Shemales Porn Stories
Page 62

My First BBC

It was not long before I told my wife about who I really am, that I was having serious desires to be taken by a real man. I have / had no true preference, but something about getting pounded by a cocky and arrogant black guy really turned me on. But I wasn't looking for some thug or prick to just have me. I wanted a man!!! A black man.....a BBC man!!! One who had a hot bod, aggressive demeanor, and of course a huge cock. So I had my expectations, and I was anxious for this experience.

I had been dressing in full for a while at this point, but my wife wasn't actually aware. Porn was... Continue»
Posted by Ivygurl86 2 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 3980  |  
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Cindy's makeover

I do not claim to be a grammar expert and as such you will find some grammatical errors in this story. The errors can be the switching of tense, spelling errors, or typos. I ask if you find an error please send me an email so I can correct and make the story enjoyable for others.

WARNING!
This text file contains sexually explicit
material. If you do not wish to read this
type of literature, or you are u******e
Eighteen, PLEASE DELETE THIS FILE NOW!!!!

Cindy's Makeover
CindyUSA
cindyusa58@yahoo.com
I would like to share my latest cross-dressing experience. Like many cro... Continue»
Posted by cindyusa58 2 months ago  |  Categories: First Time, Shemales  |  Views: 2364  |  
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Polly and Guy

I met Guy at work. He was a client of ours and used to come and see me at the office so I could help him find work. He'd come over from France 15 years before and although he was good with English I arranged for him to go on different courses to help him get a new career. Over the weeks as I gave him one to one support in the office we got to know each other well.

We always had a laugh and he used to try and teach me French. He was very handsome and if I'm honest he made me go slightly weak at the knees whenever he came in. I wouldn't have known if he felt the same way at first as my work ... Continue»
Posted by leotardlust 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 2211  |  
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First big cock.

So I'm deciding to post a story about an experience I had about a year ago. Ill start with a little background about me, I'm a bi crossdresser 22 years old 5'8" 140lbs, newly exploring bottom, very passable crossdresser. And extremely selective.

I tried an online dating site and eventually met a white guy in his 40s well built professional that likes to top. I told him that I was a beginner at being a bottom and that I thought he was really handsome but his cock was just way too big for me to have sex. We became friends and chatted all the time. Until one weekend he got a hotel room and sa... Continue»
Posted by Cutiecdny22 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 6199  |  
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Crossdressers First Time

I was in my mid 40's and divorced and living a great life. I ran my own successful business from home and lived in a large house in its own grounds at least 5 miles from my nearest neighbour.
Whilst I was single I had an active sex life having been lucky enough to know 3 ladies who were unattached and had no need for a long term relationships but were happy to meet up for sex or go away for a break all no strings attached. They all knew of each other and I was aware they saw other men or ladies if they wished.
Debi was 50 a successful lawyer and very dirty. Helen was 60 a retired busin... Continue»
Posted by maninnylons 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 5759  |  
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Emma and Lucy 1

Emma and Lucy
Friday night fun




Ians Journey home home was much more rapid than normal somehow the excitement of his holiday week ahead had put a little extra zip in his step, so by the time he got home they was no sign of his girlfriend lucy which wasn’t out of the ordinary as she normally got home later than he did most nights.

With the house empty he decided to draw himself a bath not something out of the ordinary in fact is what he did every day but his friday baths were special as it marked the first step of his transformation from dull professional weekly Ian to h... Continue»
Posted by _grex_ 2 months ago  |  Categories: Shemales  |  Views: 2339  |  
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Friday the 13th

I had learned, at the tender age of 12, how much I loved sex. My BFF and I, a girl named Ashley, had opened our own babysitting service when we were 14. Only, babysitting wasn't the only service we offered :-)
I had a client that had hired me to perform, in full drag, for a birthday party. We had agreed that I was to perform with 23 men, all married, and that it was to take place on, of all days, Friday the 13th...
Well, the guy that had hired me was celebrating his 50th birthday and had decided that he wanted to film the event. He was a professional videographer and had a business ma... Continue»
Posted by cdsexslut 2 months ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 3705  |  
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Polly and Reno (Lycra fetish)

I met Reno at college. He was an ex-doorman, army sergeant, wrestler and an all round big strapping, sexy fucking hunk with a massive cock!I was out with friends when I was introduced to him. He was a mature student and had seen me before in a dance performance. He joked that it was the first time he'd seen me out without Lycra, as he'd often seen me having a cig outside the studio with the girls and we were always in our skintight lycra unitards! He'd even seen me waiting at the bus stop in my green unitard under a short jacket once when he drove past.
'You could have given me a lift!' I jok... Continue»
Posted by leotardlust 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 594  |  
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Babysitters Secret part 2

Synopsis: This is the second installment of my series "The Babysitter's Secret." I wish to extend my sincere gratitude to all those who wrote to me to share how much they enjoyed the story. Any time I can make one of my readers cum, I know I've done my job. In the previous episode, a husband and father of two young c***dren named Peter began an illicit affair with the teenage babysitter named Jenny Rove - a pretty young woman who Peter discovered was actually a transsexual. As our story begins, Peter is divided by his desire for Jenny and his devotion to his wife, Shawna.

***

Two months ... Continue»
Posted by drew1207 2 months ago  |  Categories: Anal, Shemales, Taboo  |  Views: 4947  |  
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Polly's Skintight House-warming gift

Fucking hell I wanted him my new neighbour, JJ. ! He couldn't get enough of my tight, arse in my skintight blue lycra, stretched tightly across it, giving the dirty fat cunt a shimmery eyeful. We planned this day together knowing his missus was out, knowing that he couldn't wait to shove his fat arse and fat, hard cock into her glossy suntan control top tights for yours truly!

Before I spent the best part of an hour sitting on his nose, as he sniffed through my lycra shorts and tight blue leotard, we'd been having a crafty snog, then I sucked his fat knob, which glistened in the tight glo... Continue»
Posted by leotardlust 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1140  |  
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Back in College with Kelly

Back in my college days, I had a girlfriend named Kelly. She was smart and a lot of fun. We had some classes together and would go to parties with each other as well. I lived in a dorm on campus and she had a 1 bedroom apartment a few blocks off campus. One afternoon, I was hanging out with Kelly and we decided to head into town for dinner and a few drinks. It was about 10pm when we decided to head home. After about 5 minutes of walking, it began to pour. It took about 15 mins to get back to her apartment and we were totally drenched. We stripped off our clothes and showered to get warmed up. ... Continue»
Posted by ahsleymills 2 months ago  |  Categories: Anal, Shemales  |  Views: 2808  |  
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Emma and Lucy 2

Lucy and Emma Part 2
Saturday Special





As Emma stirred from her deep sl**p Lucy took it as an opportunity to roll her naked body within the arms that had softly held her all night, By the time Emma opened her eyes Lucy had managed to completely roll over so that they two were know face to face so that when Emma opened her eyes her vision was filled with the smile that seemed to be a permanent part on Lucy’s softly featured face. To this this sight Emma lightly smiled back and tried to speak but as she did the remnants of last night soon hit her her throat closed parched ... Continue»
Posted by _grex_ 2 months ago  |  Categories: Shemales  |  Views: 2239  |  
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Wedding

I stood there on her porch wearing my best blazer and slacks fresh from the cleaners, real shoes instead of tennies, and a nice long sleeved dress shirt. I even had my hair cut the day before to make sure I looked as groomed as possible. I had never been to a Mexican wedding before so I wasn't sure exactly how to dress, but I wanted to make sure Chanticleer wasn't ashamed of me, and suffer the consequences. I also didn't realize that they had weddings in the evening... I'd never been to an evening wedding. I wore the new watch I'd bought that somehow magically connected with some exact timepie... Continue»
Posted by bigjoekrash 2 months ago  |  Categories: Shemales  |  Views: 2707  |  
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Polly and Len Pt. 1 (Lycra fetish)

BLACK LYCRA SHORTS BLACK TIGHTS AND STOCKING MASK
Len was the regional manager at the place I used to work. I met him during an office party. A few of us from our branch went in fancy dress. I dressed up as an old fashioned crook, stripy top, black tights, black lycra shorts over the top and a skintight black stocking over my face. Len's a strapping figure of a man, about six feet five and well built. None of the staff liked him because he was intimidating and strict. I'd spoken to him a few times when he came to see us at work, from the stories he used to tell I gathered that he had a shady,... Continue»
Posted by leotardlust 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 442  |  
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Polly and Pat (Tights fetish)

I met Pat on a back to work course. He was a strapping guy. He used to be a labourer. Outside during a smoke break it was freezing. I told him as much. I wondered how he coped in cold weather where he used to work.
'Oh me and my work mates wore thick tights under our overalls,' he said
'Really?'
'Well they make your legs warm.'
'I suppose they would. Are you wearing a pair now?' I smiled.
'Haven't got any. Could do with a pair if this weather keeps up.'
'You think, I should get some too.'
'Wouldn't hurt. Better than freezing your bollocks off.'
'Maybe we could get a couple of pairs at ... Continue»
Posted by leotardlust 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1001  |  
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Beginnings: My First time as a crossdresser (PT 1)

( Hi I am repostng because I want to string everything together for continuity ) Everything is connected so you should start at the beginning.) (This is a true story, the conversations in it are only as accurate as my memory can supply, as this happened Thirty years ago)
When I was 17 I was dating a girl from the local college. I lived in a medium sized college town in a western state and it was 1983. It was Halloween weekend and we were both drinking some wine coolers she’d bought, the drinking age was eighteen at the time and she was nineteen, and smoking some pot I had brought over. We had... Continue»
Posted by sbobbi66 2 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 2844  |  
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My First Time Dressed as a Girl (PT 2) (Aftermath)

My First Time Dressed as a Girl,(PT 2) Aftermath
Hi Reposting an account of how I got started XXXdressing so that the first month is properly documented because it was what set my behavior for the next three decades).(The events of this story are true and reflect what happened thirty years ago the first time I went all out and dressed as a female. The conversations in it may not be completely accurate, as this was a long time ago, but are as accurate as my memory of these past events can provide. A quick note for those who are coming upon this account for the first time; please read part one... Continue»
Posted by sbobbi66 2 months ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 1900  |  
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Emma and Lucy 3

Lucy and Emma Part 3
Sunday Sun





It was just after six when the loud buzzing of an alarm clock woke both Lucy and Emma. Lucy limbly reached over to turn it off before rolling within Emma protective arms so that they were facing each other, both still in a state of half sl**p lovingly smiled at each

“Umm morin’ babe, I suppose we should get up then” Lucy groggily moaned.
“Yeah i suppose, We’ll be going it to deep woods i bet.” Emma offered in reply. Lucy pulled herself her free and raised so that she was in a seated position as she answered
“Yup, you know this forest... Continue»
Posted by _grex_ 2 months ago  |  Categories: Shemales  |  Views: 2185  |  
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Emma and Lucy 4

Lucy and Emma part 4
Blue Monday






It was mid morning and Lucy was wrapped in Emma sl**ping embrace when she awoke. Lucy just laid there they trying neither to move or make a sound just laying there enjoying been with the woman she complete and utterly adored, but this moment didn’t last long as even though as Emma began to stir and with a laboured moan said

“Morning”

Lucy didn’t answer for a moment but when she did it was by the way of rolling with in Emma’s arms so that she could give her a long loving kiss before saying

“Let say in today just have a quiet da... Continue»
Posted by _grex_ 2 months ago  |  Categories: Shemales  |  Views: 2048  |  
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Emma and Lucy 5

Lucy and Emma 5
A 5th of November to Remember




The centrepiece fire roared and filled the air with both excitement and and the smell of oak and pine smoke as Lucy and a nervous Emma entered the thronging field.

“It’s fine babe your the prettiest girl here” Lucy softly reassured Emma as she took the nervous woman's hand and tenderly rubbed it, as Emma’s eyes locked on to Lucy’s she f***ed a nervous smile and whispered almost inaudibly

“That’s not true, we should go home.” hearing this Lucy scowled at Emma and sternly said

“Well I know that to you I’m the prettiest,... Continue»
Posted by _grex_ 2 months ago  |  Categories: Shemales  |  Views: 403  |  
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