Shemales Porn Stories
Page 61

DADDY and SIR: my craving for older men....


"I would love to be fucked by an older man. my tight little ass needs a cock from an aggressive, top daddy. I love to dress sexy for my daddy and will do most anything to please. Just one condition: you have to cum on my face. I am a slim, 28 year old slut with a tight little ass and an addiction to cum. Please be my daddy tonight."

That was my post on a certain site that got me more than i bargained for.
I had also posted a photo of me in a sexy corset and fish net stockings.
The replies came quick, but the only one willing to meet that night asked if i minded if he brought a friend. I... Continue»
Posted by bttmblw 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2928  |  
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Three's a Crowd

It was 8 pm and the guests were about to show up. My tight little bunghole was not virgin anymore and I felt like walking on clouds. I felt very feminine and quite demure. I had helped Carlos set up the table with snacks and put sodas and beers in the fridge. I looked in the hallway mirror and everything was still in place.
"You look adorable sweet cheeks", Carlos murmured in my ear and squeezed my ass. He went to answer the door as his guests arrived. A short plump blonde boy went past Carlos and to the guest bathroom to change. As he went past me, the guy winked at me. I could not imagi... Continue»
Posted by latinCharm 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1862  |  
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I am such a slut.......18

"Hi Derek. I was just thinking about you. I haven't heard from you for a teeny bit" I replied. It was so nice to hear his voice on the phone and the sound of it caused me to stir within. Something about him, about what he did to me, about what he made me do, just had me.....and I think that he knew that.

"Baby, I have a favor to ask. It would mean the world to me if you would do it. And I would be there with you, okay?" he said, and my mind raced at what the favor might be. "I have this client and his wife....and they have a friend or two. I told them about you and showed them some of our ... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 1303  |  
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I talk with my newest Slave

Now it was only virtual, but soon, I will fuck that slut in real!


Lady_Mandy
I want that you call me Mistress, do you understand that, slave? You will do what I say and you will satisfy your Mistress.
So you would like to such my cock, yes? Filthy bitch! I thought that you are a cocksucker! Mhh, suck my cock, pleasure your Mistress!
Don't touch your dirty cock! Suck your fingers like you would suck my dick, you filthy whore!

Slave
Yes Mistress, I want to suck you hard cock!
Oh, I wish my finger would be your hard dick! I want to taste you.

Lady_Mandy
Bitch! I would fuck your f... Continue»
Posted by Lady_Mandy 2 years ago  |  Categories: BDSM, Masturbation, Shemales  |  Views: 753  |  
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Stephons first run in with Sora

I'm a young, attractive, slender, african american young man. I'm on my grind everyday. I like to drink, sl**p, and fuck. I find that I can make any woman laugh until it is about that time to fuck. This is just one incident that proves this stament.

Alright so I'm in one of my classes doing my regular, being a class clown, and funny as hell. all of a sudden the most amazing looking female walks through the doors of our lecture hall and im like... Fuck, its time to calm down because if i want to sl**p with this female anytime this century I'm going to have to show that I'm a catch, and not ... Continue»
Posted by cooler34 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 774  |  
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Job Opportunity

So. A bit about me. I'm 5'4", 139 lbs, long brown hair and deep brown eyes. 5.5 cock, cute 'bubblebutt'. I had been looking for a job for a long while with no luck, and REALLY needed the money bad. I finally got a call from the female owner of a coffee shop I had applied to. I had actually filled out one of the old fashioned applications. As in paper, not online. I had handed it to this owner and she just smiled and said nothing. I felt kind of weird about that smile then, but said nothing and just smiled back.

The owner was a VERY cute voluptuous redhead at coffee shop who was to 'show me ... Continue»
Posted by rockywhoreor 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1807  |  
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#3 - Nikki in the Woods

About four days had past since my last fuck when I heard from the same guy again. I bumped into him at some local shops and we got talking and I could tell by the bulge growing in his jeans that my presence was having an effect on him. He hinted that he could go a quickie and luckily I had what I needed in my bag. I asked where we could go and he said he would drive me to a spot he knows is always quiet. I agreed and we went to his car and he drove me to the carpark at a local park. He said that if we walk a bit into the woods he has a spot he used to take an ex gf and its normally very quiet.... Continue»
Posted by Nikki_93 2 years ago  |  Categories: Anal, Shemales  |  Views: 1784  |  
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lesbian adventure

I had worked a day shift - I got off at about 5 and wanted to go do something. My two buddies, Niles and Will, were there and they asked me if I had ever been to this little bar in the same strip mall as the club I worked in. I hadn't. It looked dingy and dark from the outside, and since I didn't drink, there hadn't been much to tempt me in I thought. They told me I should check it out.

So we go into this place - it didn't even have a doorman! - and my eyes have to readjust to the dark. There's a stage, but no one is dancing. They order drinks - and a club soda for me - and tell me to relax... Continue»
Posted by leadpencil21 2 years ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  Views: 758  |  
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My First Cock

I always knew I really was meant to be a girl. For a while I thought I was simply gay, but I loved wearing thongs and bras. I loved masturbating while pretending my asshole was a vagina. I never made it a secret. I'm very flamboyant and girly. I still managed to have lots of friends in high school. Several of them knew I wished I was a girl.

One night I was very upset about God knows what. I was crying with a good friend of mine at his house. He was straight and had a girlfriend (another good friend of mine). I began venting to him about wanting to dress like a girl and be treate... Continue»
Posted by hotchickinchitown 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4137  |  
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Another time Another Place Finale

A NIGHT OUT

A taxi was waiting outside. I was ushered by Richard towards the rear door and he hissed, “Don’t forget you are a girl now Charlotte and you should have been taught how to get into a taxi” In a haze of nervousness I did as I had been told. I tried to follow Renata’s instructions but it was not so easy with a real car. Richard got in the other side and issued some instructions to the driver about the centre of Roma.

He sat close to me and was holding my hand down close to my left leg with my other hand I tried to pull my dress down but still there was a huge expanse of silk... Continue»
Posted by charlottekerscot 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 526  |  
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Willows transformation 1


Fern and I had been married for three years. Our sex life had become bland, routine, and, frankly, I preferred masturbation to the work it took to cum by intercourse. I was pretty sure that Fern felt that way, too. You see, my cock is, at best, 5 inches. My touch, or my tongue, on her clit seemed to be much better received than my cock inside her.

I've always been a cross dresser. I can remember being in first grade and wearing my older s****r's clothes and pretending I was on a date with a boy. Before we married I told Fern about this. She treated it as something that would go away once ... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2078  |  
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How I Became Vanessa Chapter 1

PART I:

I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husband moved to our place with a beautiful daughter named Elena who was only 18. I was a handsome 22 year old blond boy, quite feminine in my features and certainly very shy with girls because of this very reason. My girlfriend, July, was actually my first one, and she did the first step towards me. I was not rea... Continue»
Posted by slutyvanessa 1 year ago  |  Categories: Shemales  |  Views: 1854  |  
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Gay Roommate crossdress

I have been cross-dressing since I was 7, always been a bit in the closet about my homosexuality and cross-dressing but I have always loved it and kept it close.

I had one roommate when I was living in Boston his name was James. he was a pretty good looking guy who seemed to always be doing well with the ladies and I always secretly watched him as he paraded around the apartment in his underwear always hoping one day he'd notice m little did I know he already had.

it was a typical Saturday morning I had gotten up and said hi to James on my way out for a jog, went out the door and st... Continue»
Posted by alex_boycd 4 years ago  |  Categories: Gay Male, Shemales  |  Views: 2743  |  
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Old trannie gets a boys virginity

Oh dear I’ve been a bad, bad old trannie. I let a teenage boy seduce me.

I normally only go with guys over 30 at least. But this teenager contacted me on a dating site. I gave him the normal “Thanks but I’m in my 40’s you’re a bit on the young side for me” reply. However he kept contacting me on the site. He was very curious and quite sweet. I chatted with him online and he said that he would really love to meet me.

I told him if he wanted to meet me that he could find me at my local sex club. He said he couldn’t go there. After a deep thought I said it would be O.K to come round on the... Continue»
Posted by toniparr 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4456  |  
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cross dressed cocks

I was looking forward to the fun I could have in my own place. I spent some time on the male chat line looking for someone to play with. he to liked to dress but like me was not at all passable . when he showed up at my place he hade on black thigh highs open toe heels and a corset ,he was taller then me and of average build . it was the bulge in his panties i was interested in. I was dressed in pink thigh highs red strappy heels pink panties and a light purple chemise with a pink bra under it.

we sat on the couch watching some porn he took out his semi erect cock and told me he wanted to s... Continue»
Posted by amitokinki 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1555  |  
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Caught by Neighbor

Caught by Neighbor


- 1 -

It was a beautiful warm day, and I had it to myself. My wife Sam was interstate on business for the week, and not due back for another five days. For me that meant housework to be done, but plenty of time to enjoy my own space, and entertain one particular hobby. I smiled to myself, and not for the first time, I stopped in front of a mirror and pulled my tracksuit pants down, admiring the bright pink, silky panties that I'd been walking around in all day.

I'd been cross-dressing for many years before I met Sam, but it really wasn't her thing. So I tended to ... Continue»
Posted by Femluver 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 9446  |  
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Part 7 my new lingerie

As rose walked me into the front of the store I was another girl standing behind the front desk. See saw us and looked at me. Rose than told me that she also worked at the store and that it was ok. We walked over the the desk and the other said "what do we have here rose ? A little play toy for you." I wanted to hide but rose would not let go of my hand.Rose told her that my uncle left me there to get my glirly clothes. The other girl said her name was Mary and asked me mine. I told her my name jay and she said "no what's your girl name?" I said that I did not have one. Rose said that I needed... Continue»
Posted by suecd58 2 years ago  |  Categories: Interracial Sex, Shemales  |  Views: 757  |  
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Adult Bookstore Dancer

Adult Bookstore Fun
At one time there were eight adult books in my city now there is only one. Makes me very sad as I loved dressing up like a twenty-five cent whore and visiting them on the weekends. I think I enjoy all the humiliating comments and condescending looks the customers would make about me in the front as much as I did sucking off cum filled cocks in the mini booths in the back.
One of stores had girls working in the front that would give you a privet dance, for a fee, in one of the many privet room available. I meant Ida there. I was in drab and looking at the BDSM magazine... Continue»
Posted by littleoralvee 2 years ago  |  Categories: Shemales  |  Views: 868  |  
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First Time By Transsexual

When I was 21, I spent a summer in a southern city doing a service project. I was engaged to a girl and excited about marriage, but I was also extremely curious about the male body. I was one of those k**s that masturbated constantly, and almost always about sex with a man or a transsexual. The summer before my senior year, I was down in this southern city living completely on my own for the first time. Since I was doing a service project, I only got one night a week off. I wasn't sure what to do with that night since I didn't know anyone, so I decided to get d***k. Several times, I just went ... Continue»
Posted by kbking64 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1555  |  
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olderman and mature crossdresser part 2

We left the park and drove to his house which was very nice.I knew he was wealth when he picked up due to his car was new jag. He fixed me drink and we sat on his couch and kissed and made out an heavy petting.He kissed my neck driveing me nuts as he did I rubbed his cock thru his pants which was hard.He asked me if he had gone to far I said to him if you did I would have stopped him.
I asked him how far did he want to go and he said it was up to me.I looked at him an gave him kiss an asked him were his bathroom was he told me so I stood up leaned down and whisper in his ear that I hoped h... Continue»
Posted by cdpaula 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 857  |  
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