Shemales Porn Stories
Page 119

Interview with Tara Strong

When I was younger, one of my favourite shows growing up was Fairly OddParents. A few years later, I was in college and one day I was researching something which linked me to Tara Strong, the voice actress who had performed the voice of Timmy Turner, the main character of the show.

I found out that she lived near to where I went to college, so I e-mailed her and asked her if she would like to do an interview with me as part of a project I was working on. She e-mailed me back and told me that she was all for it.

Two weeks later, I arrived at Tara Strong's front door. I ran my fingers thr... Continue»
Posted by IFuckedYourGF 3 years ago  |  Categories: Celebrities, Hardcore, Shemales  |  
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Me and my bestfriend Jake part 2

Sorry for the part 1 guys I accidentally press post and I din know how to edit but anyways here's the part two hope you like it.

Jake said he was really sorry for what happen. I was a bit mad because of he said that. I thought he liked me so I ask him "Jake, do you really like me or you just made me feel better about what happened with nick? Jake drove and no words came out of his mouth not even a nodd. I was dissappointed I thought to myself I will never ever do this stupid things I did to Jake I won't be close to him like I was before. Although I was still thinking about what we did i... Continue»
Posted by dianneforbes16 3 years ago  |  Categories: Shemales  |  

B5 Chapter 5 Jordan's First Time - Jordan Lea

Chapter 5: Jordan's First Time - Jordan Learns The Truth

Tiffany, Dee Dee and Clyda watched in stunned silence, as Jordan's first orgasm finally came to a finish. All three girls were completely shocked at the intensity, and the amount of jism that Jordan had been able to produce on her very first try.
Jordan's cum had landed almost everywhere. Jordan herself had a look of utter bliss, contentment and satisfaction on her face that was beyond words. Her cock was still rock hard, and Jordan was fondly stroking the shaft, and gently licking up and remnants of her jism on it that she coul... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Masturbation, Shemales  |  

My highschool girlfriend

I am a good k**, senor in highschool, dark brown hair, long for a guy, and in shape but not super athletic. It was about mid-way throgh our year when I finally started talking to this girl I had been eyeing all year. She was perfect, pretty, funny, always interesting, easy to talk to, laughed at all my jokes, and we had a lot of fun. She had long dark brown hair, eyes I could stare into forever, beautiful body, nice ass and medium sized boobs. I finally asked her out, and she said yes, and for about a month we hung out a ton, making out on the third date about 2 weeks in. A little after our on... Continue»
Posted by suckmedry69 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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Mile High (caught in panties and pegged at thirty

Mile High (caught in panties and pegged at thirty thousand feet)

By Mikaho

Edited by g1dnshwrgr1 (many thanks!)

NOTE: This is my story and is originally posted under my profile on You can see it there under my same user name. Enjoy!

I boarded the plan and was taking my seat when I noticed the most mature of the three stewardesses. She was beautiful with a classic flair; her pencil skirt perfectly presented an hourglass waist, defined hips, and a round butt.

The image of her shapely form flitted around the edge of my thoughts as I started answering email on my... Continue»
Posted by Mikaho 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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First time getting caught wearing Pantyhose

When I was 16 years old, I babysat for my moms best friend. I had know Joanne (my moms bff) all my life, she was my second mother. and a single mother at that. And Joanne was smokin hot! Had thee biggest crush on her since i can remember. Joanne always wore pantyhose or stockings, and i mean always, one night i slept over at her house, i peeked in her bedroom and she was wearing a teddy and pantyhose, and ofcourse i had to masturbate, because like i said, she's a woman who gives an instant boner at first sight. Anyways, she had asked me to babysit her 2 boys on a friday night. Not a big deal e... Continue»
Posted by sissypantyhoseboy90 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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Devina in trouble

Devina's in trouble.

I woke up with a start and leaped out of bed.

"Oh god I thought, my Wife is due back tomorrow, and I better clear up
this mess before I go to work today."

The mess was actually quite a lot of womens clothes spread across the
bedroom floor. You see I am a cross dresser, in private I loved to dress
in Womens clothes, slutty tarty clothes, I loved to be dressed as a
slutty whore. But my biggest fetish was to wear Macs and raincoats, all
sorts, any kind, but especially PVC Macs.

Before I was married I used to dress and occasionally go out dressed as
Devin... Continue»
Posted by Devinatv 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Becoming Madison_CDs Daddy Chapter 2

"Madison I know you enjoyed that didnt you, you little faggot" I said as I reached the bedroom door.
" Yyyess daddy " he whimpered
" Tomorrow I want you completely shaven use your mothers hair remover and shave your cock dont let me down , understand ."
I shut the door and went to bed .
In the morning I went downstairs for coffee and waited.
I finished my cup showered then knocked on Madisions door and opened it.
He was there in his bed with his covers over his head.
I walked to the bed and pulled back the sheets.
There he was naked and smooth from the neck down his shaved cock laid ... Continue»
Posted by rabbit007 1 month ago  |  Categories: Anal, Shemales, Taboo  |  
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A Slut is Born

A Slut is Born
I am a bottom for sure. It has been a long time, 20 plus years, but do miss it alot. Back then, I was in my 30's and this guy I met while I was tending bar talked me into coming to his camp for some fishing. Needless to say I was the fish and did not know it. He picked me up and we went to his camp which was 1 big room with a kitchenette and a big bed, sofa and a TV. The bathroom was small with a shower only. I noticed right away he had a wall filled with VCR tapes and I am a movie buff so went over and started checking them out. HMmm, I did not recognize the titles but felt t... Continue»
Posted by iwannabeacumslut 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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My shemale boss part 1

I knocked at my bosses door and on her reply went in. She was standing with her back to me looking out of the window and talking on the phone.

She failed to agknowledge me so I just sat down in one of the leather chairs opposite her desk. I looked at her as she stood by the window and perved over her black stiletto leather knee high boots and tight black leather skirt which covered her ass beautifully.

After about five minutes she turned to me, her black hair to her shoulders and her black shirt partly Unbuttoned showing off her cleavage, it has hard not to get a semi hard on as she move... Continue»
Posted by big_rob49 2 years ago  |  Categories: First Time, Shemales  |  
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The Bondage Whore, Chapter 1

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.

Chapter 1 - Job Interview

It was around 4:30AM and Rachel St.Clair was beat. Walking the streets for such a small amount of money really sucked!!.. And no pun intended, Rachel wryly smiled. The streets were now deserted, no more money to be made tonight. Rachel started to head towards the seedy hotel where she barely managed a one bedroom fleabag. "I've got to find a way to make some better money", she sighed to herself.

Rachel was now 24 years old, and had been walking the streets since she was 16, after an abusive sugar... Continue»
Posted by thongcutoffs 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sexuality Takes a U Turn

It seems funny when in life we feel we know or thoughts and feelings like the back of our hands. sometimes it feels as if your own sexual existence is played out from c***d birth. you are conditioned to be attracted to the opposite sex, conditioned to desire marriage, a f****y and a nice house in Florida after you retire. to me sexually should have been a opened book in my household growing up. my mom was all for being opened it was my dad that had hang ups about discussing sexuality openly. so my mom told me about sex for my dad thought the birds and the bees was good enough....more like conf... Continue»
Posted by king_k91 3 years ago  |  Categories: Mature, Shemales, Taboo  |  
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The corpse was still cooling on the bathroom floor where it had fallen Vincent had left it there after his cock had slid out of the victims mouth he had already cum and made his cock sucker swallow the load which he happily did people liked to please Vincent he is a gorgeous Italian male late twenties I think he has so many passports with so many different names and birth dates its hard to keep tract but I'm his lover and the teller of his tale so I have a better idea than most though even I am not positive and truth is I really don't care as long as he shows up regularly and fucks me like he ... Continue»
Posted by laceysgirl 8 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Young Master Ch. 01

It was supposed to be the best day of my life...and maybe it was, but definitely not in the way I planned.

My 21st first day as a man, as a true lord of the first day as a Master. I was so nervous I threw up my lunch. Not very manly, I know, but just the thought of having my very own sissy to play with had me teetering between the giddy excitement of a k** right about to open the biggest present under the tree, and the stark terror of officially being a man in my step-father's could I measure up to him? I felt destined to disappoint him...and I didn't eve... Continue»
Posted by bi_hengst 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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transvestite in trouble part 3

I felt his stiff cock at my asshole. I shuffled my legs a little further apart, partly to prevent him ramming it into me and it hurting, and partly bacause I just wanted him to fuck me!

"you fuckin dirty slut" he whispered...he'd noticed my little subtle movement " you want my cock don't you?....Say it slut"
"yesszz" i mumbled through the ball gag "please" i tried to say
I was terrified of the situation I was in....what the hell was he going to do with me after he'd screwed me, he'd pretty much ****d me....yeah, I'd let myself get in this situation, but he'd f***ed me and it was all on ta... Continue»
Posted by hornyTVluvr 4 years ago  |  Categories: Anal, BDSM, Shemales  |  
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How I got caught!

I had a day off and I was on my computer looking to see if anyone was on to chat with. I didn't see anyone and was about to close the page when a message notice flashed "Do you want to chat?" I said sure I would love to. The first thing he said was I have been watching you when you use your web cam I am very interested in a private veiwing!I was not sure how to respond to such a quick demand. I had never had anyone respond back when I have been using my cam.

The question now was what do I say or do. Soon he was asking are you there? I answered back yes I am. He said well what will it take f... Continue»
Posted by pamcd 3 years ago  |  Categories: First Time, Shemales, Voyeur  |  
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my first time

this will be the last story i write unless someone asks me personally for more... as Andy i felt no one loved me and if i was a girl i could be that slut and try to feel some kind of love from someone. when i was Andy i dated 6 girls in the course of 2 or 3 years and 4 of the 6 cheated on me and the other two clearly hated me and made my life nothing but misery... Ana was my only way to feel any kind of love or happiness.. when i first dressed as Ana no one was interested in me i was shy and i was still trying to find the right look for me... one night i decided to go to a party and find the d... Continue»
Posted by drewcd 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Sexual Fantasies 001

One of my sexual fantasies is what I call "f***ed anal orgasms" or "anal ****"

Everything starts with a date with a shemale scort. I arrive to her flat and a 185 tall woman, dark skinned and with a femenine figure, opens the door. She invites me to get inside with a toothpaste advertisement like smile and a long curly hair. She takes my hand and gides me to a room with a king size bed with black sheets.

She sits me in the bed and starts asking me
-What would you like to do, honey? Do you want me to start blowing you and then you fuck me in all fours? Or would you like a girlfriend expe... Continue»
Posted by Auspex 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  
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You've Got Shemale - Part 2

"Coming?" I heard her voice call to me from the restroom. I had wiped myself up a bit with a tissue while she was doing something with the faucet running in the restroom.

"On my way!" I quickly walked in and closed the door behind me. I looked at the beautiful woman in front of me, pale skin, black hair, and with those sexy breasts exposed. If I didn't already know what she fought so hard to keep a secret, I'd never guess there was an tool beneath her skit that most women didn't have. I was already naked but she was still in her black skirt with the tip of a hot pink undergarment peeping ab... Continue»
Posted by MysticDude 4 years ago  |  Categories: First Time, Shemales  |  
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Portuguese Summer part2

I have been in Portugal now for 2 weeks Paul has phone to say he wont be coming out for the rest of the summer as his dad is in a bad way , His mum has asked if i will stay in the villa and look after it for them until the end of august, of course i said yes, but i was getting bored and needed to get some work as the little money i had was not going to last long.
Since Paul went back home i have discovered that i love to dress up in his s****rs clothing that she has left here , and boy has she left a lot of stuff, I have full shaved my body and have started to become quite good at putting on ... Continue»
Posted by julieanneff 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  
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