Shemales Porn Stories
Page 113

Awakened by Candy

It was a Saturday and I was just strolling down the High Street, going nowhere in particular, when I noticed a commotion down a side alley. A largish male was pushing two girls around; they both looked pretty distressed. I grabbed the bloke as he slammed one of the girls into a door, and he went arse-over into the road, got up and took a swing at me. I dodged, and gifted him a right hook; his nose took the brunt and spurted bl**d instantaneously. He thought about coming again, but the bl**d was pouring from his nostrils; he staggered off, thinking better of it.

The two girls were a litt... Continue»
Posted by midsummerman 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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Norman and Anastasia

For the first time in my life, my uncle Norman was not pleased to see me. His s****r, my mother, had not heard from him in a little while and was worried so I had been volunteered to drop in on him and make sure that all was well. So here I am stood on his doorstep and he is peering round the door at me, holding the door open as far as he can to make sure that I can't see in but so that he can see me. He wears an annoyed look on his face. I am disturbing him in some way. It is then that all becomes clear. A voice speaks behind him.
"Who is that Norm?"
He turns his head so that he is speakin... Continue»
Posted by dasilva1672 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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First Encounter With A Ladyboy

A couple weeks ago I met this fine girl walking down the beach. Looked a little asian, but maybe she was one of those latina aztec chicks that just look asian. I go up and talk to her, shes got a really sweet voice, tells me her name is Jazz. I start talking with her about where she lives. Tells me she lives a couple blocks away and she tans all day long next to her pool. I look at her.. and damn shes right, cuz she has a really nice golden tan. I ask her "well why are you at the beach? "Cuz Im tired of tanning and not showing off my body to anyone!" I say, "oh well that definitely makes sense... Continue»
Posted by bnrslyr 3 years ago  |  Categories: Anal, Shemales  |  
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My firs time as a crossdrese

Hi,i am 19 and i have always liked wearing womens clothes.While wearin them i always imagined there was a nice older guy fucking me and cumming on my face. After a while i decided to try my fantasy for real. I got in contact with an older men and we decided to met. He said that he would come for me in a car and that we will go to his house and have a lot of fun. I was so nervous and could hardly wait to meet him. The next day i was waiting for him at a spot where we arranged to meet. He came in his big black suv and opened the door and said to get in. I got in and sat next to him. He had dark... Continue»
Posted by nikoletakurva 5 years ago  |  Categories: First Time, Mature, Shemales  |  
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old tom part 2

part one of this story was how I was introduced to my new dressing friend by an of chance meeting at another friends house who as I am aware at this time does not know of mine or old toms sexual preferances.

As I ventured into the room to my right there was an airer on the left wall a dressing table just past that with various array of make up items, to the right as you go in there was a bed made up with an eiderdown over the top, but on the far away wall was a wardrobe which was the object of my desire I hope.

On opening the wardrobe the items of female atire was fantastic with slips,kn... Continue»
Posted by natasha1975 3 years ago  |  Categories: Gay Male, Shemales  |  
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she had a COCK bigger than mine ..oh my !

this is no B.S ,no fantasy, no make belief, no fairy tale,.. this is a TRUE STORY and an ACTUAL EVENT.

iv always been a very observant k** growing up always trying to find the unseen and overlooked things in life i guess you can say curious....how curious ??:] well...

there was this older lady who il call Ms.Auburn who lived in the neighborhood that everybody knew,especially the men because she was a tall long legged brazilian chick with a pair of double D's that you couldnt possibly overlook and she would always come out on her steps with a short tight satin auburn coloured housecoat a... Continue»
Posted by jerkme 3 years ago  |  Categories: Fetish, First Time, Shemales  |  
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SissyRayG at the Roadside Reststop......


Last year I was traveling by car on business between Saskatoon and Regina, Canada. I was looking for a roadside rest area to use the washroom. I had all my sexy lingerie with me and hadn't had a chance to wear it for days as had been way to busy at work.

I saw the roadside rest area I was looking for and pulled off the road and stopped near the rest rooms. There were four stalls in the men’s and three urinals. It was one of my favourite places to dress and attempt to seduce guys. I got out of my car with my backpack full of satin lingerie and high heels and went into the stall in the... Continue»
Posted by SissyRayG 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Daddy's Girl





Daddy's Girl

The Hitchhiker

It had been snowing all day. A wet, heavy incessant snow that was covering everything including the highway. Combined with a wind-chill factor in the teens, Christopher was almost frozen stiff. He was elated when the huge semi pulled over to pick him up. He climbed up into the cab and smiled thankfully at the driver.

"Thanks a lot mister. I was just about frozen out there."

"No problem, son." The driver smiled at him. "Name's Zeke," the driver said and extended his hand.

Christopher took the offered hand and shook it. His hand seemed to disapp... Continue»
Posted by klammer 6 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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mature crossdresser & 18 year old PART 1

Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels.
A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother her that i was a cd/tv she said nope. Well after couple weeks we became good friends and found out her son was shy and kind of a nerd. One day she came over to me and was little upset over something she found in his room.I said what did you find d**gs or what? She said no,and handed me a note book t... Continue»
Posted by cdpaula 3 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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First time in Bangkok

If you have read my story about the first time I was with a TS girl then you know my experience was limited to just a few times. So about 4 years ago I went to Thailand to visit my buddy who was working there in a high profile job with the Thai government. We stayed in his apartment on the 40th floor of a 5 star hotel in Bangkok, which was pretty nice. I had just turned 39 and was looking forward to my first visit to Thailand and seeing my friend I had not seen in 4 years.

Now, I have travelled very much in Asia: PI, Hong Kong, Tokyo, Singapore, pacific islands, and Hawaii, but not Thai... Continue»
Posted by mahuluvr 4 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Back to the shitty date which ended up not so shit

I straddled Ron, the black hung stallion and impaled myself on that huge cock. I slid the whole length of that massive shaft swallowed that shit up, til I felt it in my lungs. It must have felt good because his eyes got all googly watching me take that black dick all the up inside me! It felt soo deep pulsating inside me!

then WTF? Andre, starts to straddle his face and get rimmed by Ron! I knew these fuckers were fags, and that really fucking turn me on! Not because I'm into gay sex or anything. Just into the possibilities it presents!!!! I start to grab his balls and stroke dre's ... Continue»
Posted by sataori_fukame 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Thailand Part 2

I woke up after the wank session hearing somebody in the apartment making coffee, I got up in my underpants and found my friends wife in her Brazilian type bikini behind the counter making coffee. This bikini did not cover up much and her heavy tits were just covered while her arse and cunt was split by a string. I could see her pussy lips spread by the string and I had the starting of a boner.

After coffee we went down to the pool and managed to get a couple of sun beds by the pool, she asked if I would rub lotion on her back and I worked my way from her shoulders, down her back to her bum... Continue»
Posted by daveaverage 6 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Cum Eating made easy (CEI guide with no acrobatics

This post is dedicated to all of those, like me, that have fantasized about eating their own cum. This kind of fetish is something really, really hot and kinky, and I know that most of you are already excited and in... mmmh tension, I guess. And I also know that most men who indulge in such a fantasy have often chickened out as soon as they experienced their orgasm. All lust gone, all desire of a thick load in their mouth gone. Of course there are already an awful lot of CEI videos out there that have methods to ease the balance between desire and the act itself.

[image]http://ep0.xhcdn.com... Continue»
Posted by sissyAlyna 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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Mel and me in rochester!!

The musical orchestra Mel and i are in had a performance in Rochester ,New York and i needed someone to share a room with at hotel. Mel was the first person who came to mind,and since blowing him last time i thought i would ask him. Mel told me his wife wouldn"t be going and he would love to share a room with me!! Friday morning we had to meet bus in Burlington,Ontario early so when i got up i showered and gave myself an enema so i would be so clean for Mel.My toes were painted bright red and i was shaven clean except for groin region and man-pussy!When i arrived at bus Mel had saved me a seat... Continue»
Posted by bashunia 4 years ago  |  Categories: Fetish, Mature, Shemales  |  
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My First Time With Paul

Paul & I had been chatting on a very popular web site's chat room. He was in Glasgow on business and was one of the rather more fit looking guys who wasn't embarrased to show his face on his profile. I was later to find, his body & manhood were equally as yummy.

We arranged for him to pop round to my comfortable flat in the city centre, confirmed by text & then phone so it was off to get ready for my sexy date.

I showered, got dressed in some nice black lingerie - bra, panties & suspender belt I opened a pack of new sheer black stockings & slid them up each smooth leg, clipped onto the 6... Continue»
Posted by Caz_TGirl 2 years ago  |  Categories: Anal, Shemales  |  
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SISSY DANI PART 2

CHAPTER 2

Some six months after Mistress Jennifer first imposed the "sissy
Dani" persona on me through post-hypnotic suggestion, our lives
had settled into a routine. Most of the week was quite
normal--only Jennifer's insistence that I wear a corset and
baby-dolls to bed indicated the hold she had over me. Naturally,
I complied, since she could always threaten to permanently impose
"sissy Dani" on my mind. Weekends, however, were generally spent
in my transformed bondage. Perhaps a description of one such
period will demonstrate the nature of our relationship.

I arrived home fr... Continue»
Posted by alexwd0 4 years ago  |  Categories: Fetish, Shemales  |  
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Sweet Charity

You may have heard of the phrase sweet charity, well in my case it was certainly sweet to me. I have built up a large part of my CD wardrobe through judicious visits to charity shops wherever I may be in the country. In one of my local charity shops there's an assistant called Wendy who I would judge is in her mid fifties but looking well on it. She's always well turned out in neat blouses, always a just above the knee skirt, never bare legs and 3 to 4 inch heels of various kinds. I must admit that my fairly frequent visits to this particular shop engender a feeling of hornyness on two counts.... Continue»
Posted by MichaelaCD 4 years ago  |  Categories: Shemales  |  
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Late Night BJ

A few nights ago I was feeling horny and desperate for something to wrap my lips around. Flicking through the pages of various sex sites I found out there was a dogging spot close to where I lived, feeling a little nervous I decided to give it a go and see if my luck was in. I went to my 'slut' wardrobe and picked out a cute outfit I hoped would get me some action. I'm a tall slim mid 20's tgirl and get passes made all the time from men in the street and clubs, I have that innocent looking going on quite well! I decided on a short pretty pink flowery skirt, cute little fuck me strappy shoes an... Continue»
Posted by SluttyTgirl 3 years ago  |  Categories: Shemales  |  
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Teen Cross dressers First Man.

This is a true story that happened to me only a few monthe ago.

I just moved to a new town, I was an average 18yo male about 5'8 lean and athletic with a few female relationships before. I started to do a little bit of discreet cross dressing in my house about a year ago and thought about how great it would be to hook up with a shemale. I never thought it would happen of course, I didn't know where that stuff happened and I was always really shy.

One Friday after a grueling 4 hour study session at school one of my classmates, who I didn't know very well, invited me to have a few drinks... Continue»
Posted by ClaireCD 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Impregnated by tentacles

I had just finished a session up at the gym and began walking back to my car. It was dark out and the large car park was empty, nobody could see me. I was wearing just a tight grey leotard. Like this…

My big bulging cock showing clearly up my stomach, small wet patch from a little pre cum, my tits free, no bra, nipples erect from the cold, wobbling as I walked, along with my ass and thighs.

As I got to my car I got in and got myself comfortable, suddenly I was locked in my own car, from under my seat crawled fle... Continue»
Posted by shemalecharlotte 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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