot Bareback Creampie Shemale and Girl Guy Fucks Shemale cum in mouth
100%
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 full Story
CDJaneBooty 2022-04-01 9,728 first time Crossdresser Amateur Cumshot Bareback Creampie Blowjob Big Cock gay Homemade Ass to Mouth curious first time with a man
100%
The four of us
Jan and I have been together now about 4 years but known each other since High School. We are both in our early fifties. We had met a transgendered girl (Gabby) about a year ago and we get together about once a month and enjoy each other’s company, going out playing and having intimacy together. Gab... Read full Story
Jon Paul 2021-08-02 3,997 Group Sex Big Tits Cumshot Bareback Creampie Blowjob Big Cock Guy Fucks Shemale Ass to Mouth
91%
The Girl Next Door Ch. 03
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 Ale... Read full Story
Gwapo67 2022-05-13 5,828 Bareback Creampie Shemale Fucks Guy threesome Blowjob cum in mouth
87%
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 full Story
Gwapo67 2022-05-16 4,598 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
100%
Tight Spot
XtinaSmith2017 Cody bit his lip as he looked over towards the shop, a little anxious about their planned endeavor but not wanting to come off as uncool to his friends, "Are you sure this is a good idea?" he asked. His friends grinned and laughed, playfully nudging him as they made their way ... Read full Story
Gwapo67 2022-07-22 5,632 Big Tits Bareback Creampie Shemale Fucks Guy Fetish Blowjob Big Cock Lingerie domination cum in mouth
66%
The colossus and me
The colossus and me... step by step towards completion (1) When my phone rang I was watching the World’s news in TV, only tragedies. It was Lina (cf. my previous story) on the phone. The colossus with an angel heart and an elephant dick. She was in my town for business. And without her saying ano... Read full Story
hippocampus_171 2023-03-07 4,955 Amateur Cumshot Creampie Blowjob Big Cock Mature Homemade Ass to Mouth cum in mouth
100%
HE DIDN'T KNOW I WAS TRANS...
I'd worn an absolutely killer dress just to make sure I got what I was looking for that night. Dancing under the lights I could feel eyes all over me, and as the evening progressed men became bolder and bolder about approaching. This one was athletic, sexy and had all the right dance moves, at least... Read full Story
mika96 2023-05-11 6,412 anal Amateur Bareback Creampie Blowjob femboy Ass to Mouth
100%
How could I forget my first time .......
"Ok, ok, ok stop. No more. It hurts a bit" I said. "Just relax your ass baby. Push out like you have to go poo", my date said. How did I end up like this? A straight A college student, a devout Christian with a nice gf like me ends up in bed with this sexy woman ...... Ok wait, I thought she wa... Read full Story
Curious_billy 2023-10-29 8,373 anal Amateur Cumshot Bareback Creampie Shemale Fucks Guy Blowjob Big Cock domination Homemade cum in mouth teen (18+)
100%
Fucked By BBC pt 2
It has been 3 weeks since I became a bbc cocksucker, since then I have learned to enjoy the taste and the feeling of a cock in my mouth. I have also learned the guys name on the 2nd day of being used by the guy, his name is Darren. One day while I was at Darren's giving him a blowjob he tells me ... Read full Story
kinkyguy18 2023-11-03 6,377 Group Sex Bareback Creampie Blowjob Interracial sissy Ass to Mouth cum in mouth
100%
Leticia, a Shemale hooker in Berlin
Last week I was in Berlin again on business and wanted to take a look at what the capital has to offer. My interest immediately fell on Leticia. She answered my phone call right away and answered in English. As we agreed for an hour later. Tariff customary in the industry, 150 for 30 plus 50 for cum... Read full Story
Bigpruegel69 2023-12-12 6,025 Cumshot Creampie Blowjob cum in mouth
100%
Escorted
Hello! Would it be possible to have you send an escort over? A beautiful escort. Not a plain looking woman but someone special, ok? .... Ok, got it. Thanks. I opened my door to a very very sexy woman. Dressed in a tight short dress that hugged her hips and accented her nice size titties. A very bea... Read full Story
Curious_billy 2024-03-13 4,680 anal Amateur Bareback Creampie Shemale Fucks Guy Blowjob Homemade
75%
Passion in the Rough
Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... Read full Story
Regina10 2024-04-27 2,114 anal Crossdresser Big Tits Outdoor Bareback Creampie Blowjob blonde Big Cock Ladyboy gangbang Guy Fucks Shemale
73%
How I got started dressing
I was a sophomore in high school and like any teenage boy I was extremely horny. I masturbated atleast once a day usually 2 or even 3 times because I had so much time on my hands. I started off watching plain straight porn but I watched so much of it daily that I started to get bored of it. I just u... Read full Story
bigtranslover 2014-02-09 7,412 first time shemales Masturbation
100%
Hawaiian Morning TG Shemale
My clock radio said it was 6:35 in the morning. That means that my annoying alarm would start going off in fifteen minutes or so. But I didn't need an alarm clock to tell me about how my morning was going to be; I felt the playful movements of my beautiful Hawaiian lover behind me. She is a pet... Read full Story
shemale lover 2011-08-27 3,086 asshole Masturbation cum
85%
The Terrace View Apartments Part 4
I woke up on the third day of my new life, sore all over from having slept the night in my car. Sore, but quite satisfied. After all, I’d been treated to a nighttime tour of Houston’s most erotic sights and capped off the evening with a backseat blowjob from a somewhat masculine, but adm... Read full Story
shemale lover 2011-11-18 3,261 Masturbation cum crossdressing
50%
My Fantasy with a CD
I'm lying on a king sized bed, only wearing jeans, I'm relaxing and then a sexy CD/Transexual/Shemale stands in the doorway, I look up noticing a sexy, CD who had a hourglass body, with nice big curvy legs and gorgeous ass! I noticed shes about 5ft 11, with long curly brunette hair..... sea blue ... Read full Story
shemale lover 2011-12-21 3,304 shemales Masturbation Fetish
100%
Revenge is Sweet
Henry Stewart was thirty five years old, married to a very attractive woman who'd given him three kids, he owned and ran his own very successful computing company in San Diego, "Stewart Computing", meanwhile he owned a large house in the wealthy small town of River Falls. All in all, Henry... Read full Story
shemale lover 2012-09-01 7,558 Crossdresser Cumshot Masturbation Lingerie heels
87%
Uncles Lessons
In '91' during my senior year of high school my folks split up. The whole thing was a mess, with me being sent off to relatives while my mom took my younger siblings to the gulf coast to stay with her parents. They sold the house and Dad moved to be with his new future 'ex-wife' outside of Dallas. ... Read full Story
shemale lover 2012-09-07 6,008 big dick Blowjob fingering ass fuck
75%
Kimmy the T-girl
Introduction: Hello. My girly name is Kim, but in my every day life, I am known as Ken. I am 5"5, 135 lbs. I'm eighteen years old, and this story begins on the last day of school before spring break. I have been a closet cross dresser for the past two years. I started off from stealing my si... Read full Story
shemale lover 2012-09-11 3,681 Cumshot Blowjob sissy
100%
The Mind Flip
IT was a weekend like any other, in the city in the north of England. Rain poured in sheets down the basement windows of the flat I shared with my friend Joe, breaking up the shapes of the buildings on the opposite side of the road like a kaleidoscope, and I sat indoors, slouched in front of the com... Read full Story
shemale lover 2013-01-17 5,176 hardcore Blowjob Big Cock Lingerie ass fucking
85%
An Unintentional Fisting
During the last weekend I ended up being busy, which I hadn't planned since that was suppose to be a weekend of anal bliss for me. I had finally ordered two new dildos and I was rearing to take them for a spin. Monday came and the day dragged on while all I could think about were the two black ... Read full Story
Purple Dagger 2018-03-02 6,726 Crossdresser Amateur Masturbation Ladyboy Sex Toys
25%
My struggle
I always used to swear to myself all the time that I was straight as can be. Even when I jacked off to BJ scenes when I watched porn as a kid. And even when I started enjoying shemale videos. But since I admitted to myself that I could be bisexual and that I love dick as much as I love pussy, I'... Read full Story
bigdickthug 2018-04-09 3,208 Masturbation cocks dicks
100%
美娇酱幻想系列一
正常的青壮年男子，三天左右就可以排出高浓度的大量浊精，大部分人选择插入女人的毛穴肉洞达到排精，而我雌雄同体人妖享受肛门被插入高潮同时排精，双重享受，女人化妆，涂指甲是为了取悦男人，我浓妆艳抹，红艳艳的脚趾甲让男人流口水，而我比女人更浪，更知道怎么让男人舒服，男人喜欢玩妖艳女人，雪白的玉脚让他吸吮。淫荡的艳舞后舔弄骚臭的阳具，卵蛋，屁眼，龟头冠状沟系带用舌头敲击，舌尖挑弄，马眼流出汁水就吸吮干净，不时用舌尖顶马眼，双手拨弄男人的奶头，爽的上天。 我疯狂的变装持续了11年，从最初的偷母亲奶罩内裤穿身上自慰，到如今……听着嗨曲扭动，甩着没毛的小鸡巴，扭曲红色脚趾，戴着铁链，脚链手铐口枷一次次的灌肠... Read full Story
Bluesyangiip 2019-05-06 843 Crossdresser Fetish Blowjob Asian Ladyboy Guy Fucks Shemale
50%
A Shock at the Adult Theatre
I am very often thursdays in the adult theatre, because stylde crossdresser have free entrance at this day. I used to go there by public transportations, because I have no car. In the rear area of the shop we are able to change our clothes and to style up and storing our bags in a locker. About a... Read full Story
SilkeTrav 2020-01-20 7,786 Crossdresser Amateur Outdoor Masturbation Lingerie Homemade
58%
Mish's ultimate CD fantasy
I wanted to type out my ultimate sissy fantasy whilst i'm here, high off my nut. Hoping to hear some others, and do tell if you've ever lived it out! First up, I would get my body ready, shave completely except my head (of course), do my nails in a slutty pink nail polish, and then once they'... Read full Story
SissyCDMish 2020-02-11 3,979 Crossdresser Masturbation fantasy Drugs