Shemales Porn Stories
Page 61

Working late

This story follows on from my last story “On the Road”

Working Late.

Dannielle had been woken by a call from Paul asking her to come into work early as they had some figures to go over. She knew what that meant, a quick fuck before work. As she was getting ready she remembered what those builders had said yesterday, the photos they had taken and the note they had left. “Wonder if they where actually going to come to her work and find her if she did’t get in touch” she thought as she got ready. It wouldn’t be that bad, she had fun with them and she loved Johns cock. “Bet they where just p... Continue»
Posted by danni1 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 984  |  
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first time with a strap on

I think I can trace my new addiction back to a short fling I had with a girl a few months
back; I'm 22 years old slim; about 6', and fairly good looking. Not trying to be conceaded
but simply stating girls would be atracted to me however it would be difficult for me to
progress with them because I am so shy. Well back to the story; I Kristen at a local college
bar; very pretty but a bit on the rocker chic side. I lived on campus in a converted
victorian house with several room mates. We had several sexual encounters which were great
but on the last 2 occasions kristen let me fuck her ... Continue»
Posted by kellyblue66abc 2 months ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 1698  |  
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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 2 years ago  |  Categories: Masturbation, Shemales  |  Views: 774  |  
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More Dirty Sex with Tania. Part Two Looking for Pr

Part Two. On the hunt for Sex in the Red-Light Area

Luckily most of the guests at the Premier Inn had now checked in so when we both went down through the reception area it was again deserted except for the receptionist who only acknowledged the door key being placed on the counter. There were a couple of people in the car park but most were only interested in heading for the Beefeater restaurant. One young couple did take a second glance, the guy’s eyes nearly pooping out his head. It’s not often that you see two trannies, dressed as whores walking across a car park in rural Gloucestersh... Continue»
Posted by joannacd1 2 years ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 745  |  
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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 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 432  |  
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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 1 year ago  |  Categories: Shemales  |  Views: 637  |  
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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 1 year ago  |  Categories: Shemales  |  Views: 290  |  
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old tom part 2

part one of this story was how I was introduced to my new dressing friend by an of chance meeting at another friends house who as I am aware at this time does not know of mine or old toms sexual preferances.

As I ventured into the room to my right there was an airer on the left wall a dressing table just past that with various array of make up items, to the right as you go in there was a bed made up with an eiderdown over the top, but on the far away wall was a wardrobe which was the object of my desire I hope.

On opening the wardrobe the items of female atire was fantastic with slips,kn... Continue»
Posted by natasha1975 8 months ago  |  Categories: Gay Male, Shemales  |  Views: 386  |  
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Cum drenched afternoon

I was anticipating Marla's return from her work related trip out of town for a week. She was due to arrive around four in the afternoon. I wanted to make sure I was ready, so I spent the day preparing myself. I took a long hot bubble bath and made sure I was completely shaved. I sprayed on body spray and applied my make up and fixed my hair. Next I picked out my outfit, tonight would be my catholic school girl uniform. It starts with my white satin crochless panties with rows of little pink ruffles on the back. Marla always likes it when we have our love sessions in panties, and the cro... Continue»
Posted by slipn2panties 3 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 311  |  
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my crossdressing experience

i went over to the big double bed look over my shoulder gave you the filthiest look youve ever seen bent over and grabbed my ankles! My denim mini skirt rode up revealing the bottom of my tanned cheeks, theres no way im undressing my self so i waited till u picked up the courage to come over. Your stood behind me now and your hands stroke my bum then SLAP mmmh you gave me a firm tap on my little ass i fucking loved that! Then you lift up my skirt my arse is red from the slap but very beautifull for a man!! You kneel down pull my thong down slowly and tongue my little fuck hole, i reach round a... Continue»
Posted by andytmpson 11 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1182  |  
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she trained me

I was sent to Aunt Fergie when my parents were killed. She is about 5'7"
and 200 lbs she was your stereotypical aunt with some fat and wide hips and
big breast. She picked me up at the bus station in her car.

She said," My household is different and special I have girls who you
will find are very unique. I too am unique and I will show you what I mean
when we go home."

We rode for a half-hour and we arrived to her big old which I would find
was an old Victorian with a widow's roost on top of the roof.

She e****ted me to the bedroom that would be mine and told me," Put your
... Continue»
Posted by pcarter 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 3898  |  
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Hidden Surprise

After staring at Angela's crotch for what seemed to be forever, the shocked young woman asked, "I-is that what I think it is???" "I guess it depends on what you think it is," Angela replied softly. "But how, why��.???" Midori asked. " I mean you have a cock for christ's sakes!!!" With tears now streaming down her cheeks Angela began sobbing uncontrollably while she practically fell into her friend's arms! "Take it easy," Midori said softly, "it's can't be that bad!" "T-that's easy for you to say," Angela blubbered, "at least you're not some kind of circus freak!!!" The young Asian took her fri... Continue»
Posted by leadpencil21 9 months ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 1344  |  
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The surrender

I cannot remember what drove me to it. Cruising bars for sex had become a habit. Success can do that to you, but even steady success make you yearn for something different. I looked at her from across the bar and acknowledged her stare. She definitely looked hot and hungry, with eyes that seemed to size me up as a meal. I was about to approach her, when, surprisingly, she got up and approached me. We chatted for a while and downed a few drinks. The last one went to my head, so I turned down her offer to buy the next. “Hey”, she said seductively, “have a couple for me”, and undid the top few bu... Continue»
Posted by leadpencil21 10 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 542  |  
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Will and Sarah - Part 2

Will woke early the next morning with a raging hard-on and thoughts of last night racing through his mind. He turned over and looked at Sarah. She was in a deep, peaceful sl**p. She lay on her back; her long, wavy brunette hair a messy tumble on the pillow around her delicate face. One large breast was exposed from the covers. Will thought she was utter perfection.

Will reached out his hand to her face and caressed down her cheek bone. He lent forward and lightly kissed her on the forehead as he traced his fingers down the ridges of her spine. She began to stir, mumbling the non-sensicle mu... Continue»
Posted by gellid 1 year ago  |  Categories: Anal, Shemales  |  Views: 408  |  
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Virgin Sissy learns her place in life

As with any relationship, things change. The suprising thing that happened between me and Martin was at the begining he was a bit soft and I was the dominant person. It could have been that he was new at college and a bit shy. But as the summer went on he bacame a member of the Football, Tennis and Hocky teams. All the better as far as I was concerned as he had three different kits for me to sniff and lick after he had been playing. Blue top,shorts and socks for football, white t shirt shorts and gym socks for tennis and Blue top and white socks for hockey.
One Saturday, Martin turned up at ... Continue»
Posted by igglepiggle 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1654  |  
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Shemale boss fucking

God, I felt like it wasn´t my day.

I had been sent to the boss office one day and I tought that I was gonna gett fired or something like that.
When I came into her office I saw that she was dressed kinda sexy. She was wearing a suit that had a lot of cleavedge. When I got there she said:
-Do you know why I have called you here?
-No. I answered
-I wanted to ask you if you can come to my house tonight and have a litle chat. She said.
-Okay

When I got there I was a bit nervous. I knocked at the door and strangely her sexy secratery opened the door for me and asked me to come in. After ... Continue»
Posted by Ankakalle 2 years ago  |  Categories: Shemales  |  Views: 2535  |  
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Clara Bow's Academy For would-be Ladies Part

The new sissy stood barefoot; naked but for the soft white gown. Though bewildered and a little scared, her little cock poked forward in the gown, partly through fear and partly through excitement as she felt the eyes of the stern woman upon her. Clara Bow rose slowly from the leather chair she sat in, cane in one hand, she wagged a finger summoning Pepper forward. She was accompanied by the buxom Nurse Wykett; her ample buttocks and breast bulging in her white uniform, her black stockings and stilettos a far cry from the usual sensible shoe preferred by most in her profession. Mistress Bow... Continue»
Posted by midsummerman 2 months ago  |  Categories: Anal, BDSM, Shemales  |  Views: 715  |  
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The best s****r ever part 5

Yes this is all true. please read from the first stories.

The next morning I woke up and we had all slept in our parents room and my cock was still in moms pussy while i had dads cock up me as well. Me and my s****r both went ownstairs and had a sandwich and another fuck before mom came downstairs to leave for work. When she came downstairs my s****r came in my mouth and I came in my moms mouth nd we swapped cum as she kissed me goodbye.

It is two years later now and we are all above age now so nobody could look down on us outside the f****y for having sex. I had taken a course in the lo... Continue»
Posted by horndogs 1 year ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 2060  |  
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Chatroom tricks 3

For those of you first reading this let me fill you in on a Friday that that opened my eyes. I am a 26-year-old normal guy who had for sometime been flirting and playing with an older woman named Mary via an Internet chat room. She was about 41 a firm fit body and gorgeous red hair, perfect, better than that she didn’t live too far away. Our chats didn’t really get too kinky so when she asked us to meet I agreed, as you would.

Well I went to meet her one Friday dinnertime for an afternoon of passionate sex, only things changed, I was tricked. Somehow I found myself dressed as a sissy, thong... Continue»
Posted by stig1963 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2171  |  
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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 11 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1478  |  
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