Shemales Porn Stories
Page 63

The Adventurous Couple

"Whose ass is this?" Nancy screamed at me as she had me bent over the edge of the bed and fucking me in the ass with her 8" strap-on dildo.

"It's your ass Mistress; it has always been your ass!" I replied through gritted teeth.

Earlier that evening, my loving wife, came out of the bathroom with her jet black hair pulled back into a bun and wearing black rimmed glasses, letting me know she was in the mood to dominate me. She was also dressed in her shinny black teddy that pushed her large milky white breasts together, causing her cleavage to look even deeper than it already was, and her... Continue»
Posted by heatround01 3 years ago  |  Categories: Shemales  |  
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Stefan's Blackmail

When I was about 19 I started to crossdress. I didn't have gay feelings or strongly identify as feminine but I felt strangely attracted to my older s****r's clothing. One day I tried on a skirt and I found this simple act feel so thrilling that at the next opportunity I tried on a two more things...a dress and and a pair of her jeans. I was always thin, especially when I was younger, and my s****r was only three yeas older than me, so I had little problem fitting in most her stuff. Actually the stuff at the back of her wardrobe, the stuff a year or two old that she didn't really wear anymore w... Continue»
Posted by tricked-sissy 3 months ago  |  Categories: First Time, Shemales  |  
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Weekend with Kelly, my new lover

Kelly was ecstatic when I asked to stay for the rest of the
weekend but she said shoe couldn't this weekend but
she definitely would like to.


It's been almost a month, but the weekend was here.



I made sure that my house had been cleaned really good that
week by the cleaning crew and that I was completely hairless.
I went to a place a friend told me about who specialized in
waxing men.


When Kelly called me at lunch on Friday to tell me she was
cumming over right after work, my cock was hard the whole
rest of the afternoon.


She arrived around 6PM, pulling into my dri... Continue»
Posted by Bigrodtaz 1 year ago  |  Categories: Anal, BDSM, Shemales  |  
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Job Opportunity

So. A bit about me. I'm 5'4", 139 lbs, long brown hair and deep brown eyes. 5.5 cock, cute 'bubblebutt'. I had been looking for a job for a long while with no luck, and REALLY needed the money bad. I finally got a call from the female owner of a coffee shop I had applied to. I had actually filled out one of the old fashioned applications. As in paper, not online. I had handed it to this owner and she just smiled and said nothing. I felt kind of weird about that smile then, but said nothing and just smiled back.

The owner was a VERY cute voluptuous redhead at coffee shop who was to 'show me ... Continue»
Posted by rockywhoreor 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Come as you are!

I was overnighting on a business trip and as was my kinky little habit, I crossdressed at night. My room, which was on the second floor, had a full sized sliding glass door and balcony. Another motel across the parking lot from mine had windows facing mine. I dolled up in my skimpiest black lingerie with high heels, wig, and full makeup and kept my lights off so that I could walk around on the balcony safely. All the curtains were drawn on the motel across the way, so after a while I got a bit careless about the lights and left them on after going in to fix another drink. As I stood out on the... Continue»
Posted by dana213 3 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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Two Gurls and a Guy

I know you had a long day but do you mind if I invite a girlfriend over tonight, Celeste asked? Of course not babe I am just going to chill upstairs with a book tonight. Who is coming over? Just a new friend Carmine I met at work. Cool I replied as I finished dinner and headed upstairs. Kicking back on the bed half asl**p and deep into a novel I heard the doorbell ring, some chatting a wine cork and the back door slider. At some point I must have dozed off and awoke startled with Celeste in a black see thru silky nightie rubbing me thru my sweats and kissing my neck. My cock begin to stir as I... Continue»
Posted by iheartm2f 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Moonlight ride


I take a deep breath and open the door, it's a summer night, nearly dark. The street is quiet, dumb to the scandal about to unfold. I doubted anyone would recognize me, in my short fur coat, denim mini and trademark purple heels. Not unless they were a fan anyway :) I just need no-one to see me leave the house, once a few yards away, I could be anybody.

The coast is clear, I step out and shut the door as quietly as possible and walk away from the house, praying I don't activate the neighbour's floodlights. As I clear the first few houses, I relax a bit and a thrill runs through me. I... Continue»
Posted by christinasucks 19 days ago  |  Categories: Anal, Hardcore, Shemales  |  
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monday night football

HELLO EVERYONE
I hope everyone enjoy my last story happen on black Friday please leave comments so I know how much u love the story thank you

Well we getting close to football playoff and every other Sunday some one throw football party at their place sometime I get invited sometime I don’t depend what kind of party and what kind people their as you know im a pretty shemale and im proud of it.
My story always a real experience happen to me or my friends I love to share after all us shemale also have feeling too

On Monday night football Texans vs patriot one of black gay friend throw
... Continue»
Posted by shawn777 3 years ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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A date with a straight college student

I had been chatting with this boy for a while when he finally told me his parents were out of town and he had his father's car. So we set up a date in the evening. I told him to pick me up by his car from somewhere. I was pretty excited, this jock was a very good looking guy with a slender athletic body type, brown hair/blue eyes. I always had a thing for blue-eyed boys. I was thinking about those whilst putting on make-up in front of the mirror and combing my hair.
I was a lil bit nervous when he picked me. He looked even much more handsome than his photos. Because he was lacking a web cam, ... Continue»
Posted by Slave4str8twinks 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Sissy gurl meets Daddy Part 2

It was finally later that night when Samantha had a moment alone to open the envelope Daddy had left behind for her after their playtime earlier that day. She unfolded the note and begin reading by her computer. The note read…..

Dear Sissy,
You are probably reading this tonight, because you can’t stop thinking about serving your new Daddy. If this is true, than my plan is working exactly like I thought it would. I’m going to ask that on Friday morning you take a shower and get as smooth as possible. Lock your little clitty in the device I gave you today. You’ll wear a black bra and pan
... Continue»
Posted by SissyXtina 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Double trouble

First of all this is a true story. My name is Jessica Judd and ive been dressing for 15 years. Ive always been interested in putting on panty hose and panties but it wasnt till about 7 yrs ago that I really took it to a whole new level.

Ive been with a couple guys while dressed but my last episode stole the show. I decided to rent a room at a local casino and gamble a little so I decided to take several outfits and all my accessories just in case I get wild. While at the casinos I began to loss my money too quickly so I decided to slow down and have myself a couple drinks.

It was ... Continue»
Posted by jessicajudd 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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caught cross dressed part 2

"As Pippa is now completely unable to move her head... I think that we should begin with her eyebrows." Alice told the others.

The others each nodded their consent, and Alice began her work on me. My already thinned eyebrows were plucked pencil thin, and were shaped into a high arch over my eyes. Once this had been completed, Alice tattooed over them, making them a permanent feature of my face!

The tattoo gun still in hand, Alice began working to give me my permanent 'eye-liner' ...by blackening the areas around my eyes with a solid line of black ink. Long, thick, 'long-lasting' lashes ... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Clare


I shouldn't have tested her. Or, maybe I should have. I'm not sure anymore. I'm not sure which emotions are mine. I'm in a happy relationship. I think. My name is Clare. Now... Anyway. Sorry, I realize how confusing this is. Let me attempt to make sense out of it. My name is John. Or, my name used to be John. My best friend is named Hunter. We did everything together. Now we do everything to each other. You see, Clare was dating Hunter. I didn't know her last name, whether or not she had a f****y, or anything like that. The strange thing is, neither did Hunter. He assumed she was shy or emba... Continue»
Posted by klammer 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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Amsterdamned

At what age it can be definitely classed as that, is for lawmakers and
judges to decide. UK law is clear but not always a realistic guide. For
reasons of shame or guilt many gay or trans youngsters have found that
casual sex with much older adults was the only discreet way of exploring
their own sexuality, before they felt ready to step into the more
familiar minefield of emotional relationships with people nearer their
own age.

An age-limit there must undoubtedly be, and obviously for the protection
of vulnerable young teenagers it has to be rather a blunt tool. But many
adults (an... Continue»
Posted by klammer 2 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
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My Life as a Shemale Part4

(this part may bore you but I need to tell you since it was important to me)

The next morning I awoke with a new lease on life, everything had changed, the only question was; would Tim be my guardian angel or stop me from becoming. I came down to the breakfast table in my nighty where Tim was already sitting and drinking his coffee, "Good Morning Danny", I thought good, were ok for now. Then he looked at me and asked "Uhm would you like me to call you Danny?"

He was serious and it occurred to me that I this what a good question. "I thought maybe Danielle, that would make easier to remem... Continue»
Posted by gigi750 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
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Thank you for Paradise

Thank you for Paradise
This hot shemale story was sent to me by our forum member Leeya and i'm anxious to share it here with everybody. It's a classy story about a guy who went to an Asian country on a business trip and met a very beautiful womain in a very romantic atmosphere... Little did he know that this young voluptuous lady was a ladyboy.

Thanks for this story Leeya. As a reminder to all others, if you have a story suitable for this section, by all means post it either here as a comment or at our forum, and i will publish it for thousands of other readers to enjoy.

Disclaimer: all... Continue»
Posted by nickkynoi 10 months ago  |  Categories: Shemales  |  
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Redcoats

Here is a little fantasy of mine.

My wife and I are staying at a holiday village, and there are a lot of competitions and things going on. For a laugh we decided to enter me in the men dressed as female competition, which was to be held that night. I have never told my wife that I like dressing in her clothes, and although I think she suspects, she has never said anything. To my surprise it was her idea to enter me, "....to get into the spirit of things.." she said.

As the competition came closer Jen decided which clothes I should wear. She dressed me in her lace bodystocking, lace top... Continue»
Posted by tvtammi 2 years ago  |  Categories: Fetish, Group Sex, Shemales  |  
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Caught again

So I’m finding it hard to get privacy to dress up of late. So I decide to go down the country and rent out a holiday home for a weekend. I brought all my gear including make-up,and wig. When i arrived at the holiday park I entered the reception area. Behind the counter was a pretty women named Jill. I introduced myself and filled out the required forms.

“You be staying in trailer 9, my husband will show the way……Mike!!!!. She yelled.

Mike walked in to room, introduced him self and took my bags. Little did he know one bag was full of lingerie and dildos. Mike was medium build and around ... Continue»
Posted by monkeynuts0 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Bruce,,

As we all know the net has a wealth of information
about all kinds of sexual practices. In the fall of
last year I had began to read about things I never
knew existed. I found myself reading about BDSM, cbt,
tt, milking etc. It seemed that in any of these
situations where someone gave up control to another
person it exited me. I found myself overly excited
actually. Although I had never tried any of it, just
reading about it made my dick as hard as a rock. I
know that I love getting fucked and sucking dick but
these things sound even better. After reading so many
web sites I stumble... Continue»
Posted by klammer 26 days ago  |  Categories: BDSM, Gay Male, Shemales  |  
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I was in too deep.

Ever since my first time being a dirty, sissy slut for a dom, I have not been able to find another man that could control me and make me beg to come over and serve him. I have posted ads on CL and even joined A4A. It is hard to find a guy who can be dominating and degrading without being too pushy, only sending one liners, or just wanting me to invite them to my place without any other conversation… that is not truly dom. So now I have all these sissy fantasies and urges that I fear I will never get out of my system... I felt like I should share one here on xhamster to help relieve the tensio... Continue»
Posted by igotoneforya 25 days ago  |  Categories: Fetish, Gay Male, Shemales  |  
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