Shemales Porn Stories
Page 120

My highschool girlfriend

I am a good k**, senor in highschool, dark brown hair, long for a guy, and in shape but not super athletic. It was about mid-way throgh our year when I finally started talking to this girl I had been eyeing all year. She was perfect, pretty, funny, always interesting, easy to talk to, laughed at all my jokes, and we had a lot of fun. She had long dark brown hair, eyes I could stare into forever, beautiful body, nice ass and medium sized boobs. I finally asked her out, and she said yes, and for about a month we hung out a ton, making out on the third date about 2 weeks in. A little after our on... Continue»
Posted by suckmedry69 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2760  |  
89%
  |  3

Tgirl fun

Because it was a little cold I went out dressed in a nice pair of tailored jeans, which show of my bum beautifully, black bra, lacy top and a really tarty shimmering jacket. I was wearing a lovely pair of ankle boots and was able to quickly slip out the front door of my house and into my car. It felt wonderful to be dressed up and driving through the rainy streets. People were able to look at me when I stopped at traffic lights but no one seemed to notice anything amiss. I wasn't able to park too close to Mandy's flat so had a longish walk before I got to her front door. I loved the sound of m... Continue»
Posted by TaniaHarvey 3 years ago  |  Categories: Anal, Shemales  |  Views: 1533  |  
80%
  |  4

Anal with Annabelle

It started early on Saturday when I had a nice hot bath and shaved myself nice smooth. I followed that by dressing up and taking some very sexy photos of myself and then emailing them to the Tgirl i was going to have sex with later in the day. I left my holdups and leather and lace leotard on under my street clothes and got a train to London. It felt so nice to feel the tightness of the holdups around my thighs and the leotard chaffing my cock and balls. I arrived at my lover's house in north London and carefully applied my makeup and put on my latex mini dress over my leotard. Annabelle was w... Continue»
Posted by TaniaHarvey 3 years ago  |  Categories: Anal, Shemales  |  Views: 914  |  
90%
  |  3

I am such a slut...........12

I am such a slut...........12



Please read my other blogs to catch up. They are true and part confession, part cathartic. I am a man in the process of becoming a woman and loving it. I welcome your comments....Dani


I was lost with desire, dressed as a slut, a sissy slut. on my knees in a hotel room sharing the cock of a man named David who I had just met minutes earlier, sharing it with a young blonde woman who’s name I still did not know. Sucking his cock and licking his balls. Our tongues touching and sharing sensual kisses, all the while Derek, who’s personal slut I was quic... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 2100  |  
100%
  |  11

The experiment

I'll admit that I was a little bit d***k when she sat down beside me at the hotel bar.

Another business trip, away from home, this was getting to be a drag, and sipping on some bourbon helped a little. The smell of her perfume as she sat down snapped me out of my haze, and I looked at her. She smiled, turned to the bartender and ordered a drink. Looking back at me, she said "Can I freshen your's up too, darling?" I must have looked like an idiot, staring dumbfounded at her. I looked down at my glass, then back to her and said "sure." Her voice was surprisingly deep, but she was pretty. I ... Continue»
Posted by abend 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 2145  |  
88%
  |  5

My first Crossdresser - Part Four

I'd have been happy to make love to her right there in the doorway, but she had other ideas. We kicked off our shoes. She led me into her huge room and sat me down on the couch. She stood over me motionless for a moment, and then slowly began to strip. First her blouse, unbuttoned very slowly to reveal a sheer lacy demi bra. Then her skirt, slipped down her beautiful legs revealing her garter and sheer lacy panties. She stopped there. Her skin was flawless, pale and smooth. Her stomach flat, a dangling jeweled ring accenting her perfect navel. And her panties, while trying their best, were fai... Continue»
Posted by abend 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 601  |  
100%
  |  5

I am such a slut..........11

I am such a slut..........11


Please read my other blogs to catch up. My stories are true. Part confession, part cathartic. I welcome your comments....Dani



I had turned a corner from which there was no going back. Walking down a path to becoming the woman that I desired to be, driven by my lust for men, for their smell, their taste. The feel of their cocks in my mouth.....and in my ass. The desire to be used by them as their slut, their whore, their toy. It was now Saturday evening and Derek had asked me (told me rather) to come to a party that he was having. He gave me the roo... Continue»
Posted by snuggle11 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1285  |  
94%
  |  4

My first Crossdresser - Part Three

Harrah's was crowded, loud, and bright. She walked in front of me, holding my hand and leading us through the maze of people. I didn't mind being led because I could watch her walk, her ass and legs were as sexy as any I've ever seen. We made it through Harrah's, lurched onto the street and into the cool night air. The sidewalk was crowded still, but now we could walk side by side, hand in hand. I could hear giggles and whispered comments as we passed other pedestrians, but I didn't care. We crossed the strip in front of Caesars Palace and made our way to the Bellagio fountains, where she want... Continue»
Posted by abend 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 353  |  
100%
  |  2

My first Crossdresser - Part Two

We finished our drinks and got up from the table. As we walked out of the restaurant I could feel everyone's eye's on me. On us. Uncomfortable to say the least, and I wondered for a moment just how it must feel to her, or to anyone who lives outside the norms that our society dictates. We walked through an open lobby and entered the Sahara casino side by side, but a group of oriental tourists rushed past us and she stepped ahead of me to get around them. As she walked in front of me I once again saw just how sexy she was, and for the time being my discomfort took a back seat to lust. Beautiful... Continue»
Posted by abend 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 419  |  
91%
  |  1

Shopping with my s****r - Part 2

Continued...

We drove along chatting freely, laughing when we saw guys checking out the two hot babes in the car next to them. Jane told me what purchases she planned for me, practically a whole new wardrobe I thought to myself, but hey who am I to complain. Jane pulled up in a quiet corner of the carpark and leant over and kissed me gently on the lips, her tongue probing mine. "Come on Dannii, lets go shop!" she giggles.

I climbed out of the car as ladylike as I possibly could, feeling the fresh air up my skirt and flow over my balls felt amazing, a nervous excitement building in... Continue»
Posted by ukdan78 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 6119  |  
6%
  |  8

Fucking my boss´s shemale secretary

I had found her house when I followed her home. When I knocked at the door she didn´t seem suprised at all. As she turned her back on me and bent over her desk to pick up some papers I zipped up my pants and started rubbing her wonderful ass with my dick.
She said-What are you trying to do? Do oyu want to fuck me hmm?
Under her arousing moaning I took of her clothes and saw that her huge dick was really hard.
I said-Now I will fuck you.
Then I got out the bondage equipment that I had borowed from my boss at her house.It included a:
a ball gag
a one sleeve
a leather blindfold
a huge vib... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  Views: 918  |  
60%
  |  3

Shemale boss fucking

God, I felt like it wasn´t my day.

I had been sent to the boss office one day and I tought that I was gonna gett fired or something like that.
When I came into her office I saw that she was dressed kinda sexy. She was wearing a suit that had a lot of cleavedge. When I got there she said:
-Do you know why I have called you here?
-No. I answered
-I wanted to ask you if you can come to my house tonight and have a litle chat. She said.
-Okay

When I got there I was a bit nervous. I knocked at the door and strangely her sexy secratery opened the door for me and asked me to come in. After ... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  Views: 2549  |  
87%
  |  9

Only a Dream?

First i want to say, that this ist my first try to post a story in english, also my english is not very good, i can use it at everything in IT but i`m insecure writing about emotions.

Only a Dream

i looked up and saw i was somewhere in a cafe but i didn`t know how i get here.

The next look around me show me that i didn`t sit allone, next to me was this beautyful Man i know from the videos i saw the last days again and again.

But only his smile and the remembering of this videos told me that he must be this beatiful Lady in front of me.
He wears a white blouse which was transpare... Continue»
Posted by Cailly 3 years ago  |  Categories: Shemales  |  Views: 220  |  
33%

Crossdress fuck

One day while at university I went to the toilet. There was some one in the next cubicle. I could see a shadow under the partition. It was moving back and fort very fast. Was he wanking? I started to feel horny thinking about it. As a cross-dresser i was wearing a satin night-dress under my clothes. I decided to get brave. I stood on the toilet and looked over the thin wall. Oh god ya, he was masturbating hard. I pleasured my self as I witness something new & exiting. Then I let out an unexpected moan. He quickly turned to his left to find me staring at his dick. I jumped off the toilet, tuck... Continue»
Posted by monkeynuts0 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 2114  |  
97%
  |  17

My first Crossdresser - Part One

When she walked in to the restaurant I knew I was in trouble.

It was the end of three long days at the convention and I was tired. I had come down to the NASCAR Cafe for a sandwich, mainly because it was the only bar in the Sahara that didn't have video poker...I lose a lot of money playing video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she's strutting toward a table.

Convincing she was not, a crossdresser without question. But pretty, really pretty. And the way she walked, shit, I was getting hard just watching her. She wore a tight bla... Continue»
Posted by abend 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1515  |  
96%
  |  6

Weekend with my s****r - part 1

Continued from sunbathing with my s****r.

The week went so slowly, my mind always wandering back to our day together....stroking my cock endlessly replaying each and every kiss, touch and stroke. We stuck to our agreement of not talking about it when anyone else was in the house, not touching or staring was the hardest part, the sexual tension between us was incredible, I can't believe our parents didn't sense anything. We did leave bedroom and bathroom doors open just enough it was safe. Each morning when Jane left for work she'd leave some underwear on her bed for me.....twice it was e... Continue»
Posted by ukdan78 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 5955  |  
94%
  |  5

road trip in INDIA

I am from INDIA and for my indian freinds i have added hindi text and english too............




well as it happened i had to go out of town for some work and since i was travelling alone in my car i carried my bra n panty with me. i had to go to delhi and i got free around 9 pm and i started the drive back to my place abt 3-4 hrs drive on the way ii stopped on the out skirts of Delhi on a dark road and went behind bushes and wore my bra and put soft cloth pads in it then i wore my lace panty and put my jeans back on . on top i wore my t shirt which was now tight coz of the fake boobs( i... Continue»
Posted by hornyboyind 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 736  |  
100%
  |  1

Something in my drink, the captive part 3

read part 1&2 first



So Tara had just let me fuck her..and just as we had started to catch our breath Anna, stormed in yelling "WHAT THE FUCK?" And as I turn around I see Anna standing there with another Tranny..I never caught her name, she was like 6'4 and Mexican..I never heard her speak any english..Anna walks over and slaps me in the face and locks me back in chains, and drags Tara out of the room, I assumed to chew her out.While they were out of the room, this big latin tranny pulled out her cock, and smiled at me..I gulped..this thing was over 11 inches, she walks over and start... Continue»
Posted by smonkeys32 3 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1326  |  
78%
  |  1

Can i help you with that?

Yes being a shemale does present itself with certain unique situations for time to time, none so unique as the other day, in fact, when at the mall, i had to piss so bad, so i went into the ladies room, of course, dressed in a blouse and tight jeans. I found an empty stall, wnt in but had to go so bad, and you know what i mean, you lose track of all else, thus i left the stall door open, well it all worked out for the better! I was standing up and pissing when this hot MILF opens the door, sees my cock in my hand and asks me if i need any help! Help? I knew what she wanted so i asked her in an... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 2588  |  
99%
  |  20

I am such a slut........10

I am such a slut........10


Please read my other blogs to bring you up to date. This is my story as a move forward on my journey. Please join me.

I sat down in the jacuzzi on my back patio with a glass of wine wondering where this all was heading. I was dressed in a pair of black bikini bottoms which I was planning on removing so that eventually I could tease my asspussy with the jets from the tub. I had shaven myself again prior to getting in the hottub. How I loved the feel and look of my smooth skin. I couldnt keep my hands off of me. I looked forward to rubbing on some lotion wh... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1488  |  
100%
  |  6