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Melissa lay on top of me, one hand gently groping my breast while her tongue explored my mouth. I ran a finger down the crack of her ass, stopping to gently massage her ass-hole through her thong. A small whimper escaped her lips as she ground herself against me, her hard cock rubbing against mine.

She pulled away from our kiss and straddled my hips, her weight resting on my cock. She looked amazing. Long, wavy brunette hair framed a delicately feminine face. She reached behind and unclasped her bra, revealing a pair of small but shapely tits with perfectly erect nipples. Her legs were long and toned, which firmly squeezed around my hips. Melissa’s white lace thong contained her most arousing feature. A six inch circumcised cock that was currently hard as iron and peeking above the waist-line of her panties, a droplet of pre-cum glistening on the tip. I reached out and touched the head of her cock, my fingertips lightly caressing around her hole and fraenulum, lubricating her swollen bell-end with her wetness. She raised her hips and arched her back, exposing more of her cock. I moved my hand up her body and rubbed her lips. She took my fingers in her mouth, sucking her own juices.

“I want you.” I whispered. She smiled her beautiful smile and lent forward, kissing me deeply.

“I know.” She replied as she unhooked my bra, exposing my large breasts. She took my left nipple in my mouth and sucked at it longingly, lightly nibbling and slurping. Her hand had slipped into my thong. She didn’t rub my cock but instead massaged the spot between my balls and anus, sending me into a heightened state of arousal. I rubbed my hands up her thighs and over her smooth bubble ass and slid her panties down. She obligingly stepped out of them.

“Straddle my face, honey,” I said. “Let me suck you.”

Melissa let out a sexy little giggle and did as I asked. She was now on her hands and knees above me in a sixty-nine position with her beautifully erect cock inches above my face. I reached up and gripped her ass, pulling her cock towards me. I slowly licked the tip at first, the slightly salty taste of Melissa’s pre-cum on my tongue as I circled the head of her cock. Melissa gently but firmly thrust herself down and forward, forcing her cock down deeper into my throat. I took one of my fingers and gently started to circle her tight hole

Melissa had removed my underwear and was expertly sucking my cock. Taking it all down and slowly rising up, then looping the head with her tongue and going back down. I felt her hole loosen slightly under my finger. I excreted gentle pressure and my finger easily slipped inside her warm ass, her muscles gripping my finger and it entered. Melissa’s fingers had returned to that spot between my balls and ass, which was now swollen in anticipation. She prodded and probed while she sucked me. The feeling was exquisite and all too soon I could feel that familiar feeling of an approaching orgasm.

I took Melissa’s cock out of my mouth.

“Baby, I’m about to cum,” I moaned as I felt my balls tighten. “Keep going!”

To my complete frustration, Melissa stopped sucking. She took my cock out of her mouth and crawled from over my face, her ass leaving my finger behind as she went. What was she doing? She had me right on the edge and had stopped, leaving my cock ready to burst.

“What’re you doing?” I asked.

She laughed a seductive laugh, a look of mischief on her face. She kissed me deeply. Her breasts pressed up against mine. Melissa grabbed my ass and pulled me closer to her. We lightly ground against each other. Our naked, hard cocks rubbing together for the first time as my tongue licked hers

“Teasing you.” She said simply. She took my cock in her hand and started to gently rub it and gave me a friendly peck on the lips. “Do you like it?”

“I like it a lot.” I said, my hand tracing along the side of her body, stopping for a little squeeze where the squeezing was good.

“Do you want me to stop?”

“No,” I said. “Make me cum. I’m about ready to explode here.”

“Don’t worry about that honey,” she said, giving my cock an almost unpleasantly hard squeeze. “I’ll make you cum, but not until I say. Lie on your back.”

I did as she said and rolled over onto my back. My feet were flat on the bed, with my knees bent and legs quite wide apart. My cock was painfully hard, gently throbbing in time with my pulse. Melissa knelt on the end of the bed between my legs, took my cock in her hand and pulled it practically 180 degrees towards her. When she let it go it thwacked against my stomach. She kissed my knee, then gently kissed slowly down my inner thigh and kissed her way back up the other. This was making me so horny. Part of me wanted her to grab my cock and jerk it furiously until I came, but a much bigger part of me was loving this gentle teasing. She started to rub my cock before placing it in her mouth. She worked slowly...Very slowly. Her tongue moved so slowly around my cock it was agonising, but amazing at the same time. This slow, tortured blowjob went on for about 15 minutes, and was causing me to wriggle and squirm on the bed. Every time I raised my hips to force my cock deeper, Melissa would push me back down. She clearly wanted to be in control, so I had be content with tweaking my nipples and rubbing my breasts while Melissa worked wonders on my cock as she brought me slowly towards what would likely be an earth shattering orgasm.

Melissa stopped sucking my cock and brought a tube of lube from the bedside table. Now we’re talking, I thought.

“Put your legs back over your head as far as you can.” She said

I brought my legs up until they were resting on my tits. I held them in place with my hands. My ass was fully exposed to Melissa, and by fuck did I want her inside me. She squirted a dollop of lube onto her index and middle fingers and poured a significant amount over my ass-hole. Melissa then placed her two fingers against my hole, gently probing against the resistance

“Relax sweetie,” she cooed. “Let me slide into you.”

I took a deep breath and as I let it out, Melissa’s fingers glided inside. My body spasmed and my cock jumped. I closed my eyes and let out a sigh of pleasure. Melissa laughed and brought her face up to mine and softly kissed me. While we kissed, she altered the position of her fingers and pushed up inside my ass, directly onto my prostate.

“Jesus,” I whispered.

Melissa stared longingly at me as she began to massage my spot. Fuck me, this was intense. A deep, deep pleasure was building in my entire lower body. My legs were involuntarily twitching and my breath was coming is short gasps, with the occasional moan. I looked down at my cock and saw it was leaking pre-cum, a puddle of it had formed on my stomach.

“We’re still just warming up sugar,” She said as she positioned herself back between my legs and took my cock in her hand. She was barely stroking it, but this was almost enough to make to cum. I was riding a knife edge. “Don’t you go blowing your load yet, I’ve got a nice surprise for you.”

“You’ll have to ease up,” I gasped. “Your finger work is too much for me. I can’t hold it for long.”

“Ease up? Certainly!” Instead of easing up, however, she added more pressure to my prostate and took my cock in her mouth.

“Fuuuuuck.”

How I didn’t come there in her mouth is testament to Melissa’s skills. She would suck my cock right to the point of orgasm, and then stop. Moving her attention to my breasts, where she would playfully bite and pinch my nipples until they were red and raw, or to my lips where we’d kiss deeply until she felt my arousal had sufficiently passed to continue sucking my cock. For the whole time, she worked my prostate, which was now swollen and hard to her touch. My cock was leaking and felt as if the slightest touch would cause it to explode.

“Do you want my cock inside you?” She asked, fingers still working their magic inside me.

“UNGH...Yes!” My ass momentarily gripped around her fingers, and my cock jerked. I had almost cum and she hadn’t even been touching my cock. Damn she knew how to work me.

“Easy baby girl,” she said, slowly taking her fingers from my ass. “I know your over excited, but I can’t have my girl cumming yet. You’ll have to wait until my cock is deep inside you and I’m fucking your tight hole, then I’ll let you cum.”

“Fuck me, and fuck me deep.”

She took the lube and rubbed some into her cock and added a little more to my ass and some to my cock for good measure. The Lube hitting my cock could have been enough to make me blow had she carried on doing it for a while, that’s how close to the edge Melissa had gotten me. She squeezed some lube onto my stomach and tits which I massaged into my body, turning me shiny and slippery. Melissa pushed my legs back over my head, exposing my ass to her.

She pressed the tip of her cock against my hole and pushed forward. With a bit of coaxing, her head entered my ass with a pop. Melissa moaned as my ass gripped her tightly. After about a minute, she slowly began pushing the rest of her cock into me. She was about half way in when her cock pushed against my prostate. It was so swollen from Melissa’s finger fucking that her cock practically collided with it. I let out a low, long, guttural moan.

“Unnnnggggghhhh.”

“That your spot, sweetie?” she asked, with a grin.

I looked into her eyes, my expression of pure bliss all the answer she needed. She thrust the rest of her cock in and leant forward and kissed me. She slowly began fucking me. Pulling back until her cock was almost out of me, and then thrusting it back in. Each time she thrust, her cock rubbed against my prostate and my cock bucked slightly. The feeling was unbelievable. I had never felt pleasure of this dizzying intensity. Every time she entered me, the pleasure grew. My cock was visibly leaking pre-cum at an incredible rate. Melissa rubbed her hand in the pool that had formed and brought her fingers to my mouth.

“How does it feel?” she asked as she fucked me

“Don’t stop.”

She quickened her pace, fucking me hard and deep now. I wrapped my legs around her waist and greedily clawed at her sweaty back. I was getting close. I’d never cum purely from anal before, but if Melissa carried on the way she was, I was going to lose control.

I put my feet flat on the bed and lifted my ass up so I was supporting my weight on my shoulder blades with my back arched. This altered the angle that Melissa’s cock entered me and now she was pounding pretty much directly into my prostate. I felt my ass begin to gently quiver as Melissa continued her relentless fucking, causing my glistening cock to bounce up and down off my stomach.

“I can’t hold it back much longer.” My body was shimmering with sweat, lube and pre-cum. My hair was sticking to my face

“Is my girl going to cum without touching herself?” Asked Melissa, increasing the pace

“Yes. Ahhh...Ahhh.”

“Don’t hold it back baby, cum around my cock!”

As she said this, she took my nipple in her hand and squeezed it hard. I barely noticed the pain as the deep pleasure in my ass began to build and build. I arched my back further, directing every thrust and push of her cock directly into my prostate. My hands clawed at the bed sheets as my ass began to clench around Melissa’s thrusting cock. I could feel every vein and ridge of her.

“UNNNNNNGHH.......SWEEEEEEET..........FUUUUUCK!” I screamed, my ass tightening its hold around Melissa as my orgasm approached.

“That’s it Honey. Let it go. Cum for me!”

My cock began to harden as my orgasm neared its peak. It was no longer bouncing up and down with Melissa’s thrusts, but was a rigid, solid pole. I was at the now at the very peak of my orgasm, the point when cum hasn’t started to flow but the orgasm is well under way. I seemed to be held at this point for a life time. My eyes were screwed shut and my mouth was wide in a silent scream of utter bliss, my body rigid. My ass continued its unrelenting grip on Melissa, getting tighter, and tighter and tighter. A dribble of cum was starting to ooze slowly from my cock

“CUUUUMMIIIING.......AH....AH.....AH......FUUCK....FUCK......MELISSA!”

My ass began to spasm uncontrollably; clenching and relaxing, clenching and relaxing. My cock started to buck and flail of its own accord. With each orgasmic twitch cum erupted from my cock

And Erupted.

And Erupted.

And Erupted.

My cock was a geyser. Cum shot to my chin, drenched my tits and stomach. My body was convulsing wildly as I utterly lost control, screaming my lover’s name.

The sight of me cumming and the feel of my ass around her cock sent Melissa over the edge too. While my cock was still dancing its orgasmic dance and my ass still convulsing, I felt Melissa’s cock harden and her body go rigid.

“Vicki, I’m Cumming!” she panted as her cock began its own twitching inside my ass as she filled me.

She collapsed on top of me and we stayed that way for a while. Her cock still deep in my ass and my ass still having the occasional aftershock spasm.

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Well the first time I hooked up with a shemale was an escort visit (night out, massage and the rest :)), this was when I just started to gain interest in shemales (about 2 years ago), so I became curious and wanted to know what it was like to spend a night with one, after all they say its having the best of both worlds. I looked up a Brazilian shemale online and when I saw the pictures, I couldn't resist a visit. I mean her femininity was beyond this world, stunning from head to toe. I gave the...

3 years ago
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First time fucked by a shemale

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

2 years ago
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Memorable Night With A Shemale

Hello everyone, my name is Ajay Kumar and I am staying in Gachibowli, Hyderabad. A little introduction about me. I became bi-curious under different circumstances. I was later diagnosed with erectile dysfunction which made me more drawn towards the bisexual world. I have met with guys. But always felt that something was missing which made me more curious about meeting a shemale or couples. But found out that they were next to impossible. I signed up on various websites to search for shemales or...

1 year ago
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Sex With A Hot Shemale

Hello everyone, my name is Ajay Kumar and I am based out in Visakhapatnam. The following story is a work of fiction as the real-life situation slipped out of my hands miserably. The story is a bit long so bear with me till the end. A little introduction about me, I became bi-curious under different circumstances and was later diagnosed with erectile dysfunction which made me more drawn towards the bisexual world. I have met with guys but always felt that something was missing which made me more...

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4 years ago
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Magical Ring Turned Me Sexy Shemale

Hi, guys, this is Rii and you can find me on Facebook by searching Rii Femboi. Now coming to the sex story. I am 28 boy and an absolute nerd, always studying and as a result had no friends since my school days. I thought things would change in the college, but I was wrong that time too. After completing my college I got a very good and a high paying job, but there too nobody wanted to befriend me. I had to move away from my parents to Delhi for a critical project that my company entrusted me...

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1 year ago
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Making a porn flick and then sex with a shemale

I had met Josie at a bar and she had no qualms in letting me know that she was a shemale. We both were drunk and horny, so she let me feel her up. I had had gay encounters and considered myself bisexual, so I wasn’t afraid of touching another penis. It made me hard. I was too drunk for sex so I shared my contact information with her and when we met, there was a porn flick made on my camera while having sex with a shemale. Josie had arrived at my apartment on Saturday and we were having a few...

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2 years ago
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My Wife The TOP ONLY Malay Shemale

Hi all, my name is yarra (not my real name perverts!!!) and I am a proudly married matured male, now 57 years old.My wife, 52 is a (or was a) biological female technically, been married to me for the past 24 years.Let me tell you my fantastic and totally out of this world story.Flashback to 24 years ago, that is the 1989, when i just reached my 30'ish age, you had read my earlier life story in this "Xhamster" site, where I started my strange relationship with my shemale mother, the one who had...

2 years ago
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Sex experiences of a slutty shemale

« Bhopal girl fingered by boyfriend in hotel room mms | main | middle east lady Officer dressing up after fuck mms » Sex experiences of a slutty shemale Posted on december 15, 2008 12:00 pm, filed under straight couples Hi! This is priya, 21 years and i am a shemale. Hope you know what’s a shemale. I was born as a boy; but i always wanted to be a girl right from my childhood And so, i had medical intervention to change my sex. Since my parents are rich And supportive, I could well afford for...

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1 year ago
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Wartime Comfort House Diary Day 8 Shemale

Dr. Takuchi was a classmate in the military academy. He was responsible for security of the secret 731 laboratory research in northern China. Although this top secret unit was never publicized, as a Commander General, I knew they researched all kinds of biological warfare and tested on the locals. Dr. Takuchi told me when he visited Shanghai last, 'We are mating all kind of animals with local females. Obviously with horse, donkey, Siberian husky, wolf, ape, monkey and then some others we...

1 year ago
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NoodleMagazine Shemale

I presented my group of friends with an exciting quandary the other day. What is gayer? Watching a dude fuck a chick, or watching a chick with a dick fucking a babe? Take a moment to roll that about your braincase. For many of you, you probably had a gut, knee-jerk reaction that, of course, watching a chick with a dick is gayer, but it only takes a brief application of logic to start questioning that assumption, so let’s break it down.While several of my friends were not happy about it, I...

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1 year ago
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The orgy with a shemale

THE SPELLING IS OFF SORRY I WAS AT WORK! I had to move to Japan back in the fall of 2004 and lived in Tokyo in a 3 room apartment.I could not pay all of the rent so I lived with a female school teacher age 27 years of age and japanese.Her name was Miki.There was a one more girl who was friends with Miki ,I never seen much of her.Her name was chichi and I don't know what her job was but these two woman were not japanese women miki was around 5 feet tall and was around 108 pounds ,Long black hair...

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4 years ago
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first time with a shemale

Anyone who has read my other stories will know that they are based on real events, this one is also based on an actual event. It happened on a recent trip to Thailand.We arrived in Thailand on a Friday morning, looking forward to a well-earned break. Jaq and I worked long hours, and we lived for our holidays. We had decided to visit Thailand as we were both curious about the availability of good looking shemales.It had long been a fantasy of ours to try a threesome with a shemale and hoped this...

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3 years ago
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My First Shemale

Early May 2006 or 7, standing on the northeast corner of 46th and 3rd, a rather nice New York City day, except Belinda wasn’t answering her phone for our 3 pm “appointment”, and I was not keen to just hang around smoking cigarettes on the corner wondering if I had been stood up. I had no prior experience but it dawned on me shemales, especially shemales for hire, might not be the most dependable group of people, well, maybe if they were a shemale cop, that thought hit the erogenous spot of my...

4 years ago
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My first time with a shemale

OK, I was wasting my time on shamble videos and pictures on the web for about 8 years! When I first entered a porn site I almost got sick, but soon I got really curious about it but didn't dare to click that button; couldn't explain why I wanted it so much though. Eventually I pressed it. I started with shambles alone, then shambles fucking girls, then shambles fucking shemales and end up with shemales fucking guys... I started loving it, watching it on a daily basis. My fetish for thong...

4 years ago
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I lost my virginity to a shemale

As living in an Asian country where sex is very personal thing and no body wants to share any thoughts regarding that.Me as a person wants to try it in a different way and which took me to another level of that,which I had never thought of.Being a young 18 year old boy I use to see porn just to control my thoughts and body,like every guy use to do.Then while searching on net I came to know a word called shemale.I had heard that word earlier also when I was 14-15 but didn't paid attention...

3 years ago
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My First Fuck With A Shemale

Hey, everyone, it feels so good to be back again here and share with you all yet another fascinating and horny story. This is your friend cum pal Dr. Raj from Gujarat. Just to remind you about . Do check them out. Coming back to the current story this was my first ever experience with a trans woman or shemale. And my God. it was one hell of a ride. To cut it short I met this shemale lets call her D through Locanto website. Of course, it was a chargeable meet. As far as my knowledge goes you...

2 years ago
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My First Time with a Shemale

I had watched porn for a long time, graduating from straight porn to videos of shemales, falling in love with TS stars such as Leilani, Julie Bond, and the gorgeous hermaphrodite Dane Harlowe. However, as much as I fantasized about being with a shemale or cross-dresser, I never thought it would happen.Then one night when I was living in Indianapolis, after being out drinking and dancing, I stopped at the local adult video store. I had parked near a white van and, as I was drinking some more of...

4 years ago
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My first encounter with a shemale

I am a straight guy who had never strayed before.. however i had been having urges over shemales and started wanking to shemale porn every now an again online. i have always been interested with my ass being explored but i never found men attractive. with shemales it was different. they are beautiful, slender but also filthy at the same time. it seemed perfecti had planned a europe tour some years ago and my first stop was amsterdam. after a few hours of roaming the red light district i was...

1 year ago
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An Erotic Threesome In Delhi Me Rich Woman And Shemale

Hi reader, Now I am back with sex story of me (Sam) and the rich woman (Geet) name changed due to privacy. I am Sam a 27 year from Delhi. I had many casual sex encounters with married women and girls. Any women or girl can contact me at hangout Geet is a rich Delhi-based woman who has lots of money to waste on anything but that’s not much for a living. She sometimes feels alone even having around her as her hubby who is businessman always out for business. By looks, she is a gorgeous lady...

2 years ago
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me my daughter and a shemale

my last story was with my daughter for the first time now we both have shemale girlfreind very beautiful ones they would come over me and my daughter would put on our sexy heels she picks my shoes now lol and they would fuck us both on the same bed theses shemales are in good shape they would fuck me and my daughters tight lil asses and shoot globs of cum then they would watch us creampie it out one of them came over one night when i got off work my daughter wanted me to tougue out her shemales...

3 years ago
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My First Shemale

A little about me first. I’m in my early 50’s, regular build, and I say average looking man. I have never had the women chase me like some hunks would, but did Ok in my younger days. My cock is average size, but at the lower end of the range. I’m happily married to a wonderful wife for near 25 years. Like some guys I think I spend time on the net looking at porn. It all starts of fine, your fantasize about the girl next door, the trophy wife across the street, and so on. Well for me it went to...

4 years ago
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Craigslist shemale

One day sitting at home edging, I decided to go on craigslist t4m most of the ladys were black with huge scary cocks then I happen upon a thai girl Tia, we started talking and asked her if she wanted to meet up, she didn't drive so I had to pick her up. as she walked to the car I took notice she was about 5'8 she had tight jeans on and a decent ass for a Asian girl. she had a leather jaket on and I could see she was pretty flat chested. Tia had shoulder length hair and her face all dolled up....

3 years ago
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First Time Surprise Shemale

I'm an eternal masturbator. I've always like wanking and playing with myself. At a young age I worked out that I likes playing with my ass hole, sticking things in it, walking round all day with something in it. With the advent of the internet I was like a pig in shit. So much porn to be had and so many things to see and do. One day I discovered the true beauty of the shemale. Wow. Gorgeous women, with cocks. Prior to this it had been women with strapons that got my attention, but this?...

3 years ago
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Wife Shares Shemale

"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...

4 years ago
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The Studio and the Shemale

When the company I worked decided to relocate to the north of England, it was made clear to me that there would not be a job for me there and so the decision whether to move woth or leave was decided for me. The redundancypayment was extremely generous, as it should be, I had been with them since I left school. So now I had to find a new job and the decision was whether to stay in the line I was in or change careers, but With the redundancy payment as it was there was no rush.Quite by chance I...

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