Sort by
Relevancy

Free Stories

73%
Nancy the hot and sexy TS in Pattaya
Hi this is Ris, this is my third story. Well Last year I went to Thailand on lone trip. I went directly to pattaya and had rest and went to Walking Street in the evening. Was visiting many nude bars, ts Bars, dance bars. but while walking on the street one particular girl catch my attention. s... Read full Story
Stud4Shemale 2017-05-22 10,061 Big Tits Cumshot Shemale Fucks Guy Ladyboy Guy Fucks Shemale cum in mouth
100%
Becoming addicted to her she-cock
"I'm going to make you a very happy woman tonight when I slowly but firmly slide my long, thick, hard she-cock all the way up your tight virgin ass tonight baby" Alma whispered in my ear as we left the bar I had ?mistakenly? stumbled into. I shuddered with both fear & a bit excitement. I don't why ... Read full Story
Curious_billy 2023-05-07 8,183 Teen (18+) Amateur Cumshot Asian Ladyboy domination Homemade cum in mouth
78%
My Futanari Dreamgirl
My Futanari Dreamgirl I opened the door and there it was, just swinging between her legs. Big and veiny with a bright pink head. My roommate Jesse didn't notice me walk into the bathroom. She had just stepped out of the shower and was toweling off her hair. Her eyes were covered by the towel... Read full Story
Jade Dixxon 2017-10-23 20,730 tranny Cumshot Blowjob Guy Fucks Shemale Futanari
40%
Dating all whole my life
Julia and Ilya, together 10 years It was more than 10 years and 2 children ago. In December 2005, we agreed to meet at the gate of my office after a working day. I did not go out godlessly for a long time (40 minutes from the appointed time), but he still waited. I hope he does not regret it ... Read full Story
PornoDating 2019-08-15 4,446 Crossdresser Amateur Big Tits Cumshot Bareback Creampie Fetish Blowjob blonde Big Cock Asian gangbang domination Guy Fucks Shemale Interracial sex Mature Futanari Frottage Compilation Ass to Mouth Cartoon cum in mouth double anal dating life in Mars? life
89%
He caught me in his wife's cloths
I do odd job's and I was about to do one for my wife's best friend Tina and her Husband Phillip. I went over and looked at the job. I told her it would take several days and that I could do the work while her and her husband were at work. That way I wouldn't be in anyones way. Well the first day of ... Read full Story
shemale lover 2014-06-15 10,370 sucking shemale pounding
100%
I've always wanted to meet a gurl!
First of all I would like to apologize for my English. Hello there! I live in a small country's biggest city and here people are strange. If they are crossdressers, shemales, trannies, tgirls, gurls (actually we have only 2 words for a shemale, so I don't know which one is NOT offending please excu... Read full Story
shemale lover 2012-03-30 2,892 Small Tits anal sex oral sex cum swallowing
50%
It’s been to long
It’s been 3 weeks sense I had my boy pussy fucked. I normally get to see my boyfriend when my girlfriend is at work but we are both working from him now. I can’t even dress up in clothes and play with my self. I swear I’m about to go crazy. Luckily my boyfriend is my girlfriend child hood frown so h... Read full Story
Wet boy kitty 2021-02-01 2,737 Crossdresser Amateur Big Tits blonde cum in mouth
100%
Been a while and oops!!
Hi been a while since I let you know what’s going on with me. Well after spending the last couple of months getting on with stuff and trying to behave ( boring) I finally snapped and needed to go to the woods for some well deserved dick!! I got myself dressed up as normal, g string , stockings, ski... Read full Story
Samantha Jewels 2022-12-10 3,709 Crossdresser Outdoor Bareback cum in mouth
100%
Beginnings
I always knew I was a bit different though due to social stigma I didn't fully accept it till later in life. I wish I knew then what I know now and had embraced it sooner. Puberty hit and gynecomastia (formation of women's breasts) hit harder (36C). I was teased, groped constantly and was even force... Read full Story
CD_Danielle_Doggy 2024-03-26 4,460 Crossdresser Outdoor 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 5,447 Teen (18+) Amateur Cumshot Masturbation Bareback Blowjob Big Cock Uniform domination Homemade pov Ass to Mouth cum in mouth
80%
Amber
The summer after high school I moved into this cheap hotel downtown. I'd been working in the mailroom for a large company, and really needed to get my own place, but I didn't have much money. I also wanted to have more time to play dress up. It was an old building that had seen better days. I ha... Read full Story
ambersissy 2021-04-23 5,771 Crossdresser Amateur Big Cock Guy Fucks Shemale Interracial cum in mouth
100%
My wife doesn't believe I'm a sissy maid
It was our normal evening routing. My wife had gone to bed to watch some of her TV programs and I was left downstairs to watch my TV programs. As usual, I was soon logged onto FetLife, chatting with my sissy sisters and a few select men. I am a closeted crossdress, well a closeted sissy crossdres... Read full Story
DeniceD1975 2024-10-23 1,789 Stockings Crossdresser Cumshot Blowjob Uniform Lingerie sissy cum in mouth
100%
Back to School
It all started the day John got a letter in the mail; it was an invitation to his school reunion back home. John was proud of what he had achieved in his life; he had a good job and a house. The only secret John had was that he was a closet cross dresser; he loved to feel feminine from time to time.... Read full Story
shemale lover 2012-02-09 4,278 Shemale Fucks Guy orgy cum swallowing
66%
An Ass to Die For
It's a very strange thing. We all have our personal quirks. The things that make us unique and stand out from the crowd. I've just never met anyone besides me who has mine before, and to tell you the truth I'm not sure if it's a gift or a curse. You see, I have a girl's ass and not just any old girl... Read full Story
shemale lover 2012-11-13 4,407 big dick sucking porn
73%
My first experience with a tranny
ENGLISH: I want to tell you about my first sexual experience with a transsexual in 2018. I was a bit drunk and got horny, I searched the internet and found a brunette tranny with 7 inches of cock, wavy hair, young and attractive. She had an HIV negative health card. We went to the motel and I was... Read full Story
cuchillo 2020-08-28 7,838 Amateur Cumshot Latina Shemale Fucks Guy Blowjob Big Cock Lingerie cum in mouth brunette ts fingers cocksuck
100%
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 full Story
hippocampus_171 2023-04-23 5,480 anal Small Tits Amateur Creampie Blowjob Mature small cock big ass feminisation cum in mouth gaycd virile
100%
A Job in the Theatre Chapter 7
The next day Paula woke late in the day. She lay in bed feeling the glow from her bottom. It was totally erotic and the most satisfying sexual experiences she had ever had. The more she thought about it the hornier she became. She grabbed her cock immediately focused on how much smaller it was th... Read full Story
shemale lover 2012-03-13 2,969 Stockings cum oral sex
100%
A Job in the Theatre Chapter 14
Sarah and Paula shared at drink as they tried to decide what to wear for their date. "Every good outfit starts with lingerie. What do you think of these?" Paula asked holding up a pair of baby blue panties. "Nice. But I really think these will be better" Sarah said holding up ... Read full Story
shemale lover 2012-03-14 2,951 sucking shemale kissing
60%
My first sex as a gurl with others
Had my first sexual experience as a gurl that wasn't by myself last night.... Left with alot of mixed feelings, had some.fun bit didn't turn out exactly like I would have hoped... Thing got a little weird at the end Well it started off great she was insanely hot, the CD husband was better t... Read full Story
Braxton_Paige 2019-02-18 2,341 Crossdresser Cumshot Blowjob cum in mouth
94%
My first blowjob from a hot transexual next door
In my neighborhood there's a transexual friend of my mom, she owns a salon, and it was frequent for me to wait for my mom to get her hair done, while i just looked at her discretly, she was around mid thirties, with a very hot body and beautiful blonde hair, it was a common sight to watch her walk o... Read full Story
AhYesReapers 2023-03-30 7,359 first time Blowjob blonde swallow milf cum in mouth
50%
my sissy fuck scenario 1 to 3
there is also a video!!! my fantasy: 1. after sucking and fucking with him from like 9 am to 1 pm on Monday , he goes for a bike ride at least 30 km, i don't shower, he doesn't shower, while he's biking im on cam drinking smoking having fun with users, he watches me too and tells me what to ... Read full Story
Lena Scarlett 2024-11-06 899 anal Small Tits Crossdresser solo Masturbation threesome Blowjob blonde Big Cock gangbang sissy femboy Ass to Mouth
100%
TO BE OR NOT TO BE – PART 2
TO BE OR NOT TO BE – PART 2 by Spanky de Bautumn Part 1. Sunny, Mel, and Shari learn they are going to New York to perform a play off Broadway and are really excited about it. Being a small troupe, we unseen members had to wear many hats. Unfortunately, there was just the two of us, Joe Donn... Read full Story
SpankydeBautumn 2021-02-22 4,122 Small Tits Crossdresser Cumshot Bareback Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
88%
Surprise Ending (Part Two)
My curiosity, unconscious urges, and my horniness pushed me into action. I gently cradled Karla's balls in my left hand while my right hand settled on her taut ass. I caressed both and then let my left hand move on to her now blood engorged shecock. I am a pretty big dude, but I could hardly get ... Read full Story
Chantel13 2022-08-23 4,806 Crossdresser Amateur Group Sex Outdoor Big Cock Shemale and Girl redhead cum in mouth
100%
From a 50's virgin to a Mature good for all
***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... Read full Story
hippocampus_171 2023-01-11 4,795 Stockings Crossdresser Amateur Group Sex threesome Big Cock domination Mature foursome Homemade cum in mouth shemale + shemale milfs
65%
Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
shemale lover 2012-12-19 11,050 Masturbation Blowjob blonde ass fucking big boobs
96%
Making A Man Out Of Tommy
I have two good friends, Brad and Matt who are actually my fuck buddies. Both of them travel for work, so they tend to be gone a couple of months at a time. I have a key to their apartment, so I can let myself in for sex when they are home and to bring in the mail when they are not. I also get to us... Read full Story
pennypenny 2018-08-31 10,320 Teen (18+) Crossdresser Amateur Masturbation Bareback Creampie Blowjob Big Cock redhead Guy Fucks Shemale Ass to Mouth cum in mouth
60%
NYC BAR 2ND VISIT
While in New York for work I decided to check out another Tgirl bar. This time the bar was in the East Village. I arrived around 12 am. There were a couple of girls there. A couple of them approached me and we went to the back room for a lap dance. The first girl was a tall boricua with legs for day... Read full Story
horny.hiker 2018-09-14 3,681 Amateur Cumshot Outdoor Latina cum in mouth bareback blow job
33%
NERVOUS MEETING
On a cool fall evening I was walking about town when I came across a sign outside a coffee shop saying, "lonely? stop in for a cup and new friends". It was plain except for the light rainbow in the center of the sign. Being curious and also a bit lonely myself, I stepped inside. It was nothing m... Read full Story
77James 2022-01-03 2,507 Small Tits Homemade cum in mouth diaper
50%
Westwood Bound Cum Slut Part 2
Again I'm on the big bird headed out west for another fling. This time is going to be way different though, the players have increased, not to mention both sexes. The tale unwinds in the same fashion as the last trip out this way, the plane flight was long and boring, and being very nervous didn'... Read full Story
shemale lover 2011-11-03 2,968 asshole licking sucking
100%
A Halloween to Remember
Saturday morning I woke up feeling strangely euphoric. I remember thinking about it for a moment, and then realizing: it was Halloween. Cheryl and I had been invited to a party! The next morning (and for many, many mornings thereafter), I would remember that Saturday as one of the epic erotic encoun... Read full Story
shemale lover 2012-03-08 5,388 cum oral sex long cock
72%
Becoming My Wife's Wife
"Baby, you know how much I love you. There's just something missing that I feel like I need in my sex life." My stomach turned as soon as I heard Sherry say those words. I remember it like it was five minutes ago. We had just finished having unbelievable sex and she was sitting naked on... Read full Story
shemale lover 2012-04-01 21,490 cum fuck Sex Toys
100%
Brianne in her College Days
In my early days of x-dressing, when I was just getting the feel for what to do and where to go, I was a bit nervous. Maybe more so nervous than excited to be doing what I was doing, but not one event that changed things was when I stumbled upon a bookstore that was just a mile or so from my dorm in... Read full Story
shemale lover 2012-09-21 3,137 Cumshot sucking Fetish crossdressing
100%
Ana in Action
I had fantasized about him for months. I just wanted to know what it was luck to have him pulsing inside me, to feel his body pressed against mine in sheer lust. I just had no idea that it would actually come about and that my wife would be the hook up. You see, Jim has been one of my wife's drinkin... Read full Story
shemale lover 2012-11-23 3,294 threesome cum fuck oral
100%
Angel Chapter 3
On Monday morning, Angel Jones reported for her first day of work at the main office of the big London Bank. As she sat on a chair in the anteroom of the personnel office, she thought about what she would be doing there. It was almost a certainty that nobody in the bank knew she was a T-girl, becaus... Read full Story
shemale lover 2012-12-01 5,223 Cumshot sucking jerking
100%
Westward bound cum slut Chapter 2
Again I'm on the big bird headed out west for another fling. This time is going to be way different though, the players have increased, not to mention both sexes. The tale unwinds in the same fashion as the last trip out this way, the plane flight was long and boring, and being very nervous didn'... Read full Story
shemale lover 2012-12-16 3,918 anal Group Sex sucking Creampie cum domination
88%
Sucking My first cock
It all started earlier this week, I had begun to watch a lot of sissy hypnosis videos and training videos, mainly ones from Polish Mistress. Every time I watch these videos, I usually would just end up masturbating or going on Cam/Phone with someone. But, after watching a 35 minute faggot hypnosi... Read full Story
shemale lover 2012-12-17 16,891 first time cum oral swallowing
100%
When Fantasy Comes True
I have always had this fantasy to be the object of lust for two trannies. But never till date did I think I had it in me to fulfill the fantasy or be ever so lucky. I had one night been invited over by a trans friend for a few drinks. I went over with a bottle of vodka and a few beers. When I re... Read full Story
Sara Banks 2018-09-10 8,121 threesome trans sissy cum in mouth shemale fucks man double blowjob golden shower
100%
Best Sex EVER!
The story that follows actually happened to me and is 100% true. Grab your dick and read on! ____________________________________________________ I saw her ad on a local trans gurl escort site. Her photos revealed her to be a cute blonde with a terrific smile and her photos stood out because the... Read full Story
Stark Naked 2022-04-13 5,174 Blowjob blonde fingering rimming 69 cum in mouth throat-fuck t-gurl escort
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 9,724 anal Amateur Cumshot Bareback Creampie Shemale Fucks Guy Blowjob Big Cock domination Homemade cum in mouth teen (18+)
100%
My story
Please don't hurt me, I whimpered softly. Oh no my Lil slut, mommy has no intention of hurting you but making your fantasy become real, she said. But your thing, its kinda big. I'm a bit scared, I said. Mmmmmm, don't worry baby. Mommy wants this to be so good that you become my steady, she said... Read full Story
Curious_billy 2024-02-03 6,996 anal Amateur Big Tits Bareback Creampie Shemale Fucks Guy Blowjob Big Cock domination Mature Homemade cum in mouth
100%
Crossdressing at CCBC in Palm Springs
I recently stayed at CCBC in Palm Springs. For those of you who are not aware of it, it is the largest gay resort in Palm Springs area. The resort has about 30 rooms, lockers, a pool, steam room and indoor and outdoor play areas all on a one acre outdoor enclave. I arrived there on a Tuesday and dre... Read full Story
Rocky8844 2024-05-27 4,556 Crossdresser Group Sex Blowjob Lingerie pantyhose cum in mouth
75%
Nikki in the Woods
About four days had past since my last fuck when I heard from the same guy again. I bumped into him at some local shops and we got talking and I could tell by the bulge growing in his jeans that my presence was having an effect on him. He hinted that he could go a quickie and luckily I had what I ne... Read full Story
shemale lover 2012-06-12 3,398 anal Cumshot fingering cum swallowing
100%
Proud To Be A Sissy Chapter 5
I awoke in almost total darkness, only a soft glow came into the hall from the kitchen. At first wondering where I was, my bed at home wasn't as soft as where someone, probably my new daddy had carried me after falling asleep on the floor. I shivered in delight remembering how my daddy had shared me... Read full Story
shemale lover 2012-12-24 6,612 Cumshot sucking Lingerie ass fucking cd
77%
This that go Bump in the Night
It was the ideal time. My wife was away for the weekend and a long weekend at that. So on the way home from work, I stocked up. Some pantyhose, lips gloss, stockings and fake nails. I raced home, turned off the phone and ran a warm bath. Soon I was soaking in the bath with candles and light music. A... Read full Story
shemale lover 2013-03-28 9,551 Crossdresser hardcore sucking ass fucking domination
92%
My Introduction to Crossdressing
I hope my story is appropriate for this site. It is rather basic in detail, but I have wanted to tell others how I got started for quite some months now. When I was twelve years old I started masturbating. At that time all my fantasies were about girls. Masturbating became quite an obsession with ... Read full Story
young&rampant 2016-03-08 6,274 first time ass cum masturbating
60%
Sucking mature huge cock stepdad
When mom passed my stepdad KEN was alone for 3 yrs he made comments like you need tighter shorts your hair smells pretty one day as I was Su king my friends 5 inch cock as he surf cum on my face KEN walked in my room then told my friend to leave I started to cry and he said it was ok he new i was a ... Read full Story
Cumsuckinfool11 2018-04-11 8,061 Crossdresser Blowjob Ass to Mouth cum in mouth Big cock dad
90%
Long weekend at work
So I am the low man on the scale at work. My job is with the City I work in dispatch and am one of the people responsible for getting road crews, hydro and sewer crews out to fix problems wherever they occur. My boss is a very attractive woman named Jamie. She stands about 152 centimeters and dar... Read full Story
Zöe from Kingston 2018-08-09 6,304 Cumshot Bareback Shemale Fucks Guy Blowjob cum in mouth
92%
My wife Gwen
My wife, what can I say she is tall and leggy with thick, natural wavy orange-red hair with beautiful porceline skin and just enough freckles to tell you she is a true ginger. Add to that smokey green eyes and thin sexy lips and you can see why people refer to her as Gorgeous Gwen. From the time we... Read full Story
Zöe from Kingston 2019-01-08 8,103 Shemale Fucks Guy redhead Guy Fucks Shemale cum in mouth
83%
Janine awaits
My story is not typical. Sure, it mirrors many of the others you’ve read except for one aspect, that is my age. I recently celebrated my sixtieth birthday. Yep, the big 60. And not that I am trying to brag but I am one of the sexiest bitches around. As recently as five years ago I looked like any ot... Read full Story
bunny cat 2019-02-04 4,162 Crossdresser Masturbation Blowjob Lingerie Mature cum in mouth
100%
Tom Didn't Get A Choice
Tom Didn’t Get A Choice This was Tom and I’s first date. We had met online, so he already knew that I was a very femme sissy crossdresser. Tom eventually asked me on a date. I happily said yes, knowing that I turned him on a great deal. On the evening of our date I wore a black dress that wa... Read full Story
pennypenny 2019-02-18 6,595 Crossdresser Cumshot Bareback Creampie Blowjob redhead Guy Fucks Shemale cum in mouth
80%
Wrong Vampire
I consider myself a fairly tolerant person. I judge each person on their merits, not their skin color, gender or even sexual orientation. I'm even in favor of the Vampire Rights Amendment, but I must admit, unlike other groups people discriminate against, they make me uneasy. They claim that all the... Read full Story
ASSEaster5678 2019-04-23 6,968 Cumshot Shemale Fucks Guy Guy Fucks Shemale cum in mouth vampire
100%
Liberty in Lisbon Part 3
After Olivia had so perfectly taken my anal virginity, we laid in bed cuddling, touching, kissing and her cum leaking from me. I had not been so lovingly caressed for such a long time. It was just perfect. She asked me how I was feeling. I think I said before that I don’t do deep and meaningful very... Read full Story
Rusty12 2020-09-16 3,814 Masturbation Shemale Fucks Guy Blowjob old-and-young 69 sucking
100%
DOM of a MTF dream
I had a dream the other night. I was getting out of work, and was walking home. I walked by a bar with only a couple people inside. It looked nice and quiet where I could have a drink and unwind. I walked in and ordered a mixed drink. Half way through it I saw a young girl looking my way. I c... Read full Story
77James 2021-10-07 3,324 Blowjob cum in mouth
100%
Aquick encounter with an Escort
Two years ago my wife and I were downtown, so I picked up a paper. While scanning the escort adds I noticed a picture of a beautiful long haired girl kneeling in such a pose as to cover up all her private areas. Reading the caption, I was shocked to learn that I was looking at a shemale. I c... Read full Story
Hunter043 2022-04-12 3,371 Amateur Latina Asian cum in mouth
100%
Alessia and I shock our guest!
Alessia was sat on the couch and I was sitting on the soft fur rug between her legs. We were relaxing and recovering watching an old movie. My ass was still feeling hot and wet after Alessia had earlier fucked me hard and long and I had returned the favour to her. But that is another dream! So back... Read full Story
Alessia Travestita 2023-01-12 4,880 Crossdresser Blowjob blonde Big Cock Guy Fucks Shemale Mature cum in mouth
100%
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 full Story
PARUSHFAN 2023-06-14 7,229 anal Crossdresser Amateur Creampie Blowjob sissy cum in mouth