Shemales Porn Stories
Page 77

The Bondage Whore, Chapter 8

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 8 - The Regulars

One of Rachel's most sadistic regular customers was a man she nicknamed "Saddam". Saddam was, Rachel estimated, an arab man in his forties that without a doubt, got off on making Rachel suffer. Saddam tended to visit on slow nights, when Jimmy and Joe would allow him maximum time with Rachel, which meant he was a Sunday night regular.

On this particularly slow Sunday night, locked in position, anticipating another unwanted visit from Saddam, Rachel remembered back to his very first visit: on that ... Continue»
Posted by thongcutoffs 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 828  |  
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niebor meets Paula part3 true story

As I kissed my way down his chest and pushed his boxers down he lifted his so they would slid off. I worked my way down to his hard cock which wasn't real thick but average but aleast 8.5 long.I licked the length of his shaft and around the head and took him between my lips took as much as i could in my mouth. As i was sucking him he wet his finger and moved my thong aside and but it in me.Iwas so relaxed with I figured I try to take him all the in which I never could do.Well after a few slow trys i did my lip were balls deep and his was down my throat after a couple times doing that he asked ... Continue»
Posted by cdpaula 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 828  |  
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Training Sissygirl- part 3

Sissygirl stood, shaking a little as the tall and well-built males crowded about her soft and vulnerable body, the scent of their glistening cocks making the poor t-girl delirious; she knew she had no choice but to strip. The men stroked their cocks as the pretty sissy meekly began to remove her clothes, her top off; they all ogled her soft white hairless arms and pretty neck. She blushed sweetly as her little bra came off, revealing her exquisite firm little round breasts, her little pink nipple stiff with excitement and anticipation. She trembled and her knees buckled slightly as the realis... Continue»
Posted by midsummerman 1 year ago  |  Categories: BDSM, First Time, Shemales  |  Views: 828  |  
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The Night With A Transgendered Angel pt.2

So,I stroked harder and faster till I couldn't take the pleasure anymore,then I blasted fat wads of my hot cum into her pink asspussy. She moaned in extacy as I she felt my load splurge into her. I pulled my semi hard cock from her ass slowly so I can watch as it leaks out. Being the little cum slut she is she ate every drop that came out of her freshly bred fuckhole. I sat in the chair naked and lit a cigarette,as I was smoking Steph got onto her knees and cleaned the pussy and cum residue off my member. I leaned my head back in amazement as she cleaned my cock. By the time I was finished wit... Continue»
Posted by yungn1234 1 year ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  Views: 828  |  
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Little Public Stripper

I walked across the nightclub floor, two female friends either side of me. My short red dress looked perfect with my red patent heels, and my ass and g-string showed below the hemline. My skin felt alive, smooth and shaved and tingling, ready for this experience. The matte gloss of my long, black 1950’s style hair style (an expensive, convincing wig) picked up the pink and purple lights of the club, and I felt everything below my waist relax as it prepared for the sexual treat. Eyes were on me, desiring me. Girls and men alike looked my way, the women celebrating my liberation with me, the men... Continue»
Posted by CD_CutieBoi 1 year ago  |  Categories: Fetish, Shemales  |  Views: 825  |  
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Working At A house part 2

Here I was in this street crouched down beside a car trying to hide from a woman walking past with her dog. She walked past me without glancing down which was lucky. I heard a mans voice behind me which shook me up.

"You OK?, what are you doing?"

I couldn't say anything.

"You better come with me, other wise someone will report you to the police."

He was a tall man in his 50's, well built and clean shaven, he spoke very politely. I followed him over the road to his house. He opened the door and we both walked in.
I walked into his lounge looking very sorry for my self. He told me ... Continue»
Posted by tarajenkins53 3 years ago  |  Categories: Shemales  |  Views: 824  |  
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Their First Adult Book Store. Part 4

Albert actually falls asl**p for a few seconds, before Gary opens the door to his booth. "Hey stud, thought ya might like some company over here."
Gary's cock is big and hard and right in Albert's face.
Albert's first thought is, 'I'm bigger than that'. He looks at Gary's face with its countenance of anxious, lustful anticipation. "Hey stud, to you too." Albert takes hold of Gary's dick. He starts to stoke it a little. "Wow, that is a nice dick you got there, Gary." Albert rubs up and down on Gary's cock awhile.
Gary asks “So Albert, do you and Joe…. you know… fool around with each other?”... Continue»
Posted by Michelle_Satin 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 824  |  
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Sissy likes it rough

I was devastated by the sudden presence of the young black stud at our front door. After I finished relieving myself, I walked out of the bathroom with the front of pants partially wet. I looked over to my wife, Julie, who was still passed out cold on the bed.

Numerous black ink spade stamps were strategically placed all over her body and face, and they were a blatant show of disrespect for me by the young black. It was a humiliating and demoralizing reality and I feared hearing what her explanation might be when she finally woke up.

As I walked back into the kitchen still holding Julie'... Continue»
Posted by nicoleinberlin 9 months ago  |  Categories: Interracial Sex, Shemales, Taboo  |  Views: 824  |  
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Sissy Boy Slave and His NEW Playmate, Sadie

sharlees****rboy
Yes, Sadie, I am a 'Lil Slave Bitch' for My Big 'b*****r's Cock use, when He and His friends get in the Mood for Young Sissy Boy meat to strip and abuse on the livingroom floor, inside the 'Big House'!

I'm f******n and have been His Secret Sissy, Piss-Whore Slave since He traded for me five years ago when I was Nine! He KEEPS Me Locked Up in a rusty, smelly old trailer, parked inside a dark, Old Red Barn.

I'm Locked up inside and I sl**p on an old, Urine Smelling, Stained mattress that His Last Slave slept on for years.

I've tidyed up, inside My Home, with the gif... Continue»
Posted by sharleesisterboy 9 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 824  |  
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dressing up

have been ‘dressing’ from a young age, the usual situation occurring, finding an aunties pink satin brassiere, a long line one which just hung on me, but that didn’t matter and also the matching corset also too large, but it felt so natural to wear these items, it gradually developed into wanting to dress more and more frequently, then it was dressing from there on.

My final transformation started about 7 years ago my wife had arranged to go away for a weekend with friends, a sort of girls weekend. I was ecstatic, my chance to dress for a weekend properly with no interruption. After she ha... Continue»
Posted by manfed 2 years ago  |  Categories: BDSM, Mature, Shemales  |  Views: 822  |  
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Trapped and Trained Sissy Ch. 07

Trapped and Trained Ch. 07
After a good fifteen minutes of trying to get my makeup just right (talk about sentences I never thought I would ever utter), I started getting a few random zaps on my "SLUT" collar. Getting the message that he was growing impatient with how long I was taking, I hurried up and finished the final few touches of eyeliner and lip gloss. I could still taste Amanda and Britney's juices and could smell their cum with every inhale as a great deal had made it up my nose, but the zaps were becoming more and more frequent through my collar so I just accepted the fact that I w... Continue»
Posted by hpm12 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 821  |  
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The First Step With Hope- part two

I felt immediately at ease with Hope’s friends; the ‘blokes’ were much as I was, and the ‘girls’ were all very sweet and feminine, preoccupied with their nails and how their bra-straps looked etc. None of them asked too many prying questions, they seemed immediately at ease with me too and smirked at Hope as she sat close to me, eyeing me constantly and holding my hand tightly, lest I should suddenly disappear in a puff of smoke. When she did eventually accompany one of the girls to the lady’s room, the other girls jumped onto the seat next to me and the men leaned forward; all told me how ... Continue»
Posted by midsummerman 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 821  |  
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hot and cold

Hot and Cold


It was an exhilarating experience , which I this I still could experience previously unknown females on the beach, this sudden sensual desire takes me still under the spell ... and it was also without prior warning ... it happened, and it was beautiful ... until we were surprised by this sudden monsoon rain and we quickly fled to my room because it is the shortest way to the resort ...

After we celebrated a shared shower , we could still not one another can , this beguiling fragrance of her went out took my breath away , we kissed in the shower, affectionate , eager as w... Continue»
Posted by amadeus57 6 months ago  |  Categories: Celebrities, Mature, Shemales  |  Views: 820  |  
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Domestic Bliss, caught dressing and my life was ch

As I mentioned in another story, I started dressing when I was around 11, at first in my older s****r’s clothes, she was just getting into her teens and had her first bras and stockings and I had my first thrill wearing them. There were just the three of us at home, Mother, s****r and I, father had long disappeared. Mother worked in the fashion industry so back in the 1950s/60s/70s when there were still the classical fashions being worn daily, she was always immaculate.

As I got older, I started to wear her clothes and then one day, my s****r, who was supposed to be out, walked in and cau... Continue»
Posted by antoniaf 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 819  |  
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Why did I settle for that?

Just made it back from Miami, was a great visit, but it could have ended after the first night, and that would have been alright. Hated the dirnking and the smoke, but did meet another lovely tranny who did give me the tour and the break from this horrid northern weather.

Although the sex with her was good... Ok, average, I didn't think it was worth the money that spent getting there and back. Why did I let her shit on my chest while skull fucking me anyhow? Some things shall always be a mystery I suppose.

I did love what she wore, how she looked, and her long slender candy, it fe... Continue»
Posted by Stickpiggy 2 years ago  |  Categories: Masturbation, Shemales, Taboo  |  Views: 819  |  
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CD Party

Haven’t been to a CD party, but here’s how I imagine it would go (I hope!)

I’ve been drilled with a strapon plenty of times by the Mrs. while dressed as Frankie and this had the cumulative effect of wanting to share my hobby with other like-minded individuals.

I search Craigslist all the time and of course, most of the posts are hot and right to the point. But one post stood out. A local gurl was trying to arrange a small CD party, with about 4-6 people. The post was actually pretty tasteful for Craigslist and laid out what sounded to be a very nice time. The wife was out West for a few ... Continue»
Posted by NCogNeato 7 months ago  |  Categories: Group Sex, Shemales  |  Views: 819  |  
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Chrissie Learns A Harsh Lesson PT 1

Chrissie's Gets A Harsh Lesson Part 1

This is a story I've been wanting to write for a while but I only recently got the gentleman involved to tell me it
would be okay to write about our encounter. Normally it wouldn't bother me to write about any experience I've had but
this gentleman is a special friend and I didn't feel right about relating the story without his knowledge. As you probably
guessed, with exception of Kelly, I generally change the names, dates, and locations mentioned in my stories. Even though
I won't be using his name or telling you any personal ... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 816  |  
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My "boyfriend" Moby

My "boyfriend" Moby

Moby is my boyfriend and he likes when I dress for him, I always wear my black lingerie: my black garter belt holding up my sexy black stockings, my bikini panties, 3 inch heels, my black bra and my black chemise. That’s the way I greet him at the door.

Moby didn’t know about my cum eating fantasy. When I sucked his cock, I usually let him cum in my mouth, but I didn’t swallow. I loved giving him a blowjob but I didn’t swallow. After reading some of my stories, I decided I needed to eat his cum, I was a cocksucker and I should swallow my guys cum.

I told m... Continue»
Posted by guycd 9 months ago  |  Categories: Hardcore, Shemales  |  Views: 815  |  
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Becomming Alanna - Part 3

We went up stairs to the kitchen and she had me start to help her ice down beer and get bottles of booze out and open. There was a large bar but I noticed not much in the way of food. I helped tidy and set up cups and get ice and then with a sudden shock to my heart the doorbell rang. As it did I caught a glimpse of myself in the mirror. I looked like a girl and I looked like quite a slut, I was panicked, I had to hide I thought but as I looked around the only entrance to the room was blocked by Samantha. She turned with that evil smile and winked at me. Alanna, these are my… friends I told yo... Continue»
Posted by KristyQuinn 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 813  |  
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she showed them the pictures

Some years ago, While my wife and I were separated, I was out of state and she called to ask if she could use the computer at my place. When I returned home she asked about the pictures she found of me all dressed up like a whore with some guys cock in my mouth and of me setting on a dildo and taking the whole thing. I made up some story about I was experimenting with a fantasy I had but that I didn't like the real thing and I was done with that fantasy. ( I told myself she bought it.) We never talked of it again and we got back together. Life went on. Last Halloween her friend Tina and her hu... Continue»
Posted by firstknightd 2 years ago  |  Categories: Shemales  |  Views: 812  |  
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