Shemales Porn Stories
Page 5

Playtime Stories Ch 10 B- The Hall, the Couple

10B.

So, there I was in a dingy video booth with my new friend Carla and cum dripping out of my ass. I was foolishly concerned about a two hour meeting and a plane flight. I could totally fuck up the Saturday morning meeting and still make my flight and all would be well. I wasn’t going to miss out on a hot time here.
I used wiped off my crotch and thighs to mop up all the cum.
Though I needed a short break I knew I NEEDED more cock. Carla personally knew that I had cum one other time, because she made me cum in her mouth about an hour ago. She seemed to need a short time-o... Continue»
Posted by 6988slutty_rbckyy 1 month ago  |  Categories: Hardcore, Shemales, Voyeur  |  
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Playtime Stories Ch 10-A Theater to Group Booth

10-A

I returned entered the theater and saw the other couple that had come in was not all that attractive. He was better looking than she was and they were putting on a show of her oral sex skills on a dildo in front of the desperate crowd.
I felt hands search me and I looked around for the blonde T-gurl slut who had just expertly sucked me off. I saw a group of people in front and another to the left side of the theater. I walked down the walkway to the front of the theater to find a couple of hot 20-something gay-boys fucking in front of a crowd of middle aged men who were jacki... Continue»
Posted by 6988slutty_rbckyy 1 month ago  |  Categories: Anal, Group Sex, Shemales  |  
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The Labors of Remy BelleSun: Introduction

The Labors of Remy BelleSun

For Heather95, I hope I do your characters justice (http://xhamster.com/user/heather95)

Remy BellaSun: The protagonist of our story. Remy is a shy, petite trap girl who is sexually inexperienced but years to learn more. Currently attending college as an engineering major. Remy likes video games and role-playing. She also works part time as a sexy maid at a love motel. Remy is about 5’ 2’’, with long black hair, a slim, shaved body. A-cup breasts, a heart-shaped ass, and a 5’’ cock. She usually dresses in a blue/white stripped shirt, jean shorts, and yellow sli... Continue»
Posted by YellowTowel 1 month ago  |  Categories: Lesbian Sex, Masturbation, Shemales  |  
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Playtime Stories Ch. 10- Theater Play pt 2 Gurl-Gu

10.

Having sucked and fucked my way through the first hour or so of my membership at The Grande Theater, I sat resting and enjoyed watching a fiery redhead porn princess get double penetrated and then impossibly huge loads of cum on her face.
My entire crotch was moist and slick with a nasty mix of lube, cum, and saliva and momentarily enjoyed a cool breeze through the theater. My cock was rigid and I knew I was ready for more.
I pulled up my black satin panties and re-zipped my vest, which I didn’t even realize anyone had opened. I partially covered up my black bra and st... Continue»
Posted by 6988slutty_rbckyy 1 month ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
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My Step-Sissy

The Step-Sissy

I attached the brand-new leash on her thin, pale neck. The word "Slut" in fake diamonds adorned the front. My sissy was on all fours, wearing her favorite pink wig and a leopard body stocking. Her shapely little ass beautifully complementing the outfit. Between the cheeks and beneath the leopardskin, is the visible outline of a small dildo inside. Done up in full make-up, flat-chested, with her fake thick-rimmed glasses on. My nerdy sissy girl. She liked being walked around the house with her toy in her hole before we fuck. I gripped her leash and guided her towards the upsta... Continue»
Posted by nymphRiley 1 month ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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The Joys of Social Media

Carvel exited out of the app to check and email that had just come through from c***dhood friend. No sooner than he had done that, he got a message notification from KwikPing saying he had been deleted from the #BBC456 group. Carvel figured the rural Southern people still could not handle his style. He eventually moved on the chatting with a couple of guys on Konnekt that wanted to come through but could not because they were working, or with their girls, or they had no ride. Yet again, Carvel went to sl**p with no dick in his soft, pliable derriere.

Carvel awoke the next morning and, as us... Continue»
Posted by faggyboi 1 month ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Turned Into A Sissy Boi

It started innocently enough. I was spending another weekend with my girlfriend and we were in bed late one Saturday night. She had just cum and I was rapidly on my way there. I was on top pumping in and out of her. She snaked her hand back and started lightly brushing her fingertips around my butt-hole. I let out one moan, then another, and on the third one, I shot my load inside her. It was one of the best orgasms of my life!
“Oh, you liked when I played around with your backdoor, huh?” she said a moment later with a teasing smile.
“I sure did! It was great!” I responded. Lookin... Continue»
Posted by subjaye 1 month ago  |  Categories: BDSM, Fetish, Shemales  |  
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I Cut Her Lawn and More

My mother had suggested I might consider cutting Ms Betty's lawn as none of the other boys in the neighborhood would. All the other mothers hated Ms Betty and wouldn't allow their sons to associate with her. She was one of my mom's friends and I thought nothing of it, so I agreed to do it every week. It seemed Saturday mornings would be best, so I put her in my schedule and planned on the following Saturday to the first.

I was doing a great job with my lawn cutting service, picking up new clients from word of mouth after I did a lawn or two, but my schedule was becoming full. I needed to sa... Continue»
Posted by goodsonformom 1 month ago  |  Categories: Mature, Shemales, Taboo  |  
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Fun on the Common. Part 2

After I had got back to the car, I opened the windows. My shirt stank of pee and it was because of that I knew that it hadn't been a dream. After a few moments, I realised that I was going to roast if I didn't move. I was hungry again and thought that I should stop soon to buy more food! I didn't want to stop at a supermarket but knew that I would need to shop later. I remembered a newsagents that sold odd things on one of the ways home that I could choose. It had a parking bay right outside! I pulled into the parking bay. There was a bus stop just before it and I made sure that I was not park... Continue»
Posted by dasilva1672 1 month ago  |  Categories: First Time, Shemales  |  
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A Freshman Surprise...

So I haven't completed this short story I started a week or two ago, but I would like some opinions none the less :) Merci <3

Luke looked forward to Friday night more than he looked forward to Christmas each and ever year, because even Santa couldn't leave hot pussy under the tree for him to unwrap. That's why he loved clubbing so much, he knew there would be plenty of girls from his college dancing sloppily in the crowd each and every weekend...ripe for the picking. The cab ride seemed longer this Friday which was probably due to the anticipation Luke was feeling- he had not been o... Continue»
Posted by MariaSkye 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  
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My journey to sissy satisfaction

I suppose it was satisfaction that I craved, I suppose that's what we all seek from life, isn't it?

I'd realised for a long time that I was a pervert. For me it was a realisation that came to me slowly, over years. In large part this was because I had tried to deny it to myself When society teaches you that the things which really, truly arouse you the most are wrong you try hard to convince yourself that other ways to relieve yourself sexually are just as satisfying.

So, as a young boy first experiencing pornography, I sought out the sort of vanilla, mainstream pornography that I pre... Continue»
Posted by bethanyuk 1 month ago  |  Categories: Group Sex, Shemales, Taboo  |  
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A shemales revenge

I had been heartbroken for weeks ever since Paul and I had ended our relationship. We had been dating for about six months and it was the best six months of my life. We did everything together and there was nothing I couldn't tell paul. But even with such comfort in our relationship there was one secret I had been keeping from Paul that I knew eventually had to come out so on our usual "date night" one week I finally decided it was time to tell Paul the truth about me. He was nervous of course as I told him over the phone that there was something I needed to tell him and that I had been ke... Continue»
Posted by submit4blackgurls 1 month ago  |  Categories: First Time, Hardcore, Shemales  |  
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My Crossdressing Teen Neighbor

There is a duplex across the street, the kind with an ill arranged addition that sprouts out of the top and basically looks like shit. It's a slum lord house, geared toward your average broke ass people. You'd think I was complaining, but I am actually quite glad such a place is right in plain view.
There is a young couple that lives there, hipster punk types. The dude is nice enough but a little awkward, but the blonde chick is a little flat chested blonde hottie with piercings and pastel highlights and a plus size ass. Needless to say I'd like to breed her good. Someone looks to ha... Continue»
Posted by cumquarts 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Fit and Tanned - Get's Fucked by Dan! Chapte

Fit and Tanned - Get’s Fucked by Dan! Chapter 1: The Prequel


I absolutely love some of the sexy and intriguing chats I have with my fellow XHamsters while online. Most recently, a sexy girl by the name of Feliciacd and I were chatting and reminiscing about what it was like growing up and knowing that you felt different from everybody else: our first awkward steps with experimentation, crossdressing and even some of our most memorable early experiences.

I had just started to share a story with Felicia about one of my early encounters with a man - and was crafting a carefull... Continue»
Posted by LittleMissLipService 1 month ago  |  Categories: First Time, Shemales, Taboo  |  
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The First Time My Ass Pussy Was Fucked

There's something about having my ass pussy penetrated and pumped during sex that makes me feel more feminine sexually. Perhaps it is the fact that the entering of me, the taking of me, the domination and seeding of me, that feels so right for a gurl like me.

Not too long after I started living as a gurl openly, a neighbor of mine at the small apartment complex where we lived introduced himself to me. He spoke British English which I find so charming and a bit arousing. We got to talking and found out we both had a lot of similar interests and backgrounds. I lived alone in my apartment,... Continue»
Posted by kinkyjodigurl 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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Home For The Holidays

The light brown hair slid down off of Sondra's back, a little more with every thrust. Her white blouse contrasted with the hair but it was so nice to see as it slid off of her back and shoulders exposing more of her white blouse. Now it just hung on the right side of her head like some kind of weird colored rope. Her blouse was slowly sliding down to her shoulders exposing her white skin. It was a very beautiful white and every once in a while a round brown mole like an island in the middle of the great pacific ocean. Her back spread out before me curved down to towards the mattress as she tri... Continue»
Posted by subjaye 1 month ago  |  Categories: Anal, Fetish, Shemales  |  
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Dinner with Brooke

Brooke texted me on my way home from work, “I’m making dinner, come down when you get home.” I replied back, “Sure, I’ll stop and get some beer.” “No bother,” she said, “I already grabbed some. Just you is all we need.” This was always nice to hear, and it was always nice to see Brooke. I felt so comfortable with her especially since the many last encounters. But I never think any more than what it is. Just dinner.
When I got home, I went upstairs, dropped my bag and headed down the front stairs to her apartment. Her door was cracked open a bit so I knocked, saying hello and opened the door.... Continue»
Posted by ahsleymills 1 month ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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Preparing for master

Having stripped naked in the small windowless change room provided for me I admired my smooth, slim figure in the full-length mirror as I adjusted my CB6000 cock cage that I had been wearing under my jeans during the long train and bus ride from home. I briefly played with the padlock locking me in chastity as I a nervous tremor ran through my body with the thought that only he had the key to unlock my cage. My painted fingernails and toenails and navel ring were my only adornments so far, the bright red nail polish a vivid contrast against my even, lightly tanned skin. I turned side on to the... Continue»
Posted by jojosissy 1 month ago  |  Categories: Shemales  |  
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No pude evitar ser seducido por la hermana travest

Ah, finalmente es viernes", pensé, mientras me estiraba en mi oficina, unos minutos antes de la hora de salida. El teléfono sonó. Era mi novia Leticia, con quién había estado saliendo apenas hace un mes. Ella trabajaba en el mismo edificio, pero en otra empresa. Yo me sentía afortunado pues había sido ella la que dio el primer paso para conocernos, escogiéndome a mi entre un pequeño ejército de esclavos encorbatados.


- Hola Robert, acuérdate que hoy es el concierto.-Me dijo contenta cuando descolgué.- Y tenemos que pasar a mi casa para que me cambie.
- ¿Eh? ¡Ah! Si. Le dije, no muy entu... Continue»
Posted by guzzi 1 month ago  |  Categories: Anal, Masturbation, Shemales  |  
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Nuestro ultimo encuentro.

Yo todavía no lo sabia que seria nuestro ultimo encuentro, pero fue divino, yo havia sido su primer mujer y el mi primer marido, teníamos casi un años de estar teniendo relaciones sexuales, aunque yo soy un hombre maduro y me encanta vestirme d e mujer a solas, nunca me havia culeado un hombre y ra lo mas que deseaba a solas en mis noche solitarias vestidas de mujer, y Dixon llegaba a hacerme los mandado y me fue facil seducirlo e iniciarlo en las relaciones sexuales me daba unas cogidas de padre y señor mio con unas eyaculadas copiosas y eso me encantaba que me dejaba toda llena de semen y lu... Continue»
Posted by guzzi 1 month ago  |  Categories: Anal, Masturbation, Shemales  |  
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