Shemales Porn Stories
Page 81

Girly

Being home for a longer stretch than usual, I was supposed to be watching a neighbor’s house while they were on vacation. About three days after they left, I noticed some activity next door.

I grabbed the key and walked over, pausing to listen at the door. I didn’t hear anything unusual, but I quietly let myself in. I could hear music playing softly in one of the bedrooms and saw the door was slightly ajar.

A slim blonde wearing a fishnet halter dress with attached stockings was dancing in front of the mirror. She had a very tight body and I was enjoying the view as she swayed seductivel... Continue»
Posted by TruckerPerv 1 month ago  |  Categories: Fetish, First Time, Shemales  |  Views: 8478  |  
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cruisin the park for sex

when I started crossdressing,I was bout 15,a few later I got my own place,and was able to do more,except getting in clubs.I was 19yrs old when I got my first appartment,and was not able to get in,cause at the time,the drinking age was 21.and the club,Call club park avenue,hottest gay cub in town,well it was the only one.well I would crise the park where the club was,which was uptown in a very nice setting.so on fridays,and sats nights,I drive around the park looking for hot guys to have sex withI would all way wear a short sexy skirt,and a low cut top,under that a bra,panties,matching gartbel... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 633  |  
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The Slave and the Sissy Part Six

After watching the African depart with his new sissy, Ella turned to Slave.

“On the subject of Africans, you have an appointment to honour with Mistress Ayesha the day after tomorrow; make the most of your sissy tonight, I shall cage your manhood again in the morning in preparation for your visit. Pepper will manicure her when she arrives this evening to take you tomorrow, she will be my guest tonight as we have business to discuss; I’ll let her know of your fondness for each-other, I’m sure she’ll enjoy teasing you both about it, in one way or another.” Pepper gripped slave’s arm tightly... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 551  |  
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Morning Routine at the Mansion of My Misstress


My eyes open with the gentle humming of my small alarm clock. I quickly shut it off so as not to disturb anyone else in the room. Its 4:30am, well before light creeps into the day and the room is now pitch black. Very quietly I rise up on my hands and knees and crawl off of the small doggy bed on the floor next to the big bed. It‘s embroidered with my name “Heather” in pink because it’s my bed and I’m the pet of my Mistress.

I’m silent when I move because I have done this so many times before. On all fours I make my way to the master bathroom and gently close the door behind me. I then st... Continue»
Posted by heatherlingerie 3 years ago  |  Categories: Fetish, Shemales  |  Views: 1150  |  
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Courtney and Michael

I wrote this last Christmas Eve and sent out to friends who've provided me their email. I tried to include the photo that was the inspiration but couldn't get it to show ... it was stellar! So enjoy ...


"Oh Michael, you're company's holiday party is always so boring! Do we really have to go?"

"You know Courtney that I am expected to be there. I AM the Senior Vice President, after all."

Michael wore his typical grey business suit with a festive tie to the event. Courtney, a tall, shoulder-length blonde, wore a black mesh dress with black stockings and boots. The party was held ... Continue»
Posted by call_me_dana 3 years ago  |  Categories: Shemales  |  Views: 951  |  
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Bus Stop

Dressed with my red 17cm boots, fishnet stockings, transparent skirt and transparent top I was waiting at the bus-stop to go back to my hotel in Barcelona, but suddenly a car behind be honked.


A beautiful Spanish guy stopped and looked at me, he couldn’t leave his eyes from my beautiful huge tits under the shirt. He whispered into my ear, “Need a ride?” I wasn't even startled and thought if this guy would have a nice cock as his body it would be a good start for the night…. I said “Sure, let's go.”
I saw tha... Continue»
Posted by Sexysamara 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1227  |  
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Schoolgirl Sissy Crossdresser and Her Black Daddy

WARNING: This fictional story contains graphic sexual/profane terms and scenes. This is a work of fiction, a fantasy, and is meant to be enjoyed by horny fucking perverts like myself.


I can't believe this is happening right now. Here I am, a 16 year old white boy dressed in the sluttiest schoolgirl costume and makeup I have ever seen, being barebacked by an older, married black man. How'd I get so lucky?! Let me start at the beginning...

It was summer time. As always I spent my summers hanging out and occasionally mowing neighbors lawns for some extra cash. Although I wasn't exactly th... Continue»
Posted by AllisonCumms 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 3799  |  
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He makes me feel so GIRLY

My friend that you all see fucking me and me sucking his big cock in my pics and videos. We will just call him Mister. Well he came over this morning for some Sunday fun. He is so good to me he really knows how to make me feel like his girlfriend. Today was so yummy I am still sexually excited just thinking about it.
I was dressed and ready for him when he arrived. I was wearing my sexy white lace halter top and black thigh high stockings, with the cutest little white G String with a sexy little flower in the back. Topped off with my silver jewelry and 6 inch black heels. I was so excited to... Continue»
Posted by Naughtynina 3 years ago  |  Categories: Shemales  |  Views: 1060  |  
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foxxiroxxi takes two BBC,s in sex shop

The other day i went shopping for a sexy fetish outfit for a fancy dress party , the theme was doctors and nurses so i decided to suprise everyone at the party and turn up in a naught nurse outfit with platform heels . Looking online i found a sex shop that had the outfit that was going to blow every girl away at the party. It was red and white extremly short and tight , they also had all yhe accesories to go with it . When i got to the shop there was this big fit and very hot black guy w... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 1225  |  
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My b*****r's Lover

I was eighteen and in high school when it happened, my b*****r was twenty and still living at home. I had to borrow my b*****r's computer one day to do some work for school and I guess maybe I let my curiosity get the better of me a little as I found myself instead of writing the essay I was supposed to be working on, looking through what files he had saved on his computer. I was pretty interested in particular by a very full folder hidden away in a place that you would not expect to find it. Now, I'd been a teenage boy for long enough to know that I had probably just stumbled across my b*****... Continue»
Posted by sparkyking 2 months ago  |  Categories: Shemales, Taboo  |  Views: 6557  |  
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Femboi

When I was finishing high school, I did a lot of different jobs to raise money. I mowed grass, worked part-time on a construction crew, and pumped gas, all to raise funds for college. I had been accepted to the college of my dreams on a partial wrestling scholarship, but my parents weren't going to be able to help with the other expenses. While I hoped to eventually turn the partial scholarship into a full one, I was doing everything I could to raise enough money to avoid missing a year.

In addition to all the other jobs I was working, I was offered a job as a babysitter. My mom knew a sing... Continue»
Posted by bipaul552 1 month ago  |  Categories: Fetish, First Time, Shemales  |  Views: 4476  |  
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first time public

My First Time In Crowded Place As Cross Dresser

about 2 months ago, i got up the courage to go to a crowded public place dressed for the first time
i put a post on craigslist saying where i was going and what i was wearing
then i drove to shopping center parking lot and dressed up in the car, make up, red lip stick, red finger and toe nail polish, blond wig, ear rings, necklace, rings, watch bracelets, thigh high stocking and gatrer belt, black 5" heels, black mid thigh dress
i drove to a closer parking spot and took a breath, put on sunglasses, grabbed my purse and stepped out into publ... Continue»
Posted by cdamanda 3 years ago  |  Categories: First Time, Shemales, Voyeur  |  Views: 1359  |  
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The Triple X cocktail - Wife Shares Shemale With H

"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an hour see you." She hung up.

The phone call made me really nervous.I had reasons to get nervous if not get a nervous break down. Tara and her husband owns a few restaurants in different cities across the States. I have known Tara since 6 months now since she busted me from one of the restrooms of her restaurants. Well wh... Continue»
Posted by Copious 3 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 4600  |  
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16 ladyboys jerked off in front of me! live!

Just got back from Thailand and had a very special birthday present. A big party had been arranged for me at my favorite ladyboy bar and a “competition” had been secretly arranged for me.

Had a nice party with balloons, food, drinks etc then a midnight I was told that it was now time for my birthday present. The door to the bar was closed a chair was bought out and put against the closed door and I was told to go sit on it. Then I was blindfolded and a bib put on me. I could hear all the ladyboys giggling and moving about.

The blindfold was removed and I was greeted with the site of ... Continue»
Posted by toniparr 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1504  |  
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becoming a bitch

Becoming a Bitch
It was supposed to be simple. A blind date, set up online. A hot chick. Me getting laid for the first time
in a while. You know. Simple. And that's what actually happened. Sort of.
I get to the bar, I see Meghan across the way, sitting pretty in a short black dress, legs crossed,
sipping on a martini like she's sucking my cock already. Far as I'm concerned, I'm as good as fucked,
the way she's making herself out to be: smooth thighs, big, round tits, lips that could blow the cap off
a bottle of Bud, legs long as tomorrow and an ass as big as today. Fuck, I feel I'm in th... Continue»
Posted by pr1456a 1 year ago  |  Categories: Fetish, Shemales  |  Views: 2206  |  
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Porn shop slut

I walked into the booth excited to use my new toy, while dressed in garters and sexy panties under my loose fitting jeans. I had just purchased a lovely new butt plug and could not wait to try it out on my pretend pussy.
Taking my jeans down I deposited a token into the slot and got out my lube and started pretending my tight boi pussy was that of the woman on the screen masturbating. I commenced rubbing the oily lube all over the rather large plug, while running my free hand all over my stockings and sheer back see through black panties.
I started sitting down on the plug, and gently ea... Continue»
Posted by hotjizz 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2393  |  
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Fulfilling my babys fantacy

Fulfilling my babys fantacy

You and I have been having trouble letting each other know what our fantasy's are.
You finally told me about your transsexual interests thinking that I would think your weird.
But was happily surprised that I fully supported you.
We had been chatting with fairdesire for a few months and I wanted soo badly for you to fulfill your fantasy.
I seen several raffles for to win trips over seas and bought several.
I WON THREE !!!!!
Oh my goodness, I had a hard time keeping my mouth shut about winning 3.
I only told you about 1.
And sent on... Continue»
Posted by tnt88jean 2 years ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 1032  |  
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I've always wanted to meet a gurl!

First of all I would like to apologize for my English.
Hello there! I live in a small country's biggest city and here people are strange. If they are crossdressers, shemales, trannies, tgirls, gurls (actually we have only 2 words for a shemale, so I don't know which one is NOT offending please excuse me I do not want to offend you or what so ever) usually do everything for money, or they lack good health, hygiene or I haven't met the right one. This is was a bit new for me. I've always wanted to date a gurl. Not just the sex part, but actually get to know the person, to fall in love and thin... Continue»
Posted by AngelPetrov 2 years ago  |  Categories: Shemales  |  Views: 468  |  
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I was Used








I Last night I went to an adult book and video store to mainly buy a new dildo to fuck my ass with.I found a nice 8" real looking one that had multiple vibrator settings and picked up a bottle of lube as well.I of course got sidetracked looking at gay videos and magazines as I held on to my new toy and lube.As I browsed the videos a buff looking obviously gay couple walked in.They were looking at videos and the different lubes.I would peek at them from time to time and smile....very hot....one was 6', blond, 30ish, without an ounce of fat on him...acted like the bott... Continue»
Posted by LSancho 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2020  |  
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Chrissie, Rene and Jean

Chrissie, Rene and Jean

I hope you’ve enjoyed the stories I’ve already related to you concerning my adventures with Rene. I’ve told you of his insatiable love of S/M and bondage. I’ve also told you a tale of my relationship with Charles, his driver. Now I’d like to relate the details of an encounter with Rene which occurred near the end of our nearly 2 year involvement.
Charles and the Rolls Royce Silver Cloud called for me at my condo the same as he had so many times previously. I must point out that this encounter occurred prior to the occasion upon which Charles and I had become, s... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 456  |  
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