Shemales Porn Stories
Page 8

Sissy picked up in hotel

...
you are having a drink at the hotel lobby bar, another night in a hotel working away, sipping your drink thinking how you are becoming sick of the same boring hotel routine and looking around at the people checking in and out, the bar is relatively quiet for this time of night.

A girl walks up to the bar next to you and asks for a drink, you glance over and the first think you notice is her bobbed blonde hair, down to just below her jaw line, she catches your eye and you become more interested. You give her a quick look up and down, not really caring if she catches you out as you are ... Continue»
Posted by JasmineSissyCD 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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My first time with a tranny

I always had a strong sex drive, and since I had been around 16 I had been turned on by gay porn. I must say that I am straight, well on second thought, better say that I am bisexual. And I always have and will like girls. But there is something about a cock that turns me on and I then discovered shemale porn. I think that a hot sexy shemale and a cock is the best combination there could be. I have a strange fascination with cocks and a hot sexy girly body tops it off.

In August 2007 I was 24 years old and was constantly masturbating to shemale porn. My best friend was getting married and ... Continue»
Posted by feinor11 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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peeping

Peeping

I was sitting on the bed in my room. I was reading Penthouse Forum and
read a letter about a peeping tom who became a sex slave after being
caught when I began to hear voices coming from next door. My house is
only 5 steps away from our next door neighbour's so in my room I could
hear anything from loud music to sex. To investigate the noises I ran up
to the window and moved the curtain slightly to see what was going on
through the next door neighbour's window. To my shock I saw a man and a
woman having sex. The man happened to be my neighbour, Dan. He is tall
man about 6'... Continue»
Posted by aimen72 2 years ago  |  Categories: Shemales  |  
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Halloween..

Because I am a bartender even on Halloween, I had to work until 2:00am. Daniel works the total opposite; he came to visit me at work. All the staff was in costume. I was dressed as a witch, quite sexy I must say, it got me a few unsuspecting compliments. Apparently, I am rather passable as a witch. I was referred to as a girl a several times by people who aren't regulars, but who expects your bartender to be a 5'8", guy in a ruffled skirt, fishnets, corset, black lips and nails, covered in glitter.

Daniel hung around with me for a while then I lost him somewhere out in the party. He made a... Continue»
Posted by bisubtaylor92 8 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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camping with a giant ,part 3

the tall muscular Trevor had me in his powerful arms as he carried me over to his tent his massive long cock jutting out over twelve feet in front of us bobbing like a gigantic divining rod as if it was seeking ass/pussy ,as we walked along the road between the camp sites a large truck pulling a long trailer was approching us it slowed up and stopped and a huge black man rolled his window down and greeted himself ,saying that his name was Mandongo , we both said hello ,i could see that he was interested in both of us as i got out of the truck and walked around to meet us ,a huge powerful man a... Continue»
Posted by huge_cock_rules 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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sissy caught by daddy

I was so scared ,Dad had caught me several times dressed up in my s****rs clothes but the last time he told me that the next time he caught me the punishment would make me never disobey him ever again,and that was less than a week ago.Now here I sit on the foot of my bed wearring my s****rs satin lace panties and bra,her stockings,heels and her favorite slutty skirt and top.I had skipped school just so I could dress up and had just finished putting on my lipstick when dad walked in and caught me.He laughed and told me that the school called him because they didnt believe the lame story I told ... Continue»
Posted by sparkyking 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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Paying Mommy’s Mortgage

As long as I can remember I have had a penchant for wearing nylons and lingerie: pantyhose; stockings; silk, satin or nylon panties (not those horrible cotton things or G-strings that are like candyfloss in your arse crack -- I mean, full cut panties, cami-knickers, or boy leg panties); garter-belts; slips -- both half and full; basques and corsets.............I can go on but you get the picture.

I also have a fetish for high heel shoes: sandals, pumps, courts, stiletto heels, kitten heels, stacked heels, Cuban heels, platforms, open-toe, "Pilipino bar girl fuck-me shoes"; you name the hig... Continue»
Posted by sparkyking 2 years ago  |  Categories: Anal, Shemales, Taboo  |  
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My Wife's Affair With The Shemale

My wife Tracy were not married for that long when she had her first affair. I met Tracy in high school and we dated for years before we got married when we were twenty two. I hit the jackpot with Tracy because she is absolutely gorgous and just an all around sweetheart. She has long blonde hair with brown streaks, hazel eyes, long legs, large tits and a tight ass. Tracy has always loved taunting her body wearing cloths like short jean shorts to show off her legs and tank top shirts to show off her stomach and belly button ring. I have always thought of it as a double edged sword because I lov... Continue»
Posted by anonymouspervert69 2 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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My mother, my lover

Wow
I have no idea where to begin with this story. My mom came by yesterday while the k**s were off fishing on the lake.
I knew when she got here that there was one thing on her mind, and she was not shy about letting me know either. I was painting our daughters room when she came in calling for me, I knew just by seeing how she was dressed that my implant was in for a workout.

She walked into my bedroom and starts calling out " Baby mommy wants to play".
I walked into the room and saw that she was only wearing a smile on her face, both nipple rings, her tongue piercing, and on her toes... Continue»
Posted by Taboo69 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  
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Used by my daddy and his friends

After meeting Tel for the first time and being fucked by him i kept in touch with him online,

and he popped in to the chatroom some nights to watch me on cam.He said he enjoyed

watching me show off my cock and tight ass all dressed up and that i was his little slut

and he had a surprise for me at the weekend if i could come round his place. I said that

would be no problem and what did he have planned for me.He said not to worry its just

my next lesson and i would enjoy it.I wondered what he had in store for me and hoped

he was going to fuck me again maybe a little more gentle... Continue»
Posted by tanyacd65 17 days ago  |  Categories: Fetish, Gay Male, Shemales  |  
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T-Girl University

Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for her from all those west-coast surfer dudes. He hoped she wouldn’t forget him and made a vow to himself to stay faithful no matter what. But there would plenty of temptation for him as well: Jason was going to a small northeastern college that, until recently, had been an all girls school. Jason’s in... Continue»
Posted by slatemhor 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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Male to Female Transformation

Male to Female Transformation

Genre : TG SOS or Surgery/Transformation Male to Female
Story : Cristine Carter
CH - 1

The last thing I could remember was walking out of the Bank
and crossing the road to my car. I had just been to see my
bank manager to discuss transferring some money from one of
my accounts into a high interest savings account.

I had won quite a bit of money on the Lottery, enough to
change my life. I was unaware just how much my life was
going to change.

I had just reached my car door when I felt someone bump
into me. Then everything went blank...
... Continue»
Posted by cristinestone7575 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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Cum Party

Cum Party
Hello my name is Hilary. My parents gave me this sissy name and I have lived up to it. I secretly dressed in our lodger’s lingerie from the age of 5. And whilst at boarding school where I was sent to make me more of a “man” I collected a stash of panties,bras,stockings etc. On Sundays we had to wear a kilt (I loved this) and I wore frilly panties underneath, a ladies silky blouse which passed as a shirt and a bra. I used to twirl the kilt around in a girly way. Once a teacher did see my panties but she just smiled. Later she took me to one side and said I could dress up in her flat ... Continue»
Posted by Sally5050 2 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Becoming a Black studs ultimate fuck toy

It all started the day I laid my eyes on my first BIG BLACK COCK ,I had been dressing up as a girl since the age of about 12 wearing my mums panties and pantyhose around the house getting turned on by the feel of the pantyhose and panties . At the age of 15 I realized that I loved pretending to be a girl as much as being a boy ,one day I approached my mum to tell her of my sexual orientation. My mum so supportive and helpful I was really surprised with how she reacted . Son you will always b... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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My first cd sexual experience w my virgin roommate

My dorm room was wrecked trashed with take out containers and empty beer cans. I would ask my roommate Matt to help clean the place but he was always face deep in his hdtv playing video games. Maybe if he got laid atleast once in his life he would put the controller down. He never tried talking to any girls because he was always afraid they would turn him down because of his weight. And as much as I really needed the place cleaned I wasn't going to clean a dish but had a better idea. A few weeks ago I went into my room after class and created a cliche sexy girl name online account in hopes to ... Continue»
Posted by triplexvenom 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  
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sissy blackmailed by teamviewer and exposed


my fantasy about being blackmailed and totally ruined

watch out this could happen to you

im a sissy faggot I live in st Louis mo im in the closet no one knows i dress in femine clothes I was married when I was 20 and straight after a year I caught her cheating on me , we only had sexy 3 times I couldn't get hard with her , I was allways thinking of men, masters, tops, at home I stole her panties bras high heels lip stick, and would dress around the house, after the divorse I got the house and I started to wear panties to work everyday and shave my legs smooth , somedays i wear stocking... Continue»
Posted by sissypattie 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Start of a new life

One day I got a text massage on my mobile while I was at work, it was from an unknown number, it said come home now. So as I only work down the road from where I lived and also I was just going on lunch so I made the 5 min drive home. When I got there, there was a man standing in my door with a box in his hand. When I got to him he said do you live here and is your name Lucie, I said yes but a bit puzzled as I only use Lucie when I am dressed as a girl. He said good now open the door and let me in. After we got in he gave me the box and a letter. I read the letter it was from my master, it sai... Continue»
Posted by dallasrose 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  
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Holloween with a surprise

I read this story on literotica and just had to share it with my Xhamster friends.
Here goes.

Halloween my favorite holiday of the season. If you think a twenty five year old does not like going to costume parties, you've' got no idea what goes on in my life. Everyone I hang out with likes to enjoy themselves to the best of their advantage, and Halloween is one of the best ways we can accomplish that. This year, like the last four years in a row, I was hosting a Halloween party at my apartment with a number of friends coming over and naturally, it was a costume party. There was Jessie who... Continue»
Posted by miguym4m 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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After School Dick-tention

I was late for class. Again. I slowly opened the door to my classroom, hoping Ms. Peterson was absent. Just as I managed to open the door enough to peer inside the class, I saw her. She had her back to me, as she was writing down notes for the students to copy, on the blackboard. I couldn't help but admire her form. This was her first year teaching high school history, and she had no shortage of teenage boy admirers. She was tall, I don't know how tall she was bare foot, but in heels (which she always wore) she was taller than most in the school; faculty or student. If I had to guess, I would... Continue»
Posted by SlaveX 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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take at the mall

I was out shopping with my mom and this guy kept following us; overtime my mom was not looking he would grab his cock which was getting hard and bigger. I had no idea how he was not getting noticed by the other shoppers. I told my mom we need to split up so I can shop for my own clothes and would meet up at the food court in a hour. I found a baby changing room and did not lock the door and waited; he came in a locked the door; I was so hot and horny I thought my little cock was gonna explode in my panties. He grabbed my neck and ripped my yellow t shirt; “oh fuck” I thought what am I gonna do... Continue»
Posted by kellyblue66abc 6 months ago  |  Categories: First Time, Group Sex, Shemales  |  
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