Shemales Porn Stories
Page 66

My Friends House Part 4

I could see that she started moving. I tried to hide by the foot end of the bed. It got quiet again. I’d better try to get out now. I came to my senses and it was enough now. I tried to take my clothes off that I had borrowed from his mom. I took off the jacket, and was just about to take the wig off, when I heard her moving in the bed again. Now she was facing towards me, but I thought she was still asl**p. I was standing in his mom’s white pantyhose, in heels, bra, and her wig. My cock started to move again.

‘No!! Not now!’

I pulled my cock out and started playing with myself in front ... Continue»
Posted by HosieryQueen 1 month ago  |  Categories: Fetish, Masturbation, Shemales  |  
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T-Girl at the bus stop

The radio was loud and the top was down when I first saw her.
She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. She turned her head and smiled at me while I waited for the light. Her eyes were so bright. I think they were green, maybe blue. Every movement she made seemed to beckon me. As if she was calling me to her.

I couldn't help but stare at her tits - they were fabulous. A car behind me honked. shatterin... Continue»
Posted by shemalefckn 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Just Like Being Girly For A Man


I've just been thinking how nice it is for a sissy to be able to be in the feminine role with a bf. I'm lucky in that regard in that my bf likes me to be girly and I really like to be girly for him. nothing like being the soft feminine girly boi that I am and being in the passive roll when being made love to. being the receiver and not the giver in the penetration. course sucking his cock is also pretty girly isn't it?

my sissy pussy just loves the feel of a hard cock entering me and the the slow movement as he penetrates me further, then feeling him completely inside me. laying on my bac... Continue»
Posted by sissygirl 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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My Ultimate Fantasy...

Let me start with the details...

I'm straight, 21 years old, and am probably no more than 7 inches long. But if I may say so myself...it's a perfect cock, thick and veiny and almost always pulsing. I have always loved my cock, and rather recently I began to realize that I could no longer stop at just mine.
The more I watched facial vids, the more I focused on how hung the guy was and how thick his lines were. Now, I'm a fit guy. Work out daily, I think I have a pretty sexy body as far as gentlemen go. But, I simply don't think guys are attractive.
But I have this compulsion for cocks! I... Continue»
Posted by reddyforyou 5 years ago  |  Categories: First Time, Masturbation, Shemales  |  
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sissy blackmailed, gang banged, then ruined.

*This is my first story ever, I have no writing background whatsoever, in fact I failed every English class I ever took.. This is simply my fantasy, with a little bit of my real life experiences mixed in here and there. Parts of this story may be sadistic and extreme.
My apologies if the story is a little s**ttered.. You will just have to deal with it! :)

Please be kind, but honest and let me know what you think.


Chapter 1
The beginning.


Buzzzzz, buzzzzzz... My cellphone vibrated on the night stand beside my bed. I groggily felt around in the dark until I got... Continue»
Posted by submissive_boy1990 4 months ago  |  Categories: BDSM, Group Sex, 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 4 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Father Knows Best

“Dad,” laughed the 37 year old high principal when his father answered.
“My man,” replied the 56 year old small town chief of police. “What’s happening?”
“Not too much, pops. Just making it. It’s been hectic around here lately.
George replied slightly confounded because he never heard his son speak in such a manner, “Oh yeah? “Everything good with you and Candace? How are my grandk**s?”
“Yeah. We’re fine. The k**s are good.” Jerome fibbed. “It’s just a combination of work and normal shit.”

“I hear you. Sounds like you need what the white folks call a ‘mental health day’.”
“Wish I could... Continue»
Posted by faggyboi 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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My sissy son,by his dad and lover. Part 2

Hi,thought it was about time i let you know about my son and me.

This is Part 2.

So...there i was,on my knees staring at my son's beautifull cock. Not big,only 4" long..but sweet with a nice head and completely shaved..(or waxed). "Oh Jack...suck me please...pleeease...been ages since a handsome older gentleman touched me there." Pre-cum was leaking from it...and i licked the end...and gently took him into my mouth! He moaned and slowly made his hips go forward and back...gentle movements like he was fucking my mouth.I was sooo horny at this point i would have done anything...so i did...... Continue»
Posted by chocandres 4 years ago  |  Categories: Anal, Shemales, Taboo  |  
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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 7 months ago  |  Categories: First Time, Shemales  |  
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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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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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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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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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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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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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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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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 1 year ago  |  Categories: Shemales  |  
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