Shemales Porn Stories
Page 61

Weekend with Kelly, my new lover, part 4

After we got out of the tub and ate dinner I asked her if she
was ready for dessert.


Her eyes sparkled and said "Of course my dear".



I told her I'll meet her in the living room.


She stood as I moved her chair back from the table. I kissed
her lightly on her lips.


Then, leaving the kitchen and going to the master bedroom
to get myself ready. I applied some lube to my favorite dildo
and slid down on it stretching my hole to ready myself for
her. Walking out into the living room and finding her relaxing
on the coach. She didn't hear me come into the room as
I snuck up... Continue»
Posted by Bigrodtaz 10 months ago  |  Categories: Anal, Fetish, Shemales  |  
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About Me

I don't know where to start so I guess I will start where I first felt like I might like men. I was about 14 and walking to store for my grandmother. The neighborhood bully acosted me and when I was walking away he felt my ass. That was it. I don't know why but it felt good. I fought off those feelings for a while. Then when I was older I got an obsession with panties and lingerie. I started sniffing and wearing my s****r's. I fought that off. I went on to get married and then the urge came back. I started wearing and sniffing my wife's panties. I knew she was cheating on me and I would wait u... Continue»
Posted by pantyluver711 2 years ago  |  Categories: Gay Male, Shemales  |  
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Walk his way

Just for the thrill of it all, I moisturized my freshly shaved body, combed out my long hair over my shoulders, and put on a pair of very short cut off denims, cuffed them even shorter, and a Betty Boop T shirt with the neck and sleeves cut out. I looked and felt very much on the fem side. Not really crossdressed, but without a doubt, sissified. I drove down the interstate to the nearest rest area and parked all the way at the end. I carried my little belly bag like a handbag, and walked to the rest rooms with a swish in my step and a grin on my face. Most people did a bit of a double take; a ... Continue»
Posted by dana213 4 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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Becoming Alanna - Part 2

Walking into room number one, she told me kindly to strip nude and climb into the chair. I did as I was told and hopped in to the chair. I fit my feet and legs into the stirrups and she spread them apart exposing my cock balls and asshole. She looked me up and down and smiled "not much work with is there” she laughed looking at my small cock “but also not much to work with in the way of hair". She applied the preheated wax and then the strips to the areas around my cock and my asshole, the area connecting them and lastly my balls. She gently tugged them off and I cried with pain. “Oh shut up s... Continue»
Posted by KristyQuinn 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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a naughty "girl" i was

Once again i had the house to myself, i got online and soon found myself an eager man ready to come plow me. I waited in my black tank and pladd mini skirt, running my hands up and down my thigh highs. Suddenly a knock at the door, i answered the door in a robe. After he came in i relized how big a boy he was. HE was easily 6'6" and round 250bls, i have to admit i was intimidated. I disrobed in front of him and a smile came aross his face. MY naughty little outfit had made a rather large buldge in his pants.
HE took his time with me, caressing my body and grinding ag... Continue»
Posted by witdacandy09 4 years ago  |  Categories: Shemales  |  
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Babysitter - Part 2

From: A K little s****r Alyssia

Babysitter - Part 2

I'm a mess in the mirror, well, I think I look sexy too with my hair all
tussled, a little cum rubbed over my cheeks and chin, and a grin like the
cat that ate the canary. The dress has some wet spots and a few small gobs
of his cum. I wash up as best I can and blot the spots on the dress, I
start thinking, Nicole is going to kill me! I might have ruined her dress
and I just gave her man a blowjob. That could be a problem. I still can't
believe it!. He kissed me and I sucked his dick! But I know I want to do it
again.. Did I real... Continue»
Posted by jayymie 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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My First Meeting - A work of fiction

I had absolutely no idea what to expect as I rang the doorbell of Jane’s house. It was an extended bungalow on the outskirts of Edinburgh and it had taken me 30minutes to drive there, getting more nervous with each passing mile. Jane and I first contacted each other through as online transvestite networking site a couple of months previous. We had got on well, and often chatted in a private chatroom, and exchanged pictures of each other. While I was relatively new to being a tranny, Jane had been doing it for years, going on nights out and meeting people.

Jane answered the door, wearing... Continue»
Posted by misssuzywhyte 1 year ago  |  Categories: First Time, Shemales  |  
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T-Girl Rodeo

Howdy folks, we would like to welcome y'all to the finals for the 10th Annual T-girl Rodeo! Now this here being the tenth anniversary and all we're gonna put on one hellva show for ya! Commentating up here in the announcers box with me is the first ever T-girl Grand Champion, Lorna "Tail Buster" Johnson. Folks let's give the Tail Buster here a great big rodeo welcome! Say howdy to these good folks Lorna!

Howdy, good folks!

Hoo wee, Lorna those folks sure are glad to see you here with me!

I'd say they are! That's about the best applause I've gotten any where I've ever gone Slim!

Now... Continue»
Posted by germanboi4bbc 1 year ago  |  Categories: Fetish, Shemales  |  
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Russian Shemales

(Translated from the Russian)

We lived in small village, no work, nothing to do but smoke all day. Friend Serge and I sitting by road one day, when black sedan, shiny from city stop near us. The man inside wearing a expensive suit, and ask if we want jobs as models.

Serge and I think must be joke. But man introduce himself as talent scout. He speaks Russian but with accent I don't not know where from. He says he is from modeling agency and is looking for new talent to model. Introduces himself as Mr. Aronoff, and asks us to stand and turn around. Looks closely at our faces. Serge... Continue»
Posted by TransContinental 9 months ago  |  Categories: Shemales  |  
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a real cd explains what cd on cd sex is like

alot of "strait" guys love shemale porn.I was one of them.Pre-internet I discovered shemale porn but it was hard to find.I had girlfriends but the sex was never great.like many i was more concerned with cumming to soon than actually enjoying myself.Plus,as a porn watcher my fav was anal.My girlfriends fav...not so much.after 25 years i realized that i was most unhappy when i had a girlfriend.even then I had bought and worn nylons and enjoyed anal dildo play alone.then came the net.and i bought a wig,shoes, and some makeup.I had wanted to be with a cd.I didn't realize i could be an attractive ... Continue»
Posted by tran1001 2 years ago  |  Categories: Shemales  |  
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Fantasy Cums True part 2

This story is written by Tittie-baby for xhamster.com any reprint without permission is strictly prohibited.

FANTASY CUM TRUE part 2

I woke up with Terri still sl**ping in my arms. God this woman was beautiful. She was so surprised that I didn't freak out when I found out she was a shemale. I have been with over a thousand women but Terri was my first shemale. Last night had been special for sure and I wanted to start the day off right too. I knew she would be getting up soon for work so I eased myself down the bed and took her limp cock in my mouth. I licked all around the head and the... Continue»
Posted by tittie-baby 1 year ago  |  Categories: Shemales  |  
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The Cheaters

“God yes,” Lisette moaned as her husband flicked his tongue in and out of her hole. The five-foot-ten-inch brown-skinned beauty grabbed his head with both of her hands and pushed his face deeper into her ass crack. As he made love to her tranny pussy, her body, all one hundred and forty-five pounds of it, squirmed. She wiggled in every direction effectively working the fitted satin sheets off of their California king size bed. Her barely functional clit stiffened. “Fuck me,” she squealed.

Sensing his oral work was finished; Deitrick emerged from her anal cavity and stood on his knees. He ad... Continue»
Posted by faggyboi 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Amazing Birthday

Best birthday ever

Hello every one hopes all u doing great and enjoys my story

We all get d***k on our birthday and enjoy every second and get those feeling next day hangover or sore well I was sore from sex and not a big drinker but had few

Friends took me to movie I was wearing one piece shorts top jumpsuit in white no panties and lace bra in white high heel scandal we were group of tranny and black guys
Always fun. Anyway after movie we get to one of friend home we were drinking guys drinking beer few us girls drinking wine its was getting late 11pm I decided to get home few guy f... Continue»
Posted by shawn777 2 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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My time with Maxine

About 7 years ago I use to chat often on one of the many chat messenger programs. I met a sweet and sexy Filipina named Carol and we became good friends and more. We would have cam sex when the urge would hit us but mostly we just chatted. She met an American in the Philippines and got engaged so that ended our chatting time together. She emailed me after we hadn’t talked in a few months and invited me to her wedding. She lived in Angeles City and from what I had heard it was quite a nice place, a lot of clubs and women.
Her soon to be husband was a lucky guy. Carol was 4’9, very cute wi... Continue»
Posted by crazy4filipinas 10 months ago  |  Categories: Anal, Shemales  |  
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Appointment By Card Only. part one

She had always been so vulnerable, growing up with the other boys it was so obvious she was not like them. Now in their late teens as adulthood announced itself to the others by adorning them with bodily hair and a developing musculature, they laughed at the soft hairless form of the one who was well known to them, but only from an external perspective. The feminine tendencies peaked within her at this time; she found other boys strangely attractive, and something also stirred within the loins of most of those who were acquainted with the soft boy, though none admitted it openly. Now pretty fa... Continue»
Posted by midsummerman 11 months ago  |  Categories: BDSM, Mature, Shemales  |  
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Walk of Shame.

As I woke, I tried to stir, to move, but in all honesty I was as thick headed as a punch d***k boxer; no thought made sense, I did not know where I was, my arms and legs were numb and I could hardly breathe....

I knew where I was. I was sure of it. I had been sent here deliberately... As I licked my dry, cracked lips which were alcohol dry and parched, there were vague memories. I had been sent here. Moaning, I tried to rise but stiff linen bed sheeting was moulded to me, it crackled as I moved making me open my eyes to accept what was around me.

The hotel room was beige, very beige and ... Continue»
Posted by CorneliaO 11 months ago  |  Categories: Shemales  |  
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Teacher was Hot For Me!

Was just starting my senior year of high school, and while everyone knew I was gay, I had only recently told my parents that I felt I was born in the wrong body..so for my eighteenth birthday my mother took me to the doctor and got me new breasts, and started me on hormones...and even though I would dress for drag shows, it was only a special occasion thing, but at this point I started dressing everyday..and school wasn't much fun on most days..lots of heckling and abuse from other k**s and even teachers..I did have one teacher who was cool to me, Ms.Riggs, she was always very sweet to me an... Continue»
Posted by smonkeys32 4 years ago  |  Categories: Anal, BDSM, Shemales  |  
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My sexy filipino tgirl slut


A story about how a sexy crossdressing filipino slut slowly seduced a straight guy..........


Sorry this story is quite long
But true

Well it was about 2 years ago now i was living in london, im 30 yrs old and normal straight guy , love football and sexy girls, love working out and am very muscular. I was looking for a new place to live as i had found a new job in a different area of london, it was quite stressfull i went and saw many properties , flats, houses,u name it i went and checked out so many but either i couldnt afford the rent or i didnt like the place. Anyway i finally d... Continue»
Posted by Daddybeefy 1 year ago  |  Categories: Shemales  |  
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Young Sissy Ch. 01

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.

*

I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a... Continue»
Posted by bi_hengst 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  
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f***ed to be Female

f***ed to be Female

CHAPTER ONE
The last thing I could remember was walking out of the Bank and crossing the road to my car. I had just been to see my bank manager to discuss transferring some money from one of my accounts into a high interest savings account.
I had won quite a bit of money on the Lottery, enough to change my life. I was unaware just how much my life was going to change.
I had just reached my car door when I felt someone bump into me. Then everything went blank...................!
The next thing I remember was being faintly aware of people standing around me and ... Continue»
Posted by klammer 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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