Shemales Porn Stories
Page 77

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 2 years 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 2 years 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 2 years 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 2 years ago  |  Categories: Shemales  |  
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Slowing becoming a Cuck...what next?

I have not gotten rock hard in over a year and a half. It is a medical condition and it slowing getting better, but it is causing my wife and I to try new things.

We always had good sex, but because of her beliefs it was pretty straight forward. She did not enjoy me going down on her, because she had issue with me kissing and licking her where she pissed. She would give me a little head, normal foreplay (kissing, tit sucking, fingering) but within minutes we were in position to fuck! I could cum quick and go again...rock hard.

But that ended in January last year. I can orgasm now, b... Continue»
Posted by mattraulerson 2 years ago  |  Categories: Fetish, Mature, Shemales  |  
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Corrupting Little B****r

DISCLAIMER: This story is solely a work of fiction. Any similarities between people living or dead is purely coincidental. No a****ls were harmed in the writing of this story.

I was s**n going on s**n when our m****rs moved in together (they would marry the following year). I had been living as a girl for a year and a half. He, my new little step-b****r, was f**n at the time. He had just started puberty, and was a bit shy around girls, it was kind of cute. He was also kind of cute, in that young, androgynous kind of way. We got along okay, sure we squabbled, and he, for whatever reason, w... Continue»
Posted by seityn 2 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Predator and Prey

So, about objectification.. I had a little trip to the state line treating myself to an relatively inexpensive vacation. I wanted to get out and away to find time in femme mode, socialize, indulge and build my confidence. I made the drive down there en femme checked into my hotel, ordered myself room service and kicked my heels off while stretching out on the queen size bed.

I took in a long hot bubble bath that I had bought from a boutique in LA. I took extra time in making sure my appearance was all pull together; I ended up wanting to try some new designer leggings I'd recently picked up... Continue»
Posted by LaArana 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Love to feel hans around me.

Hi again. I'm writing new chapter of my diaries.
By that time when I finished last chapter I was more fancy about the girly stuff with my breast and my body I loved to get attention and fun and excitement.
But that they when I felt the pain of that big monsters cock with my whole body. I no longer interest to being girl. I was scared and trifide ,,,,, what will happen if next time he wants to inter intier of that in me.
My mother always had her eyes on me and I always careful. But after that day when I go home I was walking widely because of that pain.
I went to get shower when I get o... Continue»
Posted by Echoes90 2 years ago  |  Categories: Anal, Shemales, Taboo  |  
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Sweet and salty

I was very down after my divorce, I started thinking of ways to subside the heartache. Talking wasn't enough, I needed something more. While I was waiting for a friend to get off work at his bar a lady approached and asked to buy me a drink. She was about 5'9", long red hair, and smelled so sweet with a smile that eased my heart; how could I say no. We sat at the bar long after closing several drinks in and a few laughs; she ask if I wanted to back to her place. Once again, how could I say no.
I told my friend I'd talk to him later and followed her back to her place. We arrived this nice li... Continue»
Posted by jimwinslow1982 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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FIRST TIME WHORIN'

FIRST TIME WHORIN'

I was just 18 when I went out whorin' for the first time. It was something I had an overwhelming urge to do after fantasising it countless times. I had been painting up and dressing since I was 13 and my 18 month older b*****r had been fucking me regularly since I was seven until he went away in the Army when I was 16, plus I had been shoving all types of objects in my pussy almost daily. My desire to have my pussy ravaged was insatiable. I used cucumbers and even a slender long Japanese eggplant about two inches in diameter, fantasizing it was a BBC. I reveled as I watc... Continue»
Posted by tvsllutmichelle 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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The Lindy Factor

When I walked in the first thing out of the ordinary was the cute little blonde sitting on the couch with all her books all spread out next to her and she was typing in her laptop. She stopped and moved an index card so that she could read it better and then noticed me.
"Hi", she said. "You must be Steve right? I'm Lindy and I'm in a couple of Julie's classes. She invited me over for dinner, I hope that's ok?"
I assured it was and I went through the small living room into the kitchen where I could hear Julie making supper. I walked quietly up behind her while she was washing something in ... Continue»
Posted by subjaye 2 years ago  |  Categories: Fetish, Shemales  |  
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The She Bitches part 1. or Trans Fu By wildrichie6

This is the first sex story I have written. I hope you all like.



Lora was 5'10 in her stockinged feet she loved stockings, & Killer heels. She had been getting hassle from a guy online for a few weeks now It had started off nicely enough, compliments a little heart gift. But there was something off. Lora had tried to let him down lightly, wanting to take time to know him she said. You know, no rush. But the guy just got abusive then threatening. Sending this message"got your ip address soon find you bitch then you'll get it" Fuck,,, this fucker was really getting to her. Ok she thought... Continue»
Posted by wildrichie68 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  
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MISTRESS JILLIAN MAKES ME HER DIRTY BITCH

note:IMAGINARY STORY

i was in mistress jillian's home waiting for the guests to arrive.i was told by mistress jillian that tonight she will train me to be her slave for real.
it was 9 pm.
mistress was dressed in a beautiful white dress with no panties and bra underneath.
and i was kept naked with a leash tied to my neck as if i am a dog.i was hairy with hairy chests and hairy ass and also large bush over my cock and balls

at 9 15 pm the guests arrived.i found out mistress jillian accompanied with 2 beautiful ladies coming towards me.
she introduced me to the ladies and said that i am... Continue»
Posted by mistresspet26 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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A young man's summer [full story]

MY BEGINNING

My name is Jason, and I am a typical teenaged young man; lean, horny all the time and really happy that I have reached the age where I can get a job that pays better than mowing lawns or delivering papers. My parents work all the time and me and my older b*****r John, have had the house to ourselves since I was 8 and he was 13, which meant no more getting up at 5:30 to go to a sitter who would either keep us all day or make sure we got on the bus for school.

I discovered the concept of sex early on; John would jerk off constantly if he thought no one was watching, this sta... Continue»
Posted by serious58 2 years ago  |  Categories: First Time, Masturbation, Shemales  |  
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A Night at the Metro

Before the inevitability of gentrification set in, Toronto's Metro Theatre stood for many years as the city's last full-screen porn cinema. And while more recent innovations in pornography (such as home video and later, the internet) had taken their toll, the Metro had things to offer which could not be had elsewhere. Living on the other side of town, I was an infrequent visitor to this one-time temple to sleazy entertainment, but on the occasions that I did, I'd usually have myself a good time. This story is about one such occasion.

Exiting the subway at Christie station, I could feel the ... Continue»
Posted by sissymaidjanine 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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Old man fantasy-Part 2

As i got home after i finished my job I got horny again,I have been thinking about the experience all the time since it has happened.I could not take off my chastity cage to masturbate..I did not know what to do I could not keep my mind off him so I called him and told him about this...i heard a lusty laughter for the first time and he sad "You will get addicted to me..I am gonna turn you into the best cum-dumpster,I will see you tomorrow".
I barely slept that night,he clearly succeeded in controlling me..it was a big part of his plan,I was fingering myself without even noticing the reflex a... Continue»
Posted by cutecdkiss 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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Becoming his girl (Sissy story by GirlyGay)

In the summer after my eighteenth birthday, I met Nick. He was a thirty-something who lived in our building. My parents had gone for their yearly European trip, and I had been left behind this year because I had college orientation during what would have been the last week of their trip.

Mooning and alone, with nothing to do for four whole weeks until my flight up west, I took to the pool to catch some sun. I had not bought new trunks in a while, and so my old ones were riding high on my legs.

Nick was already at pool, beer in hand, sitting back in a barca-lounger. His broad, smooth che... Continue»
Posted by sissyAlyna 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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The Rendezvous Pt1 (Sissy Story by CassidyCaine)

Nick looked at the email he'd received from his wife at lunch again as he got ready to leave work. It had been a month since he'd confessed to her his love of dressing up in women's clothing after he'd kept it hidden since they first met. But, Nikki was insistent so he had tried to share that part of him. She had worried he was gay or didn't want her anymore but he'd assured her that wasn't the case. Yet after all that worry, she had emailed him to tell him that tonight she wanted to play with his fantasy and role play a little to see if she could get into it. She had rented a motel room and w... Continue»
Posted by sissyAlyna 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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The Lady Inside by loyalsock

I looked at the sinuous curves of her body. The long legs, the curling hair. She was built like my fantasy, every inch of her in pale ivory and inky black. Her pumps hugged the delicate curve of her feet—the arch and the heel. Her dress matched in deep crimson and swung light and silky around her narrow hips and broad back. I stared, unsure if what I was seeing was real or just Hollywood smoke and mirrors. When she turned to me and smiled—lovely white teeth glistening behind her red, red lips—I almost fell backward. I was beginning to think she was a mirage brought on by the heat of the Mexica... Continue»
Posted by loyalsock 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Nothing Else Matters 1 by loyalsock

About a week had passed since the incident with Casey coming by my work place, trying to blackmail me, by telling my friends I was dating a transsexual. I had talked with Christina about the whole situation, and she had been able to calm me down and help me relax. I had been so pissed off at first, that I couldn't even think clearly at the time. But with Christina's help, I was now seeing things a little more clearly than before, and I had even come to a decision of how I thought I could solve the problem without being f***ed to sl**p with Casey as she was demanding.

I would let everyone I... Continue»
Posted by loyalsock 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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