Shemales Porn Stories
Page 59

A night with Rebecca

My heart was beating fast as Rebecca answered the door and invited me in. After months of swapping photos and chatting the moment had arrived. I was floored by how much more sexier she was than the photos we had been exchanging. My cock instantly became enraged as I stared at her. Rebecca had the cutest cheeks and eyes and she new how to do her makeup to accentuate her beauty. She wore a nice shoulder length brown wig. She had on a nice layer of foundation, her eyebrows painted dark. Eye lashes thick and full with eyeliner and sexy eye shadow under and around her eyes. Her full lips painted ... Continue»
Posted by Zeffer1 2 years ago  |  Categories: Shemales  |  Views: 1493  |  
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Preparing For a Special Date

Preparing For a Special Date



I have a date to night with a girl called Lucy just like myself another Transvestite who I met on the net over a month ago. She is a little smaller than me with nice little breasts, nice little clitty and brown hair like mine but shorter, she is a little younger and good looking and we get on so well. We have met five times now dressed, mainly in the back of her car and have tasted each other on every occasion, I have put my fingers inside of her and she has done the same to me but ... Continue»
Posted by alanyagirl 2 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 1494  |  
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"DP by two BBC Transsexuals"

I met Layla through a local phoenix dating ad,we first called each other a few times trying to get to know each other,Layla was a beautiful black transsexual,her picture on her ad caught my attention,her beauty and the thought that she was a tranny really had me wanting her so bad,I told her about my fantasy of being fucked by a tranny,I had this fantasy for years,she then said she would love to make my fantasy become a reality,she asked me if I ever been fucked before I said no but I have fingered my ass before,then she said bet you`re tight can you handle 10 1/2" of she-meat,I said idk but ... Continue»
Posted by beaverchaser 10 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1492  |  
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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: 1493  |  
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The first night

We finally meet in a bar after exchanging messages. Admittedly I’ve been turned on by the thought of where the night could lead but you can tell I’m slightly nervous. As we enjoy our first drinks together we chat about nothing in particular but I notice a cute smile you have as we talk.

You can see that I’m becoming more comfortable and open with you so you decide to ask

‘hunni, what do think will happen tonight?’

I lean in close and whisper

‘I want you to be my first’ before kissing you softly on your lips.

We start to kiss passionately and then decide to leave the bar.

As ... Continue»
Posted by kinkymister 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1491  |  
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Old Black Carl (part 3)

Old Black Carl (Part 3)
After the long night, we slept in late, the next day. Carl made me suck his cock again, and of course, I enjoyed it. He said he had some things to do and that he would drive me home, so that I could rest, and that he would be picking me up again that evening. He drove me home with his arm around me, and of course, he had me play with his big cock while he drove. He dropped me off in front of my parent’s house, and told me to be ready about 6. I nodded, and walked into the house. I knew I probably smelled like cum and sweat, so I went directly to my room. I thought abou... Continue»
Posted by cocksucker4bbc 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1491  |  
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Sissy gets creamed in Chicago

I spent last weekend with Marla in Chicago so she could catch up with some old friends. When we got there Friday night and Michael opened the door to his apartment, I could feel my cock start to get thick and harden up just looking at his handsom face and tall slender body. Once inside he offered to fix us some drinks while we made ourselfs at home. Marla and Michael were getting caught up since the last time they were together and every now and then I caught Michael trying to sneak a peek up my skirt, so I'd flash him a little peek now and then, which got my cock real hard and leaking out ... Continue»
Posted by slipn2panties 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1490  |  
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womanly experience 4 - first fully naked punishmen

In high school I wore schoolgirl and similar skirts every single day. On my legs I always had either tights, knee- or thigh-high socks, or nothing (when it was hot). I almost never were thongs to school because I couldn't risk for someone to find out that I'm on hormone therapy.

My father was buying me all the clothes so I had to be careful with them because he needed the slightest excuse to punish me. The boys were going crazy for me but I never allowed them to touch me. On the last year of high school I did allow some breast touching but that was all. One day one of the buys couldn't bear... Continue»
Posted by p1llow 4 years ago  |  Categories: BDSM, Masturbation, Shemales  |  Views: 1486  |  
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Am i Bisexual?

Lately i have been somewhat confused and hornier than ever for the past couple years. I have sex with my gf almost daily now, so its not an issue of not being laid. But lately i begain a penis attraction and i will explain.....

I enjoy looking at guys cocks and sometimes fantasize about fucking them in the ass or them fucking me. However, i dont really feel attracted to a man himself....just his cock and ass.

I love shemales, i have since i was a teen. The idea of a chick with a dick turns me on more than anything.

I love anal sex and my gf somtimes uses a strap on dildo on me during... Continue»
Posted by firm7monster 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1486  |  
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SHEMALE SEX IS THE BEST

I had been in sex with gays for 1 year, but had always been intrigued by those hot looking chicks who packed more than a pussy between their legs. I had no idea where to find one in Kanpur

I was definitely bi-sexual, still seeing whores, and still going to gloryholes for my cocksucking needs. I was a dream come true for me, I found a beautiful girl to have some really hot sex with.

For a total slut like her, it was like dying and going to heaven. On my way into the street one afternoon, I saw a beautiful girl standing at road side. I found myself alone at the road surrounded by a bevy of... Continue»
Posted by fukkerguy 12 months ago  |  Categories: Shemales  |  Views: 1486  |  
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Ass Training Fun!

Some year ago I was doing a lot of cross-dressing, I had all the gear. I slowly collected everything - buying it all over the internet. I had some lovely dresses, glorious underwear, stockings, wigs, shoes and a big pile of make-up. I was feeling like such a girl and the yearning for cock was getting very strong. I was so hungry for it, wanting to suck a nice big meaty cock, but most of all wanting to fuck one - yeah well up for it. The idea of being shafted by a nice big joyous cock was so strong for me.

With this in mind, I bought a dildo with the intention of training my ass. My thoughts... Continue»
Posted by shetrannylover 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1483  |  
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Cum drenched afternoon

I was anticipating Marla's return from her work related trip out of town for a week. She was due to arrive around four in the afternoon. I wanted to make sure I was ready, so I spent the day preparing myself. I took a long hot bubble bath and made sure I was completely shaved. I sprayed on body spray and applied my make up and fixed my hair. Next I picked out my outfit, tonight would be my catholic school girl uniform. It starts with my white satin crochless panties with rows of little pink ruffles on the back. Marla always likes it when we have our love sessions in panties, and the cro... Continue»
Posted by slipn2panties 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1481  |  
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Emo twink get 20 yrs hard time

So, here it is. The next 20 years of my life in California Institution for Men Correctional Facility, aka Chino State Pen. I had no idea what was to come, never the faintest idea. Personally I thought I would get killed within a week's time.

You see, I'm not really inmate material. I eventually did become one but not as you would think like into one big bulky muscled tattooed thug. Instead, when I first walked into prison I was a 19 year old, 5' 1", 130 lbs, fair skinned curly red haired Emo twink.

Now, what is a nice cute androgynous lace and fishnet wearing bi-sexual white boy Emo twin... Continue»
Posted by pat4tights 2 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 1480  |  
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Natalie strikes again!

I was out running some errands on this sunny Southern California Saturday afternoon when Natalie called me. It was great to hear from her since I hadn’t seen her in a few weeks. She asked if I was busy this weekend and even though I had plans, I told her that I was free. I’d basically drop anything I was doing if it meant spending time with her.

If you haven’t read an of my other stories, Natalie was my carpool buddy, then my lover, and now we’re just in kind of a friends with benefits situation. I still say she’s my perfect lover but there’s no way it was going to become a fu... Continue»
Posted by ocmike 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1479  |  
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teach me to love cock

I woke up from my soft bed and started watching tv then the door bell rang and it was the mail women she was black and she had big lips big huge tits a big nice round ass and a thin body she want to welcome me to the naberhood she also had sexy long green and red hairshe gave me her number and said i was cute and would like to hang out some time i said ok mybe we can play some video games at my house later when she got of work she said that would be niceso it got late and then i was dark out then the door bell rang and i whent to it and there she was she was wereing tripp pants and a hot tight... Continue»
Posted by gothicrockersexslave 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1478  |  
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Cheri

My name is Cheri, I live my life in lace and satin. I have always loved the way those materials feel against my soft skin. I have shoulder length red hair and bright green eyes. My friends used to call me Charles but about 12 years ago i had this epiphany that i felt out of place as a man and one night while I was out at a club with some friends, I realized that being a woman felt... I don't know, right,
to me I guess. It's been a long road but I'm so much happier now.

The first time anyone ever found out I had a dick after that was about 10 years ago. I went to a new doctor for some ant... Continue»
Posted by LadyShi 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1474  |  
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My life at home.

This is a purely fictional story, and in no way reflects real events.


My name is Greg, I am 47, 5'11", 225lbs, and a widower. My wife died shortly after c***d birth. She was on her way to the store, when a stolen truck, driven by a man wanted by the police. She left me to raise our son, terry. for the last 16 years, I have been mother, and father to him, watching him grow from a little boy, to a young man.

Terry was never into sports, just accademics, and these he excelled at. He was never muscular, kind of thin, graceful. I work as a product designer for a multi-national com... Continue»
Posted by chefjohn2112 7 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 1481  |  
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my new flat (part 2)

After putting the phone down i started to panic a little , i had just accepted a date from a guy who i had just met a couple of hours before, and whats more he did not know i was not a real girl, what the hell was i going to do, could i bluff my way through this.
Mark was his name he was a nice looking guy i would say he was about 30 at the most quite tall with dark hair and we did seem to get on well when we chatted so i decided i would keep the date i had made with him for that night , my plan was also to tell him i was not a real girl and hope for the best.
Mark was due to pick me up at 8... Continue»
Posted by julieanneff 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1473  |  
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xdressing school fucked by black teacher

This is a kinky sexual fantasy about my university teacher .Well it all started the first day my new teacher walked in the door .Six foot, very good looking black man .He was 15 years older than me very smooth with the girls.I just turned 21 and am three years into my transformation from male to female i have DD cup boobs. After 2 months of fantasizing and flirting with him i decided to make my move i needed that black cock inside me .I decided to wear the sluttiest school uniform i had it was short tight barely covered my boobs and i wore a killa pair of platform heels .Boy did i look like a ... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1472  |  
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A New Dawn Arises






A New Dawn Arises


-


Chapter 1

The Arising

To celebrate my transformation and to increase the effect of my
feminization, Mistress Lynn decided a name change was in order.

"What's a good name for a useless, slut French Maid," she asked herself
aloud. "I shall call you Dawn. I think it's appropriate because you are
at the dawn of a new way of life."

Another belt was strapped around my waist. It had a number of loops. My
mistress attached my wrist restraints to the strap.

This allowed me lim... Continue»
Posted by klammer 10 months ago  |  Categories: Fetish, Shemales  |  Views: 1474  |  
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