Shemales Porn Stories
Page 79

Our naughty lesbian maid

Last summer my girlfriend and I went on holiday to the beautiful Greek island of Lesbos for two weeks of fun in the sun. I had a met Sasha a few months earlier at a club when I was out dressed as Tania. She was fascinated by my appearance and looks even though she knew that I was a slutty transvestite. Sasha was herself a free-spirited woman who was looking to meet other open-minded people so right from the start we hit if off with each other. We quickly got involved in a relationship and she completely accepted the male and female halves of my personality. So after a couple of months we decid... Continue»
Posted by lightwave40 1 year ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 3319  |  
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Step-Mom China...part one?

I was at Jon’s house that night thinking he would be home instead he was at some “party” I was not invited to and I found his “step-mom” home alone. I always found it odd he referred to China, as his step-mom since he was an orphan with no Dad to speak of she seemed only a few years older than he did but I never really asked him why he called her that.

I sat with China in the living room for quite a while talking and watching music videos when she asked me if I wanted to go downstairs and play video games on the big screen TV. I of course being a guy said sure, since I loved to play vi
... Continue»
Posted by NaughtyNshy 2 years ago  |  Categories: Shemales  |  Views: 1250  |  
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An Evening With A Beautiful Woman And Her Cock

An older man finds an older woman and her cock at a Spanish class.

With winter coming to an end I was taking a class in conversational Spanish at the senior citizens centre because I planned to travel to Spain or Mexico next year. The people in the class were about my age, 60 to 70. I was fortunate enough to sit beside possibly the most attractive woman in the class. Unlike the others she dyed her hair a bright red and, come snow or sleet, she always wore a dress. For a number of classes we worked together trying out our poor Spanish until we could both ask where the toilet was, or order a... Continue»
Posted by smallfurrycreature 1 year ago  |  Categories: First Time, Mature, Shemales  |  Views: 3797  |  
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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 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 6343  |  
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Karen In The Middle

Karen was on her hands and knees looking up at me as John pull up her skirt. He gently pulled her panties to the side and slid his condom coated greased cock inside her. She let out a moan as he slowly penetrated her ass. I admired her shoulder length brown hair, her painted eyes and red lips as she moaned. My cock was hard as a rock as she parted her lips and I slid it deep in her mouth. John pumped her ass harder and faster as I slid in and out of her sexy mouth. I pulled my cock from her lips and slapped it on her face as John kept pumping her sweet ass, “oh yea, I’m your slutty bitch, fuck... Continue»
Posted by Zeffer1 2 years ago  |  Categories: Shemales  |  Views: 734  |  
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Amy The Tranny Chapter 2

I couldn't stop checking Amy out all through dinner. She was dressed in a skin tight mini skirt, her perky little tits standing out from her tiny frame, and long hairless legs cast in nylon fishnet stockings, and 6" stilettoe heels. I wasn't the only one gawking at her! Every guy and even some girls were checking her out as well. I was surprised a little when she excused herself and went to the restroom, and walked into the ladies! I mean, it did make sense, but my sore ass made me think she should do into the mens! Anyways, after a nice meal and some small talk, we headed back to my place fo... Continue»
Posted by panteeluvr 2 years ago  |  Categories: Fetish, Shemales  |  Views: 679  |  
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my little secret

Experimenting with girl clothes and cock. If you don't like it, don't read it. I always wanted to be a girl, or at least wear girls clothes. When I was ten I started acting upon it. I would occasionally steal some of my moms panties and wear them for a while. I thought the silky panties felt great as they rubbed on my ass and pressed on my little cock.
When I was thirteen, I took it a big step further. I had already been masturbating for months thinking about the time I could completely dress up in some of my moms slutty clothes she wore out with my stepdad.
One summer day, when I thought i... Continue»
Posted by ExampleUK 1 year ago  |  Categories: First Time, Shemales  |  Views: 2371  |  
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mommy's wanna be girl

"Hi honey, how was your day?" My mom called out her usual question as I came in through the side door, and tried to quit sniffling. In vain -- I still had the hiccups from my recent crying jag, and my nose was running. I'm sure my face was red too.

"F-fine," I hiccuped. Obviously, it hadn't been fine.

"Oh, hon, did those boys tease you again? They're so rude."

"Why do they keep calling me a girl, mom? It's so mean! Just 'cause I don't play sports..."

In truth, it was more than that -- I just didn't want to admit it to myself.

My name's Jake. I'm 18, but you wouldn't think it -- ... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: Fetish, Mature, Shemales  |  Views: 1432  |  
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Sally the seducer...


I had been chatting online with her for about a month and she finally
asks me to stop by. My butterflies are churning in my stomach, as I have
no real idea what to expect I have only seen tease pictures. You know
the kind, no face barely a body part in the picture.

I pulled up to the address she gave me and knocked on the door. I did
not think she was going to answer and this man answered the door.
"Hi, come on in. "I will be ready in a minute." I was
shocked the woman on the phone sounded female so sultry making me long
to touch her. He disappeared into the bedroom chatting with m... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 596  |  
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Chrissie's High School Reunion

Chrissie’s High School Reunion

When the announcement arrived in the mail notifying Kelly and I that our High School graduating class was organizing a ten year reunion we spent that entire evening discussing the pros and cons of attending. I was fairly certain that I wasn’t interesting in attending but Kelly insisting on listing all the reasons why she felt we should attend.
She was interested in going because she wanted to make passes at all the “stuck-up bitches” that pissed her off in high school. She said it would be fun to hit on these girls in front of their husbands or boyfriends. S... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales  |  Views: 1338  |  
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womanly experience 5 - self bondage

I was around 18 or 19. Still in high school. My father went out of the town for thee weekend and I found an interesting blog on the Internet about a self-bondage girl. I knew that I had to try this while I had a chance.

It was summer so I prepared everything I needed and left it in the tool-shed in our yard. I buried two pairs of keys on different sides of the yard - one is to the inside of the house and the other for some handcuffs.

Then I got all naked and went out into the yard, locked the door behind me, and threw the key in trough the small bathroom window. I then ran into the shed ... Continue»
Posted by p1llow 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 233  |  
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working at a house

I'm fitting a kitchen at a couples house right now. They are both in their thirties. as I arrived in the morning they were waiting for me, they needed to go out and would be most of the day, to which I agreed to be fine on my own.
After about an hour or so I decided to look around in her bedroom. she had lots of sexy dresses, suspenders and stockings. I also found some lovely slightly soiled knickers in her washbasket. After sniffing and licking the gusset, I was getting very hot. I decided to dress up in her sexy gear. I put on her stockings, suspenders and bra along with the knickers I'd b... Continue»
Posted by tarajenkins53 3 years ago  |  Categories: Shemales, Voyeur  |  Views: 1400  |  
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my female spouse cought me on bed taking a black c

I cross dressing & son of my landlord loves me specially on bad. he dosent like to talk to me , he needs me only to satisfy his lust. I m ok about that as he is tall, dark n handsome & he has huge thick cock mmmmmm.I love him so mad for that.one day he called me to see if I m available for him, I said I have one hour only as my spouse mit may come back after that.
he came to my basement & surprisingly called his friend too. before I ask something he stuck his already hard tool in my mouth, stroking my face he told his friend to take my skirt off & lick my ass.I like to be rimmed so I let him ... Continue»
Posted by royalcrush 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2315  |  
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"SpUnk coCK!"-LESLEY



when your a boy and your name is leslie-not female version ie lesley,
your first day at school is a real nightmare!-and it dont get any better
all the way through your school years.
boys are never gay but they sure get up to some strange games ,which if
any one else did would be "sooooo gay" i was teased and bullied a bit all
through my teen years,even though i soon learned too use my fists if things
got to "

crazy,i enjoyed hiding behind a "soft" image to see how far the guys
would go with "lesley anne" the S,punk rocker,yeah i was into punk... Continue»
Posted by spunkrokr 3 years ago  |  Categories: Sex Humor, Shemales  |  Views: 335  |  
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Barbara and Vikky pt3

n my mind's eye, the scene was as lurid and downright perverted as anything constructed by any artist or photographer: a confusion of golden curls, shoulders, thighs, tongues and pulsing cocks. The sound was a low, constant mesh of breathing and moaning, grunting and sighing: a languid, private monsoon, the air temperature to match, the afternoon world outside oblivious...

I opened my eyes as Barbara ended our kiss to turn her attention back to Vikky who had gently pushed the older lady's cockshaft vertical and was languishing the front of her bald, dangling testicles with broad tonguestrok... Continue»
Posted by cindy_cd 2 years ago  |  Categories: Masturbation, Mature, Shemales  |  Views: 255  |  
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Gurlz night out


I was getting ready for a wild night of drinking & dancing with my best friend while my husband has all his buddies over for poker night. Im in the bathroom doing my hair & makeup when my husband walks in. "Oh baby, how about a qiuckie before the guys get here" "no" I replied. "I dont want you cum oozing outta be & stinking. Later when I get home you can hit it". He's standing in the doorway stroking his hard cock watching me. Im at the sink wearing my thigh high nylons, black lacey thong panties & bra. Both with a pink bow on the front. } looked over at him & he really was turning me on. I ... Continue»
Posted by KD2010 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2764  |  
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On the street with Luci

About a week after my fantastic session with Luci and Karen, I was walking down the street in the city. I got a text. It was from Luci. It simply read 'Stay there Ill meet you very soon.'
Strange!
I looked around and couldn't see her anywhere, so how could she know where I was?
I stood and waited a couple of minutes. (I was standing in a small corner between two shops) Luci suddenly appeared round the corner.
She was wearing an ankle length coat and lovely strappy sandles. Her hair was glistening in the sunlight. Of course we kissed lovingly. I asked her how she knew where I was? She confe... Continue»
Posted by cockhappy 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 697  |  
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Oh,,,,,,,, so helpless

The ankle straps of her five inch heels connected by a short chain and secured in place with tiny padlocks. A virtually unnoticeable black cable secured around her waist held the shiny steel handcuffs that pulled her silken gloved hands behind her, leaving white glossy fingers resting on the very large white satin bow that in turn hung across and down the short black silky smooth skirts and numerous frilly petticoat layers of her French maid uniform. Zipped to the neck and edged in brilliant white lace frills, the locked bodice of her dress was clinging tightly over the uplifted bosom and cor... Continue»
Posted by maidtracie 2 years ago  |  Categories: Shemales  |  Views: 692  |  
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Duty Bound Part 1

Ever since c***dhood it had been that way; delicate in the extreme and a want of soft bright things. School had proved to be difficult; not being like the others. A fondness for the stricter teachers irked the boys; patently apparent differences alienated the girls. The developmental teenage years were no easier, though liberally minded parents allowed chosen apparel to be worn at weekends, making the desired route in life that little easier. The tortuous journey through to adulthood now accomplished, and independence achieved, indulgence in a preferred lifestyle beckoned.

Hannah glanced a... Continue»
Posted by midsummerman 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 567  |  
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TV/CD adventures - going for ice, remember ID

It's amazing what high heels, wig, makeup, nylons, mini, etc can do for ya when going out in public.

Couple months ago I got me a room at Imperial Palace on the strip and I think the front desk caught on I was using the room for casual sex. I put up an ad on craigslist and gave out the room number. But setting up times and availability was difficult because I didn't have a computer in the room. So the front desk constantly was connecting me to "different" guys. After being drilled deep by 2 guys I decided to go for ice in my fishnet no panties slut outfit. My ass was gaped and sloppy... Continue»
Posted by vegasjful 2 years ago  |  Categories: Shemales  |  Views: 179  |  
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