Shemales Porn Stories
Page 79

Working late

This story follows on from my last story “On the Road”

Working Late.

Dannielle had been woken by a call from Paul asking her to come into work early as they had some figures to go over. She knew what that meant, a quick fuck before work. As she was getting ready she remembered what those builders had said yesterday, the photos they had taken and the note they had left. “Wonder if they where actually going to come to her work and find her if she did’t get in touch” she thought as she got ready. It wouldn’t be that bad, she had fun with them and she loved Johns cock. “Bet they where just p... Continue»
Posted by danni1 4 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1184  |  
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My first TS (Part 1)

I know most of these stories are often full of cliches and often I debate how true they actually are. So now that I have experienced one for myself, I thought I would give this a shot.

So, after spending the last few months planning and searching for ways to put my ultimate fantasy to the test: to meet and f*** a TS/ crossdresser, last week the dream finally became a reality. The person in question was a tall, pale TS called Chantelle and whilst she lived down in London, it was a trip I had to make. HAving shared pics and steamy chats, the time had finally come to meet up and act out what w... Continue»
Posted by geoff_lovemachine 3 years ago  |  Categories: Shemales  |  Views: 1183  |  
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My First TV Cottaging Fun

My first time (And this is Genuine, I assure you)

I dressed under my normal clothes and took a rucksack with other bit's & pieces in and went to a nearby "Cottage" that had 2 Glory Holes, when I got there, it was empty, so I went in the middle cubicle, finished dressing: Stockings & Suspenders, High Heeled Lace up PVC Boots, PVC Basque etc.

I didn't have to wait long, the cubicle's then got occupied either side, through the peep holes in the door, I could see at least 2 other guys at the urinals.

Then I saw fingers appearing at the hole to my left, I looked through the hole on my rig... Continue»
Posted by uktvmaid 1 year ago  |  Categories: Group Sex, Mature, Shemales  |  Views: 1186  |  
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A good friend

I have a friend whos name is Novak.We have known each other since we were little k**s.We have always done everything together and have no secrets.But he didnt know that i liked to wear womens clothes.He has blue eyes,is very handsome and is very developed and he also plays football.Since we were really good friends i saw his dick several times and it was nice and big. Sometimes i dreamed i sucked it and that he came on my face.
One day we came to my place after a night out in town and he was d***k,so i decided to try to seduce him. He sat on the sofa in the leaving room while i was changing i... Continue»
Posted by nikoletakurva 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1182  |  
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Night out

My wife knew that I liked to dress and would often help me. Usually it just consisted of dressing up and watching TV or maybe having hot sex. Once she had me dress and took me for a drive to the park where she made me walk around and pose for pictures. She’d also take me to the local thrift stores where we’d buy new things for Michelle. In bed we’d often talk about me dressing up and going someplace in public like a club or show. It seemed to make us both hot and the sex we had afterwards was fantastic.
One weekend we had to go to Providence for a friends wedding. My wife told me she w... Continue»
Posted by MichelleSEmass 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1183  |  
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A Walk after a Busted Date part 2 OR My First Day

A Walk after a Busted Date part 2 OR My First Day as a Hooker part 2

Toot-toot!

Crap that scared me! I wasn't expecting anyone to try to pick me up again. I thought it would have been a fluke. A one-off earlier with the k** and the handjob. Really?

Again? I can't say that I'm not flattered. I was, really. Gathering my nerves before turning to see who my next suitor was, I slowly turned without my legs shaking so much this time. Whomever was in the car, they would see me as fairly confident hooker walking the street.

Leaning on the passenger door of the Lincoln gave me a vie... Continue»
Posted by LeslieStone 1 year ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 1178  |  
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Fantasy fuck

Sitting in the toilet cubicle I have been horny all day my cock is semi hard and I run my finger over the eye as pre cum oozes from the slit, I taste it's salty flavour as I strain the p*o out mmm wish there was something going in rather than out! There is activity in the next stall and I see some flesh through the gloryhole as someone sits down, with my cock stiffer than ever and my heart beating I look through to see a beautiful tranny pull her satin panties down and strOke her cock her fingers wiggle at the hole as a invitation, so I go for it and place my erectiOn through the hole , wow ho... Continue»
Posted by kawa696969 2 years ago  |  Categories: Anal, Shemales  |  Views: 1175  |  
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Playtime Stories Ch 5 - Best Leather Sales Lady Ev

5.

Shopping is not one of my favorite things to do. I still want to get there, find the items, buy them, and leave for home or wherever and use the items. However, I am female enough that I always want to have instant gratification and see how the item really looks on me.
A couple of years ago I had just begun to buy good quality “stuff” for my little whore-adventures. I was always awkward doing this because it is kind of embarrassing to buy erotic women’s clothing as a guy when it is plainly obvious that it’s your size. I also noticed that sales people are usually aware of my tr... Continue»
Posted by 6988slutty_rbckyy 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1178  |  
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unnecessary roughness

Some years back, I was on an overnight business trip. I would often crossdress in my motel room to entertain myself and practice looking sexy. I could pass as a real woman from a distance but not so much up close. I'd been strutting around in a short a****l print dress and platform heels, admiring myself in the mirror and occasionally walking around outside my room in the motel parking lot. There was a convenience store/gas station next to the motel, and I kept walking over toward it, daring to be seen by people filling their tanks, etc. Late that night I decided that I just had to go over to ... Continue»
Posted by dana213 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1174  |  
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#2 - Nikki Gets Satisfied

It was about a week later and I had heard very little from the guy I had met up with. I thought he wasnt interested and was actually thinking about deleting him from my phone when he txt one morning to tell me he was going to be free during that day if I was free and that this time he had condoms. I took a while to think about it and told him he could come over to mine and we could have fun from where we left off last time. He seemed very pleased by this and requested what he wanted me to wear if I had it so I teased a little and told him that he will find out when he gets here to what im wear... Continue»
Posted by Nikki_93 2 years ago  |  Categories: Anal, Shemales  |  Views: 1174  |  
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Joe, Chrissie and, Paula

) I don’t know why I need to get all dressed up, it’s you he’s coming to see.
I know, but I like to see you looking sexy and I’m sure Joe appreciates having a sexy woman watching.
Anyway, you finish off and I’ll make sure dinner is OK.
It would be the second time Paula had met Joe, the first time she was only there to take photos, not taking any part in proceedings.

How does that look Paula?
Yes, you look good, very tarty though, I can see your stocking tops
I know, but he likes me like this. Oh,Oh, that’s him now. Will you go?

Paula lets Joe in, greets him with a kiss and when he ... Continue»
Posted by chrissie28 6 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1174  |  
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Scenario from vegas777

We are sitting on bed, on a sofa or the floor.
You wear sexy Lingerie, a corsage and sockings ad a panty.
Maybe at first we would give us tongue kissess
while we caress and explore each others body with our hands,
i would touch your tits and pleasure your nipples with my mouth,
then touching your belly go with my hand down you sexy legs and up again on
your back side grapping your round butt and knead him, while your hand also
go over my body you lick my nipples and your hand works the direction
to my dick, you touch it softly throug my boxers, which you slowly pull down.

Now my hal... Continue»
Posted by msxxx321 2 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1174  |  
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Rendezvous with Cheryl

Pulling up to the motel my cock was already rock hard just thinking about Cheryl. It had been a few months since my last trip to Baltimore and I so wanted her. We had met on craigslist about a year ago and rendezvous a few times. Now it is kind of a regular thing whenever I am traveling through. Cheryl always grabs a room at this seedy super 8 and then text me the room number. Cheryl looked so sexy today she had dark brown shoulder length hair that curled at the end, nicely lined eyebrows, long and dark eyelashes, her cute cheeks glowed matching her light pink lips. Two long earrings dangled f... Continue»
Posted by iheartm2f 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1172  |  
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The Lion, The Bitch, and the fucking Wardrobe.

I guess I have always been a sissy. I started crossdressing at a young age and it gave me such a wonderful feeling that I struggle to form the correct words to describe the way it makes me feel. It just felt right, and ohh so sexy! Like I said, I have always been sort of a sissy, and my father couldn't have been less plesed. I think he had his suspicions that I might be, uhhh... different before he found my lingerie and stilleto shoes, but once he knew for sure thats the first time he hit me. He made me promise, at pain of... pain, that I would never do any of "that faggot shit" again.
... Continue»
Posted by redk1 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1168  |  
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The Making of A Sissy-Part Two

As Bella blossomed physically, Jane ensured the girls took control of her; she was made to know her place amongst females and was still subjected to their choosing her outfits. Bella was habitually made to pose before a full length mirror as Jane and the girls scrutinised her feminine shape; the girls were especially pleased on those occasions when Bella was held naked before the mirror as they stroked and admired her sweet white thighs and bottom, cupped her deliciously formed breasts; the smiling girls actions making Bella’s sissy hairless cock rise with excitement. This gave Tara licence ... Continue»
Posted by midsummerman 2 years ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 1171  |  
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Michelle's Big Surprise Part 2 (repost)

Michelle's Big Surprise part 2

We then laid back down and he put his arms around me and we both went back to sl**p. Here is what happens next in my dream it continues from when I get back home from the taxi. When I got home Mark was already asl**p so I crawled in the bed quickly and quietly after I stripped off my dress and removed my bra. I awoke to my cellphone ringing it was Claudia. ”Hola lovely Michelle it's Claudia I really enjoyed making love to you last night. I talked to my two girlfriends and they too wanna make love to you. I told them how gorgeous yo... Continue»
Posted by dirtylatina4u 5 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1168  |  
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She wanted to Watch!

Everyone knows I'm bi and a Transvestite. I don't dress as much as I wish but I do go out two or three times a week. When I'm not dressed up I tend to hang at a straight redneck bar thats about two blocks from my house. They all know both mark and Kristy there and most are nice to me and respect me because of the respect I give to them.

Well yesterday I was in after work for a couple beers and Cindy the bartender and Lisa wanted me to do some drinks with them. Orange Crushes, wow I didn't want to get d***k cause I had plans for Kristy to go out clubbing. But after encou... Continue»
Posted by kristygurl 4 years ago  |  Categories: Shemales  |  Views: 1168  |  
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Morning Routine at the Mansion of My Misstress


My eyes open with the gentle humming of my small alarm clock. I quickly shut it off so as not to disturb anyone else in the room. Its 4:30am, well before light creeps into the day and the room is now pitch black. Very quietly I rise up on my hands and knees and crawl off of the small doggy bed on the floor next to the big bed. It‘s embroidered with my name “Heather” in pink because it’s my bed and I’m the pet of my Mistress.

I’m silent when I move because I have done this so many times before. On all fours I make my way to the master bathroom and gently close the door behind me. I then st... Continue»
Posted by heatherlingerie 3 years ago  |  Categories: Fetish, Shemales  |  Views: 1164  |  
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A Sissy Slave for a Transvestite...continuation

Gwen took hold of my head and guided her penis to my lips and pressed her pre-cum oozing head against them. Gwen said tenderly, almost panting '...come now open those lips and let me in, we both are going to enjoy this...' Helpless and at her mercy, I opened my lips and allowed Gwen to slide her monstrous penile head and shaft into my oral cavity. Gwendolyn slid her penis into my mouth, her legs started to trembled as she gasp and took short quick breaths. She pulled her penis back slowly till only the head was still behind my teeth.

Gwendolyn gasp saying '...oh baby, yes that's just what... Continue»
Posted by d4david 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1163  |  
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A Different Kind of Woman pt2

My hands were at one and eleven o'clock tied to the bed, the beautiful creature that I was so infatuated with turned out to be a shemale and I was at her/his mercy. Tiffany was working her/his penis up my butt with precision all the while stroking my penis keeping me rigid hard. Each time I thought I was about to shoot Tiffany would stop long enough for me to calm down.
Tiffany had called some body named 'Joliet' and told her(?) to bring 'Bambi' with her(?). Tiffany was having her/his self a fantasy come true pumping her/his penis deep into my butt, all I could do was grunt and groan with... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1163  |  
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