Shemales Porn Stories
Page 65

my first black cock

One day when my mum was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The drawer smelled like perfume and the odor made my dick stiffen. Some of her panties had stains - I think they were cum stains - on the crotch. Anyway, I don't know why, but something prompted me to try on a pair of her silky nylon hose. The material felt so good on my legs! Next I stepped into a pair of her red french cut panties. Then I caught a glimpse of myself in the full-length mirror - and was electrified.

I was about 5', 2" then, and the only body hair I had ... Continue»
Posted by allisontranny 3 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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First blowjob (Part 5)

I knocked on the door, and it was opened immediately by an over weight naked black man. He told me to get in and clean his bitch up. I walking over to Mommy and cum was leaking from her pussy. I put my face right in front of her pussy and began to lick his cum up. While I was doing this, Daddy was made to clean the mans cock. I stopped to watch.

"You like this dick don't you, you sissy bitch?" He asked. "Well to bad. His little dick is the only one you'll get tonight." He said this and pointed to Daddy. That was fine by me. I loved Daddy's dick and while the black man's cock was slow... Continue»
Posted by KaylaCD15 3 months ago  |  Categories: Gay Male, Shemales  |  
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The Trannyformation

I headed back to the adult bookstore where I had my first taste of cock and cum. I needed more, and headed for the gloryholes in the back booths. It wasn't long before a man entered the next booth. He rubbed his crotch and slowly lowered his zipper. My heart was beating faster in anticipation of sucking his big cock. He pulled it out of his shorts, and it was about 3 inches long, and not very thick.

He moved toward the hole, his uncut cock being stroked slowly and tantalizingly, precum appearing at his piss hole. My face was at the hole as he pushed it through, the head and precum slipping... Continue»
Posted by keripinkpanty 3 months ago  |  Categories: Anal, First Time, Shemales  |  
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f***ed To Be a Slutty Whore

We were to meet for coffee at a coffee house. There he seemed nice and asked me if I wanted to go to his motel room. I said yes and we went there.

It was just across the driveway. I thought he was just a straight guy and no kinky stuff. Boy was I wrong. Once inside we started to make out. Kissing and hugging. I took his clothes off and started to suck his cut 7 inch cock. He started to tell me I was a good cocksucker. That he was going to make me his bitch. He smacked my ass. Not hard, but enough to let me know I was his for the time being. He grabbed my hair and f***ed it in and out of my... Continue»
Posted by keripinkpanty 3 months ago  |  Categories: First Time, Shemales  |  
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The Waitress

The Waitress

Sophie sits in a corner cafe, her emotions all over the place. As she surveys her surroundings the tables were in need of a wipe, the gloomy ochre, smoke stained paintwork peeling away from the Victorian brickwork beneath. The gloomy surroundings fitted her mood, the girl she was supposed to meet hadn’t turned up, Sophie felt alone, lonely, unwanted and depressed.

A new girl appeared at the far side of the counter, it was easy to see by the waitresses wide shoulders and slim hips that she wasn’t a real girl, her black dress and white pinny rather shorter than would normally ... Continue»
Posted by Sophie_Tyler 3 months ago  |  Categories: Anal, Shemales  |  
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Honey Trap

Honey Trap

John had been out with his mates this evening but had become separated. He was out of his comfort zone in an area he didn’t know at all. John walked up and down a street locally known as Clubland, the road was approximately one mile long and every building was either a night club or fast food outlet.

For an hour John had walked the length of the road which was full of colour, delicious smells, and wall to wall noise, but failed to find any trace of his friends. He decided to try in one of the clubs, if nothing else a drink would be very welcome and so entered a brightly... Continue»
Posted by Sophie_Tyler 3 months ago  |  Categories: Anal, First Time, Shemales  |  
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The Long Road To First BBC part two

What's wrong with me? I love pussy. I love women. I was so paranoid, I just knew everyone was looking at me by the time I got back to the motel. I was certain that everyone I saw could tell that I had just sucked a cock. The desk clerk asked if I had a "Good" time while I was out. How did he know? Do I still have some cum on my face? I could still smell and taste the cock that I had just let explode in my mouth mere moments ago. I just needed to get to my room. No one could bother me there. Finally I arrived at my room.
As I stated earlier, I have an average size dick 6" no more or no less.... Continue»
Posted by proudman2 3 months ago  |  Categories: Interracial Sex, Shemales  |  
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Boygirl Mouths of Auvee Island

On Auvee Island in French Polynesia, we are called Mahu while in other lands we might be termed "girly-boy". We are born with some male anatomy but we are almost entirely female. For hundreds of years, we have lived as third-gender females with full acceptance and encouragement of our people. I am Brynn and I am Mahu.

Since our mouths are our natural “receiving” orifices, we orally copulate males, not just because our elders have for centuries taught that such unions are appropriate for those of us born as third-genders, but also because we believe that swallowing semen and consuming estro... Continue»
Posted by brynnboi 3 months ago  |  Categories: Gay Male, Shemales, Taboo  |  
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My Little Toy Sissy-boi - Ch 1

My Little Toy Sissy-boi

Chapter 1

By CDJackie


I was standing at the sink with my lingerie about half done when I heard the door bell ring. I didn’t care for the interruption but thought what could I do so I went to the door figuring I’d just send away whoever it was. When I opened the door my young lover was standing there and it ticked me off, when I talked to her earlier on the phone I had told her to come over to see me but to not arrive for at least 2 hours since I was going to be busy.

I let her in and as she moved past me in to the living room my eyes dropped to the sway of... Continue»
Posted by CDJackie 3 months ago  |  Categories: Fetish, Shemales  |  
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If You Go Down To The Woods Today

If You Go Down To The Woods Today.
(You could be in for a big surprise)


Simone was a very beautiful, sexy figured, totally convincing, submissive, twenty one year old red headed male to female transvestite living in Prague in the Czech Republic. She stood 178cm, or five foot nine inches tall in her bare feet. She wasn’t vain, she didn’t consider herself to be sexy or beautiful at all but anyone who met her became captivated by her sheer feminism. Very few passed her in the street, men and women alike, without taking a second glance and thinking, “Oh I wish”.

It was a Thur... Continue»
Posted by Sophie_Tyler 3 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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The Long Road To My First BBC part three

I heard the latch being set in booth next to me. The strong smell of men's cologne passed through the GH. Somehow that caused a shiver of excitement rush thru me like electricity. The light from my movie playing was causing my hose to shimmer. I began to examine my stocking clad legs with my hands and at that moment I realized I actually had very sexy and shapely legs. More tingles and shivers. My breathing was so shallow and rapid I was sure my new neighbor was wondering what was wrong with me.
No cock had poked its beautiful head thru the GH as of yet. I moved my head slowly to the GH in o... Continue»
Posted by proudman2 3 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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BROKE DOWN! ON THE WRONG SIDE OF TOWN...

Hi my name is Tina its actually Ted but when I go out in drag it becomes Tina anyway I'm a software designer working for a small company mostly its exciting work but sometimes I get bored and need to spice things up a bit! I have a feminine body I take after my mother shes Italian gorgeous slender and beautiful my father is a handsome but big burly guy who can't understand how he got stuck with this girly son but he still loves me... I like to go to a club that's far away so I won't meet anybody I know from work or anything they don't know my other side and I'd prefer they didn't not that I'm ... Continue»
Posted by laceysgirl 3 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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Crossdresser Fantasy part 2

the bar

"So what's your name?" She asked taking a sip of he straw.
"Maxwell" he said smiling "what's yours?"
"Maricela" she said presenting her hand.

He took her hand and kissed it. She let out a sweet giggle. They both enjoyed a few more drinks and flirting. Maricela couldn't help but stare in Maxwells green eyes.
"Wow" she thought, "he's so handsome he could have any girl but he wants me!" This excited her greatly and before she knew it she had reached her limit.

"I think I've had enough I'm getting tipsy!" She said.
"Okay darlin' let me get the tab, do you live around he... Continue»
Posted by Ilovethicksalami 3 months ago  |  Categories: First Time, Shemales  |  
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My ultament Fantasy.

I always had fantasies growing up. I Pictured that they would all come true. The One i can never get over is my fantasy that .....
it all began when i discovered i was about 18 years old. id sit behind my computer jerking my cock to porn of women.
On day came across this video of an orgy with a man, a women and a tranny. now im not gay so why watch this but it grabbed me in and my body felt warm as im watching it i just picture this being me. This sent my body into a craze as i came watching them fuck just wishing i was in the mix. so my fantasy began...
i walk into a room with a guy, a gi... Continue»
Posted by guylove102 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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supermarket tranny

It was a typical Saturday morning. I was at the grocery
store doing my weekly food shopping. As I was perusing
through the vegetable section my eyes caught sight of a
a very attractive woman. She had long dark brown hair,
pretty face and a nice body.

I worked my way over to her and checked her left hand
for a wedding ring. She had none. I made some remarks
about the slim pickings the supermarket had. She and I
quickly engaged in conversation about cooking etc.

We walked around the store side by side picking our own
groceries an just having a good time. It was time to
c... Continue»
Posted by rickk1 3 months ago  |  Categories: Anal, First Time, Shemales  |  
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What is it about a womens bulge

A very attractive women once bumped into me in a very crowed club in Mexico City, I turned to say excuse me. I was speechless at her beauty. She was wearing a short skirt, garters below the skirt and knee high boots. She just stared at me and with out saying a word she bumped me again. I felt something different something firm and it moved it was very intriguing. I kept looking at her and without saying a word I couldn't move, I wanted to say something and I couldn't. She slowly put her arm around my waist and she slowly rub her crotch on my leg. I was frozen standing there looking at this gor... Continue»
Posted by ilgreek 3 months ago  |  Categories: First Time, Shemales, Taboo  |  
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that's how I want my gf to cuckold me D:

That's a question I got ask:
Would you rather cheat or be cheated on? And what would be your fave scenario?

That was my reply:
What kind of a sub-sissy would I be, if I would want to cheat on my mistress? ô.o

Fav scenario huh?
Hope at least one person will read the whole story… It took me so long :o

I would like her to tell me about some guy that’s in her class. Let’s call him Dave.
She always complains about what an asshole he is, and how he tries to hit on her everyday. But one day she just stops talking about him.
After two weeks or so I ask her about him, and if... Continue»
Posted by Vivien_Lynn 3 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Julie bent over her desk for Sarah

Sarah: You never let me bend you over a desk anymore

Julie: I’m bottomless.

Sarah: *Slides her hands around your hips and squeezes your butt*

Julie: *Giggles and squirms, rubbing you with her legs as your hands grip her bare ass*

Sarah: *Massages your backside slowly, her cheek rubbing against your thigh as she lightly kisses at the other*

Julie: *Brushes her fingers through your hair with one hand and lifts her shirt up with her other, letting you see up under it*

Sarah: Mm *Lifting herself up a little as she purrs, still grasping tight at your bare bottom, tilting up her he... Continue»
Posted by noin007 3 months ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
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Nate and his tranny neighbour: Part 3

Nate and his transsexual neighbour part three, as always hope you freaks enjoy and let me know what you think ; )

Nate woke up thinking about his last two encounters with his hot big-dicked neighbour. Having never had much experience with woman to having the hottest sex he could hope for was a dream come true. However as he slowly stroked his hard morning wood he realised he had yet to fuck Jez, her gorgeous tight ass in lycra was a vision to behold. Wanting nothing more to feel her pretty asshole clench onto his teen cock as she begged for more. Quickly he decided to try and seduce her to... Continue»
Posted by BiTwinkxx 3 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Prostate Milking, Endless Orgasms!

if she wanted breasts."

"Oh no. That's the amazing part. The more I dressed him the more feminine
he became. By now I'd moved him her and her clothes into the other
bedroom. She wasn't happy with that but we came to an agreement; I'd milk
her once a week and she would sl**p in the other room with all her
female clothes. I'd even started teaching her to flirt with a guy although
I didn't tell her what I was teaching her or why. She really was becoming a
real woman. She'd grown her hair and I taught her makeup, had her ears
pierced, got her some jewellery, even got her some bra inser... Continue»
Posted by moekoes8 3 months ago  |  Categories: Fetish, Masturbation, Shemales  |  
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