Shemales Porn Stories
Page 73

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: 778  |  
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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 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2976  |  
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Amy The Tranny Chapter 1

I met Amy at an adult theatre in town.
She was dressed to nines in a mini skirt, tight
halter top, and pumps leading up a pair of fishnet
clad legs. I invited her into a private booth
and once inside, went over her price for some
adult fun. She told me I couldn't fuck her as she
was on her period but I knew something was up and asked
her flat out if she was a tranny. She looked at me wearily and slowly nodded her head. I assured her I was into tranny sex and she relaxed and asked if I was into just a quicky or a longer more relaxing session back at her place. Of course I opted for th... Continue»
Posted by panteeluvr 3 years ago  |  Categories: Hardcore, Shemales  |  Views: 1396  |  
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My friend's new roommate and her surprise

So my friend Rebecca and I were planning on going to this bar for the evening but she called me and said she was running a bit late and that I should wait at her place and that her new roommate Shawna should be there to open the door for me. Rather, than wait in my car I went upstairs to her apartment like she suggested. The door was slightly open so I walked in saying hello; to see if anyone was home. I heard some noise in the kitchen so I walked over to check it out. It was Shawna cooking. She was actually a pretty cute girl. She was wearing a white tee shirt that just about covered her ass ... Continue»
Posted by lovingitman 8 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 7952  |  
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The Intimate Dinner Party

Susan and I were filled with anticipation as we arrived at Victoria’s house. We had been invited to what the written invite referred to as a “Sexy and Intimate Dinner Party”.

Victoria was renowned for her unusual, and always different, dinner and cocktail parties. She certainly did not like doing things the way other people did them. You never knew what to expect, but you always enjoyed them and could say that you’d had a new and exciting experience.

My wife, Susan, was looking incredible. She had a short black skirt that really set-off our beautiful long legs encased in sheer black sto... Continue»
Posted by didi_galtier 2 years ago  |  Categories: Group Sex, Shemales  |  Views: 1807  |  
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Passionate One Night

Passionate One Night

His name was Shawn. He was a cute, very cute, guy that was living in Houston when he was making his way to the small town of Llano, Tx. He was planning to meet f****y so he could go dove hunting. I had posted an ad that night to see if any of these dirty minded straight boys would respond. He responded late at night when it was about two in the a.m. I was a bit skeptical. He had that southern accent, great body, tattoos, seemed a little too good.
"Too Good" turned out to be...real?
After I had given him the address, directions to my apt, I could hear the loud noise fr... Continue»
Posted by GoodDickLoved 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1034  |  
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In Hose and Heels for Daddy

It was shortly after my 14th birthday when I made the decision to seduce my Daddy. I mean, all of my girlfriends were having naked fun with their daddies. I didn't wanna be left out ;-) After all, me and my BFF, Ashley, had been getting naked and having fun with her daddy for 2 whole years now...and with her b*****rs...and with her uncles...and with her cousins...and with her neighbors...and with her...awwww, shit...you get the picture ;-)

It was the morning after my first experience with my Daddy. I was camping out in my back yard and had told some guys to come over for backyard blowjobs.... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 7505  |  
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the man i used to be

It wasn't what she said; it was the way she said it that got him to do everything she commanded. It wasn't that he couldn't overpower her...after all, he was a man of six feet, and she was a woman half a foot shorter and 100 pounds lighter.

It was like a teenaged son having a confrontation with his mother. He could overpower her, but he wouldn't because, well, because she was his mother. Neil could overpower this woman, but he wouldn't because, well, because she was his lover.

She had measured him very carefully about six weeks ago now, chest, waist, hips, not just the circumference meas... Continue»
Posted by pcarter 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 956  |  
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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: 4138  |  
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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 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1858  |  
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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: 1302  |  
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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: 755  |  
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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: 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 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1808  |  
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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: 862  |  
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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: 1783  |  
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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 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 10016  |  
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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: 2779  |  
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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: 529  |  
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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: 2083  |  
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