Shemales Porn Stories
Page 9

Four (4) in 3 days, no wonder my jaws ache

Yesterday was Sunday and I hoped it would be a day of rest. I went into the local market in drab, did a little shopping, decided I had the start of a cold and took my time doing very little.

My nipples were still sore from Saturday evening's little escapade and my jaws were aching a little, I seemed to have sucked a lot of cock in a very short time.

I spent a very quiet afternoon, rinsed out my collection of stockings, put off washing my lingerie until today and settled down for an online session without much hope of getting a date. By 6.00 pm I decided I did have a cold and was going ... Continue»
Posted by antoniaf 1 year ago  |  Categories: Anal, Mature, Shemales  |  Views: 4561  |  
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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 8 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 4557  |  
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Charlotte and her sister go swimming

I did not write this story.

I am 18, I have a younger sibling who is 2 years younger than me called Emily. Even though she is younger than me and we both come from the same parents, she has a better body than me. She is curvy, taller than me, wider hips, small waist, amazing big round ass and huge tits. I'm a D but she is an E, almost F. She turns me on a lot, I know it's wrong but I get horny thinking of her naked.

We both love our swimming. Even though this is an awkward sport for me as I am tiny and it is hard for me to hide a big 8 inch cock. I usually tuck it between my legs pushing... Continue»
Posted by drew1207 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 4553  |  
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A Slut Is Born

There I was, one week before the end of high school. Going to college in the fall. Nice car, good f****y, friends. I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town, dressed as a cheerleader with a cock in each hand, one in my ass and one buried in my throat?

It had all started a few months ago. I was locked out of my house in the pouring rain, and I went over to our neighbor’s to see if I could hang out with him until my parents got home. He was a cool guy, single, mid 30’s, worked for a software company, and drove a nice car. Had bought me... Continue»
Posted by MacDaddy714 1 year ago  |  Categories: Anal, Shemales  |  Views: 4546  |  
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First time

Continuing with my life stories, this recounts my very first man.

I was still a teenager and still at school. Those were mere technicalities and certainly had no bearing on my libido and overwhelming desire to experience a man for the first time.

I had heard through various sources and local papers that there was an increasing issue with gay men cruising in a certain park in my town. I had to find out more. One day I told my parents that I was staying late at school to catch up on some homework. This gave me the opportunity to check this park out, plan my strategy and eye the talent t... Continue»
Posted by TerriSlut 1 month ago  |  Categories: Anal, Shemales  |  Views: 4532  |  
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Best I ever had

I was at work one night closing up shop when my buddy Nick shows up and asks if I want to come over and party. I say sure. When we get there he tells me his girlfriend Nora might be interested in a little playtime. Now this might not happen again if it does happen he tells me. Well I'm certainly interested. You see we both met her about the same time and she was a hot little number. About 5'1" or so she claims. tight petite little dancer's body. Perky A nearly B cup breasts. Medium length honey blonde hair ang... Continue»
Posted by aladinane56 10 months ago  |  Categories: Voyeur, Shemales  |  Views: 4512  |  
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Sissyfied By A Big Black Bull

Last night my life changed forever. We have new neighbors move in next door ,they were two big strong very buff black guys that were drop dead sexy ,as soon as a saw them moving in I was perving at them through my window and my sissy little white dick was hard in an instant as I have been fantasizing about being with a black man for a while now . I decide to put on some sexy under garments and my ugly male clothes over the top to hide them and I went over and introduced myself ,man are these two the ultimate fucking hotties mmmmmm b... Continue»
Posted by foxxiroxxi 1 month ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 4518  |  
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Mr. Johnson

I remember always being entranced by sexy girls in my early teens, so much
so that I started crossdressing when I was very young. When my single mom was
away from home I would wear her panties and bra stuffed with socks and
hose, high heels and full make-up and loved the feelings it brought out in
me. I felt so damn sexy! In no time at all I was pretty good at it and by
the time I was in middle school I was dressing like a slutty babe and looked pretty hot
if I say so myself. I always dressed in private and masturbated a lot
fantasizing I was sucking cock or getting laid, both of which... Continue»
Posted by darkeyes2315 16 days ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 4508  |  
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Workout

Several times a week I go to the health club for a mild workout. I often see a guy named Mike. We chat as we workout. Now I am a secret TS so I'm totally clean shaven but also lots of guys who are into working out are also. Anyhow Mike is a real hunk! As most guys do Mike will make an occasional joke about the size of his penis. The bulge I secretely glance at looks pretty good but real size hard to tell. So last week we were done together so we were showering & boy was he right about the size of his cock. So he caught me looking & said "see told you it is pretty big". I said "yes it ... Continue»
Posted by nyloned1 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 4500  |  
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The office girl

Tamsin was the new girl in the office and she was clearly shy. Unlike the other girls who splattered make up all over their faces and spent hours on deciding which dress to wear, Tamsin was rather plain. Her typical outfit was a smart suit. It became very clear very quickly that she felt very awkward in the new environment, so I thought I'd try and help her settle in.

Over the next few weeks we quickly became close friends, often laughing at each others jokes while our co workers were still trying to work out the punchline.

Out of the blue a office night out was arranged. I asked Tamsin ... Continue»
Posted by kinkymister 6 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 4499  |  
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My Aunt Gave Me A New Life




My Aunt Gave Me A New Life

As i already wrote, my Mistress has threated to turn me into a gay
shemale slut -- and i'm terrified. Last night i began thinking about how
this whole thing began.

We've lived next door to one another for years, and i've always admired
Her from a distance. She is beautiful! She has a small frame, 5'2",
dark hair, beautiful eyes, a dynamite little body with good size breasts,
beautiful legs. i guess You can say that She was my fantasy. A number
of years ago, when they first moved in next door, She came over with her
daughter to introduce... Continue»
Posted by klammer 11 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 4492  |  
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Business Trip

My boss had sent me to Brighton at short notice as she decided at the last minute that she didn’t want to go. Apparently she had something better to do. The fact that it was my birthday didn’t seem to bother her too much. I usually liked the chance to get away for a couple of days as I’d sneak in some of the wife’s sexier things in my bags and spend my evenings in my room all dressed up and nowhere to go. But this time I would be missing out on spending quality time with Suzy. We’d only been married three years so we still made the effort when it came to birthdays. I had thought of bringing Su... Continue»
Posted by annav 7 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 4471  |  
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Life Changing Encounter

My name is Tony and I want to relate my story about a recent change in my sexual attitudes and preferences. When I was small my parents were divorced and my father never came back to visit me or even write a letter so I grew up with my working single mom.
During most of my life I was heterosexual. When I was twelve I came by some Playboy magazines, given to me by a friend, that displayed impossibly beautiful women in various suggestive positions. I had not had an orgasm yet but during the last few months I would wake up with a stiff cock which, at first, was disconcerting as I had no idea w... Continue»
Posted by johnny49r 1 month ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 4459  |  
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Old trannie gets a boys virginity

Oh dear I’ve been a bad, bad old trannie. I let a teenage boy seduce me.

I normally only go with guys over 30 at least. But this teenager contacted me on a dating site. I gave him the normal “Thanks but I’m in my 40’s you’re a bit on the young side for me” reply. However he kept contacting me on the site. He was very curious and quite sweet. I chatted with him online and he said that he would really love to meet me.

I told him if he wanted to meet me that he could find me at my local sex club. He said he couldn’t go there. After a deep thought I said it would be O.K to come round on the... Continue»
Posted by toniparr 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4456  |  
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Ladyboys: Moving to Thailand and my first Ladyboy


After living in the Netherlands for 33 years I was ready for a big change. I had been toying with
the idea of moving to another country to get away from the stress of it all for a while.
I had girlfriends in the Netherlands. Wives.
I had one nighters and 2 nighters. I wasn't doing bad for myself.
But, there was something missing on the girl side. I love variety. I think I've been with
every kind of girl I COULD be with in the Netherlands. I started thinking about other countries.
Other girls. Other types of girls...
I had seen shemales in Amsterdam. Emphasis on the boy part. And they ... Continue»
Posted by casinocock 7 months ago  |  Categories: First Time, Shemales  |  Views: 4445  |  
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first time with a Tranny

My first tranny I had was back after I graduated from high school. I was working with her/him at a Wal-Mart store. We got along pretty good then we started to date, I was living on my own so we usually go to my apartment. I had no clue she had a cock, she was a very beautiful woman with size B tits. We dated for about a month when talk her into just taking her shirt off, after a while without her shirt off she finally took her bra off. I would make out with her and suck on her tits, lick her nipples. One day we were together I decide to change it up so I took my pants off in the bedroom and ... Continue»
Posted by theho_1 3 years ago  |  Categories: Anal, Shemales  |  Views: 4431  |  
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White Sissies on Black Dicks

Sunni inhaled the marijuana, held it in for a few moments, and then released a puff of smoke in the air. The effeminate white man with a platinum blonde Mohawk pressed the number two button on his phone to listen to the message. He heard a deep-voiced Black man say he needed his dick sucked and would love to fuck some ass. Sunni replied saying they should do a live conference. Moments later they were connected.

“Hello,” said the baritone.
“Hi there,” beamed Sunni. “How are you?”
“I’m good. You sound happy as shit.”
“Of course. I’m talking to you.”
“That’s wassup,” he laughed. “You said ... Continue»
Posted by faggyboi 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4431  |  
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A Different Kind of Prom

When we were both five years old I told Brenda Anders that I
loved her. She told me that she loved me too. I told her that
she was pretty. She replied that I was pretty as well. I told
her that I wanted to marry her. "I'm sorry," she replied, with
seriousness that now seems silly in a kindergartner. "I don't
want to marry a man."

"Then I'll grow up to be a woman."

"You can't do that, goofy."

"You watch. I'll grow up to be a woman. Then we can get
married."

That, of course, was almost thirteen years ago, and my desire to
marry Brenda hadn't decreased at all with time. She cer... Continue»
Posted by lana100 9 months ago  |  Categories: Lesbian Sex, Shemales  |  Views: 4421  |  
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My Shemale Mom and Aunt chapter 2

When we three got home Mom told to me go to my room and wait for her, about 5 minutes later I was sitting on my bed. She walked in with one of the bags of goodies we bought, Mom said I think you should call me "Jenna don't you Timmy".

Jenna started to strip so I went to her and got down on my knees, she said later Timmy hop in the shower NOW!. Mom/Jenna undressed and joined me in the shower she grabbed the the shaving lotion and her pink razor, she shaved every thing except my testicles, she dried me off and said lay on the bed while I finish, I laid on my back and pushed my knees to my ch... Continue»
Posted by sissytimmy 1 year ago  |  Categories: Anal, Shemales, Taboo  |  Views: 4421  |  
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My First Gangbang

For as long as I can remember, I have always enjoyed wearing women's clothing. When I was in fifth grade, I started wearing pantyhose under my pants during the winter. By the time I was going into the seventh grade, I had learned that, not only did I enjoy wearing pantyhose, I also liked playing with peckers too ;-)

As you may imagine, I became VERY popular! Pretty soon, there wasn't a sl**pover in the neighborhood that I wasn't invited to ;-)

I quickly developed what would be a lifelong obsession: semen. And no matter how much I got, I still wanted more! The feel of it squirting into my... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 4394  |  
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