Shemales Porn Stories
Page 9

xdressing school fucked by black teacher

This is a kinky sexual fantasy about my university teacher .Well it all started the first day my new teacher walked in the door .Six foot, very good looking black man .He was 15 years older than me very smooth with the girls.I just turned 21 and am three years into my transformation from male to female i have DD cup boobs. After 2 months of fantasizing and flirting with him i decided to make my move i needed that black cock inside me .I decided to wear the sluttiest school uniform i had it was short tight barely covered my boobs and i wore a killa pair of platform heels .Boy did i look like a ... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1472  |  
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At Jake's Cabin

Jake and I had been secretly seeing each other for about a year. We took every chance we could get to go and fuck. Jake’s famly had a cabin on a private pond in northern Minnesota. He had asked me to go up there with him for spring break. He told the fam that it was a guy’s weekend to fish and drink. It would be just us two up there the whole week. We did do some drinking but we fucked instead of fished.
We stopped at a small town just south of the cabin, probably about ten minutes away. He went into the convenience store to get beer and food. As he was in there I got into my bag and pulled ... Continue»
Posted by taylorbaby 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2106  |  
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Kelly Pimps Out Chrissie (a Chrissie Conway story)

Kelly Pimps Out Chrissie (a Chrissie Conway story)


When I think back on all the years that I spent almost every day with Kelly I can't help but think that she
just may be a big part of the reason I'm a high paid "tranny whore" today. Kelly never missed on opportunity to
"pimp me out" whenever she got the chance, especially if it would benefit her in some way. Today Kelly is a
detective with the County Sheriff's Department. Going from a lesbian "pimp" to a lesbian cop just may be one of
the stranger lifestyle changes you'll see. OK so she wasn't a real '"Superfly" pimp or Manhat... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Sex Humor, Shemales  |  Views: 413  |  
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Chrissie Learns A Harsh Lesson Part 3

Chrissie Learns A Harsh Lesson Part 3


On Sunday morning, the day after I'd received the surprise gift of a classic copy of the De Sade book I awoke
around 8:30 in the morning with the best of intentions to pack my clothes and be ready to board the dreaded plane
that would take me back across the country.
When I picked up the book in preparation to packing it away with the rest of my belongs i was overcome with the
desire to phone the bookstore. Perhaps they were open on Sunday, after all what isn't open on Sundays these days.
Since he'd never even told me his name and chose not ... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 828  |  
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Michael's Prom Night (A Chrissie Conway Story

Micheal’s Prom Night (A Chrissie Conway Story)


Kelly and I are home for a few days and were staying at Kellys' mom’s house as usual. All week long all her b*****r Michael can ramble
on and on about is the senior prom coming up this Friday night. He and
Two of his buddies decided to pool their money and talked Kelly into renting them a Cadillac for prom.
When any two of them are together all then talk about is how they are
finally going to laid on Friday. They been waiting the entire school year for prom weekend because the popular myth is that even girls who don’t “... Continue»
Posted by chrissieCD 1 year ago  |  Categories: First Time, Shemales  |  Views: 1389  |  
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Trying times

i`d been out all night and had only met a couple of fellas around midnight it was about to get

light soon so i`d better get myself off somewhere a little more suitable
as i`m a bit more tarty than usual... i`d been walks.. across the carrigeway and around the estate

ther i`d ventured a fair bit further than antisipated and found myself lost .
having to make haste i headed straight down the main road towards the A556 which inevitably

took me into the path of other road users afew cars ..acouple of
which ,occupants had shouted get em off !. pipping there horn the others had s... Continue»
Posted by Carla69Brown 1 year ago  |  Categories: Shemales  |  Views: 683  |  
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The Developing of Emma Part Two

The lush feel of the silky panties was overwhelming; even after his spent balls were drained for the fourth time there was no sating his urge to return to the store and that woman who had controlled him so easily. The reflection in the mirror was so ‘Emma’; the vision so strikingly effeminate, enhanced by the luxurious lingerie. Tomorrow could not come soon enough.

It was with little trepidation that he entered the store again the following day; there, this time dressed entirely in black, was the buxom matronly woman, oozing dominance. The figure sent a shiver down his spine as she sneer... Continue»
Posted by midsummerman 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 653  |  
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The Developing of Emma Part Five

As Kurt caressed Emma’s sweetly pronounced bottom, she realised she had never felt so feminine before, despite her newly freed cock standing stiff in nervous anticipation. She looked at the powerful male and the leering male audience; the few females there would now witness her being used as a woman. Kurt’s large stiff cock rubbed against her belly as he moved her round to a large and convenient futon, stroking her soft and slender hairless arms as he savoured the sweetness of her. He had her kneel in the middle of the futon, and then pushed her forward, the soft fabric seemed to engulf her,... Continue»
Posted by midsummerman 1 year ago  |  Categories: BDSM, First Time, Shemales  |  Views: 941  |  
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The Developing of Emma part Six

As the weeks went by, Emma was subjected to many rituals before a crowd of masked leering males. Each day she was kept caged and plugged; her dosage of pills never forgotten. Each day Emma felt more and more feminine; one morning Elaine had her stripped naked except for cage and plug, and led her before a full length mirror. Emma now understood more than ever just why she felt the way she did.

Elaine smiled victoriously as the sissy saw with her own eyes just why she had almost forgotten she was ever a male; her hair had grown rapidly and a just a little make up from the maids, had her l... Continue»
Posted by midsummerman 1 year ago  |  Categories: BDSM, First Time, Shemales  |  Views: 949  |  
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The Developing of Emma Part Seven

Her suitor made a point of using public transport in taking Emma to a very up-market retail district with many boutiques and large fashion stores; he got as much of a thrill as Emma did, in parading her for all to see. Emma tingled all over and the crotch of her panties was wet with excitement as she strutted on her heels through the crowded streets. Some women looked at her as if to say ‘what a slut’; the men and boys just smiled at her seams and tight bottom, Emma looked good enough to eat. The excited sissy stalled at a large store with a display of delicious looking heels and feminine b... Continue»
Posted by midsummerman 1 year ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 661  |  
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my first time with sheilacd of xhamster

u know exactly how to please a man. u make it hard to say no...(as my cock grows again)
even when u come in to kiss a straight guy he cant deny ur feminine essence that is so strong his body betrays him. he surrenders knowing he is in good hands..."soft white hands"
he knows his manhood is secure...secure between full, hot, pulsating red, wet lips.
u lock eyes with him as you consume his most private part...the swollen throbbing big dick of a sexy strong black man
thanks to ur skill in swallowing his member, he has the unbelievable experience of feeling ur throat
caress the head of his co... Continue»
Posted by bronzefro 1 year ago  |  Categories: Interracial Sex, Shemales, Taboo  |  Views: 856  |  
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my shemale GF part 7: Bukkake

My birthday was like a week ago or s o, and Christy got me what ive been wanting, a bukkake. I finally got this present like two days ago. We went to dinner, we meaning me Christy, Brittany apparently another shemale who I didn't know about but also my friend, and Jennifer, who I did know was a shemale. There are apparently plenty of shemales where I live, awesome. We went to Buffalo Wild Wings, Christy wore a short jean skirt, and nothing underneath, I know cause I dropped my fork and she opened her legs, she also had on a my Odd Future shirt on. Brittany has blonde, about 5'8, busty, big as... Continue»
Posted by germanface 1 year ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 863  |  
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The Night With A Transgendered Angel Pt.1

Her name was Steph. She stood about 6'5 in her heels. She was white very mature she was 50 years young. She wore a blond wig with seductive red well manicured nails. Gorgeous for her age,tall and slender with b cup natural breasts she developed from hormones. When I thought it couldn't get any better she had a fully functioning 7 inches cut fairly thick. She was an all bottom girl though. But I did get the privilege of sucking it. My name is John by the way I'm in my mid twenties,stocky athletic build,very handsome with a impressive uncut 8.5 inch dark black cock. So,me and Steph met at the ag... Continue»
Posted by yungn1234 1 year ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  Views: 645  |  
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Careful what you dream for Part 2

The second part in a series of bad science fiction--


Gene made it to work late of course, and punched up his computer within his cubicle. Grunting a hello to his co-workers, he grabbed his 16 ounce coffee cup, took a cigarette of the pack and headed out the door and down the street to the coffee shop.
The high plains sun was already searing the concrete beneath his feet and his eyes wistfully followed the two women walking sown the street in front of him, dressed in flip flops, halter tops and short, thigh high skirts.
They still looked fresh and cool and his black slacks an... Continue»
Posted by prairieFreak13 1 year ago  |  Categories: Shemales  |  Views: 457  |  
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I Can't Control It

woke up, laying on my left side, to the sound of Marissa making quiet whimpering noises. I
knew it was her because she had an unmistakable “little girl” voice that she moaned with while we had
sex. Or while she masturbated. Just whenever she had pleasure.. down there... My back was to the edge of the bed, and normally Marissa slept in my arms more towards the wall. I opened my eyes and saw
her over on my small blue couch in the corner of my room. She had her legs pulled up and head down,
curled in a ball with both hands in between her small thighs. Her back was to me, I only saw her back.... Continue»
Posted by bigdick2012h 1 year ago  |  Categories: Shemales  |  Views: 773  |  
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Anything to make a sale

“David, you are not the right sales person for this account. I know the CEO of Cybertix very well, he’s been a client of mine for years, and he won’t relate to you.”

I was sitting in the office of Victoria, my boss. There was a big sale opportunity at Cybertix and I badly wanted to be placed on the account so that I could win the sale and earn a big fat commission. Yes, I was desperate. It had been a bad year for me and I had earned almost no commission. I worked as a salesman for Software, Inc., a company founded and managed by Victoria. I liked working for her, although we did clash heads... Continue»
Posted by didi_galtier 1 year ago  |  Categories: Anal, Shemales  |  Views: 2213  |  
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Down the Path

Down The Path


I hear the knocking on the door. Have my panties on under my shorts and tshirt. Nervously open the door and the man comes by me and I follow him into the living room.

He stops and turns. 'On your knees now'. He moves in front of me showing me his ID so he knows I know who he is in case he gets out of line. 'Tell me why you invited me here.' Looking down embarrassed to have to say it. 'I invited you here to treat me like a faggot Sir. I need a real man to come over occasionally and show me just how much of a fag I am.'

He lifts my chin with his finger then suddenly he s... Continue»
Posted by lookin02 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 3941  |  
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The suduction of Missy Lou .

To day is the first day of Miss Missy Lou , A newbie Cross Dresser who has only been with a few awkward men with little pretend dicks . She has longed to find a real man who could match up to her toy's , Her favorit being a 9" ivory tool moddled after a porn God . she has for years had to hide in the closet . Afraid of what she might find out in the world where people are cold and unfeeling . She has had manny fantasy's about what it would be like spending the day being fucked like a whore or a porn slut and it seems as though she is about to find out . She was just going thru the classifide a... Continue»
Posted by missy694u 1 year ago  |  Categories: Shemales  |  Views: 454  |  
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Chapter Two

She awakens to a new day with the same bull shit on tv , a stupid cartoon designed to dumb down american k**s . damn it she thinks . I was just having the most vivid dream . it was nice too . a fantasy come true . on the site of a porn shoot . A **** fantasy she has always wanted to put down on film . she recalls . walking up the stairs to he hotel room past a group of constuction workers , As she passes them they awkwardly tuch them selves an make crude jestures an comments to her . A dirty smile crosses her lips an she thinks , They only wish I would give them the time of day . She feels a f... Continue»
Posted by missy694u 1 year ago  |  Categories: Shemales  |  Views: 324  |  
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When Rene Calls (a Chrissie Conway Story)



When Rene Calls
Chapter One


I first met Rene at an Art Museum Benefit. I aware of it at the time but Rene was the guest of honor as a result of his impending
large donation to the museum's endowment fund. The reception and cocktail party was to be the event at which he was expected
to announce his considerable gift. I had been invited to attend the gathering in appreciation for my considerably less extravagant donation.
Whenever I have occasion to visit the museum I make sure to seek out any new acquisition to the museum's colle... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 171  |  
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