Shemales Porn Stories
Page 119

The alleyway

She pressed close against his body, so close that he could smell the leather from her jacket. As they walked along, her arm around his waist, he could feel her nails through his shirt gently stroking above his pubic region; with each stroke he felt the bl**d rush towards his cock.

They turned the corner and walked further into the alleyway, him guiding her into the shadows. He looked down at her face, her eyes staring back up at him and what little light there was reflecting off of her lipstick. He slid his hand down her back and slid it under her coat where her could feel her bare back bel... Continue»
Posted by ass_pussy_fucker 1 year ago  |  Categories: Shemales  |  
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R&R




R & R

by Miss KarenAnne Brown



R & R...means rest and relaxation, right?

Well, not in my home, it does not. It means the utter and complete reversal of roles, that is what it means. So, how did this happen? I thought that you might ask.

Well, I will tell all, afterall, that is why you started to read this story, right?

Anne and I have been married for eight years, now, with no c***dren. I am glad of that, now. The last thing in the world I want, is to be a mother, believe me. It is no picnic, just to be a housewife. I know.

I had married Anne, beca... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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So it's happening at last, it's 10 days

I've just spent 10 days in the Uk and one of the benefits is that I could do a lot of gurly shopping, so it was into various stores, a new wig for a new look, new dresses, lingerie and makeup and feeling so horny and very sexy.

I drove to the Uk and back, spent a night at a hotel in Dover and desp[ite my best efforts, couldn't find a date, not even some telephone fun. The next evening I was in Chartres and the same thing happened again, some links through a French website but that was all.

So yesterday I left the hotel earlier than I anticpated and headed home, arrived a little after mi... Continue»
Posted by antoniaf 1 year ago  |  Categories: Anal, Mature, Shemales  |  
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THE ROAD TO SUBMISSION

The Road to Submission

by Onyx (this is a story started by my friend and completed by me)


CHAPTER 1
I was tired of sitting in board meetings and phone conferences all day.
My name is Brandon Morgan. I'm a 41 year old white accountant for a very
prestigious firm in town. I'm 5-11, 160 lbs, politely built w/short
blondish (slightly receding) hair, blue eyes, thin lips, and a long
straight narrow nose. I'm very average looking and hairy all over. My
cock is fat, and I have huge hairy balls. I'm straight (except for that
those times I fooled around... Continue»
Posted by saud31 1 year ago  |  Categories: Lesbian Sex, Shemales  |  
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Fantasy fuck

Sitting in the toilet cubicle I have been horny all day my cock is semi hard and I run my finger over the eye as pre cum oozes from the slit, I taste it's salty flavour as I strain the p*o out mmm wish there was something going in rather than out! There is activity in the next stall and I see some flesh through the gloryhole as someone sits down, with my cock stiffer than ever and my heart beating I look through to see a beautiful tranny pull her satin panties down and strOke her cock her fingers wiggle at the hole as a invitation, so I go for it and place my erectiOn through the hole , wow ho... Continue»
Posted by kawa696969 2 years ago  |  Categories: Anal, Shemales  |  
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The Fuck that would never end

This is a short story k?
I went to Italy to visit my cousin Lance and he showed me around and some of the guys hit on me but when the day was over i layed on the couch and fell asl**p...
about 3 hours later...
I woke up on a stool tied up and saw my cousin nude infront of me with a HUGE COCK! and he said,"Well well....the fuck slave finally woke up..." I tried to speak but i realized that a gag was in my mouth i looked aroun i could only see Lance,the lightbulb,and darkness around me.
All at once 3 white guys about 7 inch each (not counting lance) all slapped their dicks in my face.
after... Continue»
Posted by FuckmyhornyAss 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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BeCumming Barb

I began dressing to attract my dad. My mom was a beautiful and classy woman. Her style of dress was impeccable. She always wore pencil skirts or dresses of modest lenght, 4" heels, and always sheer fitted nylons and either a 6 or 8 strap waist cincher. Pantyhose had become quite popular by then but she did not wear them.

I had witnessed my parent making love many times. They had a "date" night once a week and mom would look her best. The date always ended with them making love. I would peek through the bedroom door and watch with envy as they kissed and held each other. It was always missi... Continue»
Posted by Barb51 4 years ago  |  Categories: Anal, Shemales, Taboo  |  
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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 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Something in my drink, the captive part 1

So I'm new to Southern California, and I stop in this club for a few drinks, I meet this tranny, she didn't tell me but I could tell, I didn't plan on taking a run at her, just having a few drinks and chat. I let it slip that I had just moved to Socal and didn't know anyone..the next thing I know I blackout and wake up naked and tied up face down with my mid-section resting on a small stool. I woke up terrified with no clue where I was, or who had done this to me.

Just when fear had taken over I see this stunning girl standing in front of me, she spoke and said "you have two choices,... Continue»
Posted by smonkeys32 4 years ago  |  Categories: BDSM, Shemales, Taboo  |  
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Neigbor meets Paula for first time part 2

I went and got drink and looked out the window to see if he was home.I sent him text message and asked if he wanted to meet her.I was supprised that a man in his 60's could text, he said yes and asked her name,Paula texted back to him.I was sitting on my porch when he text back and asked when? I said well whenever you want too.He text back and asked what she looked like,I well look out your side window on my porch.I guess it didn't sink in it was me he was looking at first, because he texted me and said she is beautiful and sexy.I sent text back and said thank you.
I walked back in the hous... Continue»
Posted by cdpaula 3 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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Sindy meets Nina

As I landed in Berlin, I still wasn't sure whether the invite was 100% genuine. I was
a relatively innocent occasional cross-dresser in my 40s, I couldn't believe someone
as sexy as Nina would want to meet me.

I'd been chatting with Nina for a number of months now after we'd happened upon each other
doing simultaneous cam shows on a well known camming website. She was about the same age as me with
slim features, brown hair, a fit body plus a devilish sense of humour which became immediately apparent
from the first naughty comments we exchanged, intimately detailing what we'd do to e... Continue»
Posted by SindyBlondeCD 1 month ago  |  Categories: First Time, Shemales  |  
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My shemale girlfriend

I met Andrea out side a bar on the west end, she was outside smoking a cigarette, I started a coversation with something stupid like "you come here often?" she laughed and we started talking had a couple of drinks and exchanged numbers. Andrea is about 5"10", shoulder lenght dark red hair, nice green eyes, and full red lips.....our first date we met at her favorite resturant and she was dressed casual geans high heals and a tigh t-shirt, showing me her great ass, long legs and big round tits. we had a good date nothing happened but a small kiss out side her cab........Date number to we met a... Continue»
Posted by rockerroller 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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The First Step With Hope- part one

It had taken all my courage to turn up and meet her; having connected by internet only, and seen pictures of each-other, I yearned to see her. Wanting to make her feel as comfortable as possible and confirm I was not some on-line creep, I agreed to meet her at a club she frequented, so she would be among friends. I was in a cold sweat; she was incredibly feminine and over the weeks, had indulged me with some deeply intimate thoughts as she became more trusting and confident. My cock remained permanently semi-erect as she remained in the back of my mind, and rigid when I had direct thoughts ... Continue»
Posted by midsummerman 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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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 3 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  
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Going out as Leslie

A Short Story...

There was an unmistakable feeling of acute anticipation in my stomach leading out to my trembling hands. I knew where I was going tonight and the probable outcome.

Shaved, made-up sexy, dressed in a 3in heeled mini boot, fishnet stockings with a garter, black pleated short skirt, a white blouse with ¾ length arms exposing fishnet arm warmers to a stunning black straight haired wig, didn’t help the situation any.

Going dressed like this to a man’s lair and offering myself to him…I was quite apprehensive to say the least. Will he accept me? Will he go arm in arm with me... Continue»
Posted by LeslieStone 2 years ago  |  Categories: BDSM, First Time, Shemales  |  
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my shemale GF part 3

Christy and I are on the couch, we had just woke up, I have a butt plug in and slept with it in cause she was going to fuck me today. She has a Pink G-string on and a Pink bra with her G-string pushed to the side for her cock. Me I'm wearing Metal Mulisha boxers and a Tyler, the creator T-shirt on, and I'm down on my knees jerking her cock and sucking her balls, ironic huh. The butt plug was pink and big at the base. As I'm sucking her cock, her roommate and also my friend, Ashley, walks in, I believe this was no coincidence. Christy says to her "Hey sweety, why don't you join me?". I got a s... Continue»
Posted by germanface 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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old tom part 3

since I had been at old toms place and enjoyed the part of me that enjoys lingerie and stockings, I had a mixture of excitment and nervousness as to when I was going to return to toms or knock it on the head due to guilt!.

When my day off finaly hapened yes I had a few chores to do which gave me time also to think about what to do next, yes I did know its just the thing any one would do given the choice.

I phoned old tom regarding his invitation since my last visit a week ago and he replied to pop over as he was a loose end and he would leave the front door on the latch.

The front do... Continue»
Posted by natasha1975 2 years ago  |  Categories: Gay Male, Shemales  |  
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First time...part 1

We had met on an adult site and after a few messages and photos we decided to meet over the webcam. It seemed like an immediate attraction as we were both very aroused and enjoyed playing for each other over the webcam.

It was a year or so earlier I had stumbled across shemale porn on the internet and I was quite surprised. How could such a fine woman also have a cock? And how could I be so attracted to her? Hmmmmmmm how could this be? I was always attracted to and had slept with women but this was new and exciting...

After the webcam playing we decided it was time to meet. I invite... Continue»
Posted by tom69su 3 years ago  |  Categories: First Time, Shemales  |  
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When I first met Joanne

I was home in Melbourne looking over Craigslist seeing what was on for offer.

I enjoy pussy and cock so was looking at all the sections and then came across t4m.

So had a look and found a advert for a mid 30's tranny wanting a guy to come over for some fun.

Now I've enjoyed watching shemale porn and so sent a message.

It wasn't too long that I got a response from Joanne.

Anyway getting to the chase. I rang the doorbell and I was met by a very attractive woman.

She introduced herself as Joanne.

We sat on the sofa and got to know each other.

Her hand then began to ru... Continue»
Posted by petelovespussy 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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Tammy's Fantasy Field Trip

Tammy's Fantasy----a short story
A pretty cross dresser goes camping alone in the high country. Thinking he/she is all alone, she dons her favorite outfit which happens to be a lot like the one worn by Julie Andrews in the Sound of Music, only very much shorter and frillier. It is a perfect day as the sun is shining and there are some fat clouds drifting by to provide a short relief from the suns rays. She decides to walk out in the green meadow away from the trees where she is camped. As she nears a bubbling brook, she thinks she sees something move over by the bend in the creek that h... Continue»
Posted by cdtamara 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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