Shemales Porn Stories
Page 119

HERMAPHRODITE BLACKMAIL

I remember it as though it were yesterday.
19 years old, jut dropped out of college over a sex scandal
with my History professor.
I managed to find a good job in a high end boutique
because I was beautiful, sexy and could pass myself off
as classy, even though I was a cheap whore.
My boss was a perverted dominatrix and immediately
made me her plaything as a condition for my employment.
As long as I obeyed her and serviced her clients.
I was making very good money as a prostitute for rich perverts.
I found a fairly nice apartment, no penthouse for sure
but far from a dump.
I del
... Continue»
Posted by Utubeslut 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
1516
  |  
87%
  |  16

Letting my neighbor see me jacking off!

Yes, i am lucky to have a hot neighbor, a guy who likes to watch me when i am outside, in the yard or even geting into my car, it seems that when i go outside, there he is! So, why not give him what he wants, whether he knows that i am a shemale with a hot 7 inch cock, or as he might think, a girl with a wet, pink pussy. I know he jacks off to me, i did see him in his upstairs window last month, shades pulled up, jacking his big cock off as i wa outside in shorts up to my ass. He shot a load on the window and i know he knwos that i saw it all. so? My turn! Shortly thereafter, i went outside in... Continue»
Posted by cumsquirter 4 years ago  |  Categories: Shemales  |  
3665
  |  
87%
  |  16

A nice surprise

There was a time when Chatroulette was the perfect place to indulge on my fantasies.

At first I was annoyed by the omnipresence of cocks but found out that I was not as badly mounted as I thought, I thought why not give it a go, the reactions where as expected, a lot of people nexted me some being very rude but I was able to enjoy my Bi fantasms by masturbating with the owners of some truly amazing dicks.

Obviously my first goal was to join a female and I had been lucky a few times until one day I started discussing with one of the most amazing beauty which started playing with her perky... Continue»
Posted by porter75 4 years ago  |  Categories: Masturbation, Shemales  |  
796
  |  
87%
  |  1

My Sexual Resume

About Me

I am a very sexual crossdresser who enjoys all sorts of activities. I have a small cock which I milk on a daily basis. I love to be photographed when I am with someone. You might say that I am a exhibitionist, when I am dressed like a slut.

Sexually

I am bi sexual and love women as much as I do men. I am very oral, anal, and a kinky submissive. I like to be used by men and women when I am dressed. Those that have been with me usually leave satisfied, which for me would be a face full of cum. I love those hollywood pop shots all over my face. I love kissing and fingering of m... Continue»
Posted by slut2eatcum 4 years ago  |  Categories: Shemales, Taboo  |  
1579
  |  
87%
  |  3

Desiree...

I was walking around the local mall just doing some casual wandering shopping, not really looking for anything including what I found. I rounded the corner and there stood this amazing creature with long brown hair, deep blue eyes and the fullest lips I have seen in some time.

She was a fuller figured beauty and I was very intrigued with what I saw since she was very sultry and definitely sexy. I followed her into a couple of normal stores when she led me into a store I was apparently not paying attention to when I entered. It is hard to act casual when you realize that you are in a lingeri... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  
498
  |  
87%
  |  1

MEL-SEXY OLDERMAN

MEL IS 66 YEARS OLD AND IS IN MY MUSICAL ORCHESTRA. HE IS HANDSOME WITH A GREAT PERSONALITY. HE IS MARRIED BUT HIS WIFE IS AILING ,SO I DONT THINK HE GETS MUCH ACTION!HE IS A HORN PLAYER AN I IN THE PERCUSSION SECTION.MEL AN I JOKE A WELOT AN HE SOMETIMES JOKINGLY SAYS I HAVE A NICE ASS! HE HAS BECOME MY FANTASY DURING MY MASTURBATION SESSIONS!WE HAD A PERFORMANCE IN SIMCOE AN WE HAD TO GET CHANGED AFTER PRACTICE INTO OUR UNIFORMS.THE MEMBERS WERE PROVIDED CLASSROOMS TO CHANGE INTO.WHEN I GOT THERE I LOOKED AROUND TO SEE WHERE MEL WAS CHANGING! THERE WERE ABOUT 10 OF US CHANGING SO I JUST COUL... Continue»
Posted by bashunia 3 years ago  |  Categories: Shemales  |  
672
  |  
87%
  |  3

A trip to the mall

WM in my upper 40's in a LTR with a TS. I am attracted to M2F CD, TS, TV and have been all my life. I am devoted to and love my partner but she is not open to any role play or experimenting which is kind of a bummer since I get turned on by thinking of us in a threesome, her with another gurl and much more. I might be open to meeting up with someone who just wants to dress and play on occasion to help fulfill each others inner desires, not sure if I could cheat or not. I love making that special someone feel like a real gurl and love all shapes and sizes passable or not. I just love someone dr... Continue»
Posted by Zeffer1 3 years ago  |  Categories: Shemales  |  
298
  |  
87%

Duty Bound- part 2

The red stilettos, though new, were surprisingly comfortable as Hannah stepped out into the warm evening air; her cock bulged with excitement under her tight leather pencil skirt, her black silk top with chiffon sleeves capturing her sweet feminine shape perfectly. She met Simone and Babs at a bar close to Transcendence; the other two equally sexily dressed. They had a few drinks and then walked the short distance to the new venue.

Inside, the girls were not disappointed with the new club; it was all tastefully appointed and the music and lighting were soft. It had the feel of a gentlem... Continue»
Posted by midsummerman 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
425
  |  
87%
  |  4

Xdresser Roxxi's black cock obsession Part 1

This is only a fantasy of mine at the moment however I hope one day it comes true .For a long time now I have been going to hotels and dressing up spending the night wearing various sexy outfits .Taking pictures of myself fantasizing about being a girl and what type of guys I would like and what I want them to do to me .After years of doing this I have worked out what really turns me on and off, this story is my fav fantasy .I'm very submissive when I dress up as a girl ,i want to be man handled ,to feel a mans smooth muscles ,the strength of a large black man .He would be over six foot tall v... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
313
  |  
87%
  |  1

Milking Time B2 Chapter 4 Ebony & Jordan Part

Chapter 4: Ebony & Jordan Part 3

Jordan collapsed onto her stomach after Ebony pulled out of her ass, and lay gasping, trying to catch her breath and recover, after Ebony's onslaught. Ebony reached over and spun Jordan around, so that she stood right in front of Jordan's face with her dick right level of with Jordan's mouth. Jordan screamed as Ebony pushed her huge cockhead against her lips.
"No please! You can't," Jordan wailed, her cries cut short as Ebony f***ed her huge cock into her mouth.
"I'm gonna fuck your throat. Suck my cock, and suck it hard slut!" Ebony yelled as she lun... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
151
  |  
87%

Milking Time B2 Chapter 11 Clyda & Jordan Part

Chapter 11: Clyda & Jordan Part 5

Jordan awoke a few minutes later, to find that she'd been turned back over onto her stomach, and was lying on the pile of pillows again. The first thing Jordan noticed was a probing, almost burning sensation in her ass.
"What happened?" muttered Jordan, as she regained consciousness. "And what happened to my rear? It feels funny."
"I see you're awake," replied Clyda. "That's good, because I certainly don't intend on letting you sl**p through what's going to happen next."
"What are you talking about?" asked Jordan.
"Don't play cute with me you li... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
224
  |  
87%

Milking Time B3 Chapter 5 Barocca Finds A Friend

Chapter 5: Barocca's Recruiting - Barocca Finds A Friend

Later that evening in her quarters, Barocca plopped down onto her bed in disgust. It wasn't until now that Barocca realized what a daunting task she had ahead of her, in trying to contact the girl she wanted, and then recruit her. Even though Barocca now had a phone with secure access to the outside world, the type of information she needed wasn't exactly easy to come by.
Barocca hadn't kept that much of a personal phone or address book even before she came to the Island. What little that she had with her now were all hopelessly o... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
115
  |  
87%

Fun with a latina tranny

So I'm a big fan of a big tranny cock in my ass. Just throwing that out there early on here.

So this past summer I decided that with my school being off I should get some tranny cock as fast as I could. I went on a site and set up a new account, hoping for the same luck I had a few months ago with a hot black tranny named Jade and her friend.

I quickly found a very nice 20 something tranny names Maria who said I would do. We went through a few chat sessions, with our cams on and I convinced her I could take her 8 inches of shemale love. She had two conditions: first, I had to be ... Continue»
Posted by kevlar20 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
686
  |  
87%
  |  4

Surprise



The Surprise Vacation


CHAPTER ONE - INNOCENT BEGINNINGS

"Did you take your vitamin, dear?" Ellen called from the
bathroom.
I rubbed sl**p from my eyes and picked up the pill bottle,
rolling a big tablet into my palm. "My horse pill? I'm doing it
now."
"Have you noticed any difference yet?"
"Nah. Vitamins are pretty much all alike." She'd gone on a
minor health kick a month before, insisting that I needed to lose
a little weight and take better care of myself. I hadn't
actually made it to the gym to work out like she was th... Continue»
Posted by klammer 1 year ago  |  Categories: Anal, BDSM, Shemales  |  
10884
  |  
87%
  |  4

My late night dinner with Keilana Love



I maneuvered my car through the heavy traffic. I was on my way to see Keilana Love, the love of my life and the most beautiful woman in the world. Work had kept Keilana and I away from each other for the last two weeks. Longing to see my darling lent urgency to my trip. Keilana and I had planned to have a late dinner and well we would see where the night would lead us.

I screeched to a halt in front of Keilana’s apartment block. I jumped out of my car and bounded up the stairs. Keilana’s apartment is on the fifth floor, but ... Continue»
Posted by Pedeco 3 years ago  |  Categories: Shemales  |  
2558
  |  
86%
  |  8

My 1st interracial threesome

I met a guy and he came to my hotel after meeting him on a social network site. He was 6'2 and around 225 pounds military man. We instantly hit it off when he came into my room and gave me a passionate tongue kiss. He then dropped his pants and I sucked his hard 7 1/2 inch cock, he then ate my sweet ass pussy until I couldnt take it any more. Then he topped me and gave me a huge load. About 3 weeks later, he said he wanted some more, I told him that I was super horny and always wanted a 3sum. I was house sitting for a friend and after we emailed each other for about an hour, he agreed to have ... Continue»
Posted by charlie39212 1 year ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
3783
  |  
86%
  |  6

Apartment to rent

When my wife suggested that we rent out the guest rooms above the garage to a college student it sounded like a good idea. It was very much like a small apartment, with a bedroom, bathroom, and small living room. No kitchen of course, but we could share ours and it seemed like a good way to make a little extra every month. We'd only recently gotten married and had just bought the house, so we could use the money.

Being my wife's 'project' as it were, I left the details up to her. I was working hard at my new job anyway. We were both just twenty-six then and recently graduated from the unive... Continue»
Posted by Alic91lovesporn 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
12737
  |  
86%
  |  4

Be a Sissy







f***ed to be a Sissy I



The young man stood facing a very large woman sitting in an upholstered
armchair. There was no other way to describe her. She was fat, perhaps,
pushing 300 pounds he thought. The way she was staring at his puny
frame suggested that maybe he was going to be her next meal. She wasn't
saying anything as she visually appraised him for the first time...
Jacob had been brought to this woman by his step-grandmother earlier
that morning. He had been given over to his step-grandmother by the
will of his now deceased parents which made her legal gu... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Shemales  |  
2481
  |  
86%
  |  3

Kelly gooes to college!

this is another installment of my life as a girl, im gonna flit around the different parts of my life so enjoy!

Wheni was eighteen i went off to college, no more sexy playtime with my best friend B (or nicole, which is what i will refere to her as) no more sl**ping in panties and a babydoll or short slip, or anything kinky! My first year i lived in a double and my roomate was a partier, constantly bringing home d***k girls and having loud, sloppy sex as i lay in my bed stroking my girlie cock and fingering my tight little whole, imagining it was me being a dirty slut and getting fucked goo... Continue»
Posted by dirtygurl4u 4 years ago  |  Categories: Shemales  |  
908
  |  
86%
  |  2

Daddy's little boy

It was the summer before my senior year in high school and my 18th birthday. My father took me to the strip club down on Main Street. We were enjoying the evening watching all the women dancing when my father turned to me and stated that he was tired. It was one in the morning so I agreed and we started heading home.

Now my father is not that old. My mother and him had me at 16. He was 5'10 and in good shape with short dark brown hair and dark brown eyes. I had never looked at my father as sexy but all my friends would tell me how good looking he was. My mother left my father and I when I w... Continue»
Posted by sparkyking 9 months ago  |  Categories: Anal, Shemales, Taboo  |  
2172
  |  
86%
  |  8