Shemales Porn Stories
Page 114

A Wonderful Ordeal

Part 1

Don and I had met on the internet in a chat room. Over the course of a month we had gotten to know each other and had shared our fantasies. Don was very dom and enjoyed the fact that I was very sub. I had shared with Don one of my favorite fantasies in which I'm a*****ed and f***ed into sexual servitude.

Don was a cross country trucker and came through my city very often. We had talked about meeting and living out our fantasy. He was married but was interested in being with a sub TV. He made arrangements for a long stay over in my city so that we could be together for the we... Continue»
Posted by celeste_tv_2000 4 years ago  |  Categories: BDSM, Shemales  |  
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Crossdressing Fun

The meeting had been arranged for Friday morning, this would be the first time anyone had seen me dressed. I felt nervous and excited at the same time, I planned to wear a pair of nude sheer tight, black satin thong, black high heels and a shimmering silver, figure hugging, long dress with a split up to the thigh.
Friday arrived and after getting up, I slipped on my tights and thong beneath my work clothes. I set of on the short drive to Antonia's, upon arriving I was greeted by her dressed in a mini skirt, blouse, high heels and black hold-ups.
I quickly slipped on my dress and heels, then ... Continue»
Posted by KirstyNylonlover 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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Pounded to submission CH.2

CH. 2

Two days ago Joesph was checking out porn like he usually did at his favorite site xhamster. A couple of BBW vids here some interracial there, the usual. Then he saw a just viewed picture with a Brazilian She-male and couldn't stop looking. With his curiosity getting the better of him he clicked on it. She was gorgeous! Her face appeared to be as feminine as feminine could get, her tits were remarkable. And then he saw it, she had at least an eight inch cock that seemed to defy gravity itself. It was curved upward and pointing towards her belly button. He felt his cock twitch and real... Continue»
Posted by james_jones_03 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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How I Became Vanessa Chapter 3

Hello dear readers,

I strongly encourage you to read the previous two chapters of this story to fully grasp the sudden changes which affected my life.

*

At home, Elena was waiting for me but she wasn't alone, her boyfriend was there too. He was a tall black guy named Jeff. I told them all the things that happened at July's, blushing as Jeff was watching me with desire.

Elena hadn't changed her sexy outfit and her beautiful face leaned towards Jeff's crotch uncovering his 10 inch cock which was even thicker than John's. She started to suck it hungrily, encouraging me to join her whi... Continue»
Posted by slutyvanessa 3 years ago  |  Categories: Shemales  |  
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Dichotomy of Life

Shane finished his final touches of getting ready in the hotel room. He made sure the gingerbread candle was lit. He lathered himself with cocoa butter and sprayed some perfume. The five-foot-eight-inch, one-hundred-forty-pound batty boi was so ready to see him.

Driving his silver 2012 Nissan Armada out of the parking lot on his lunch break, Chris headed towards the motel where his paramour was spending the night. He was barely a half-inch taller than Shane and weighed close to the same although he had much more muscle. He had met the brown-skinned vixen at a gas station.

Unbeknownst to... Continue»
Posted by faggyboi 22 days ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Why I miss my ex

Why I Miss My Ex
I feel obligated to say that I am not a passable crossdresser, not even close. Even without my beard, I’m very masculine, large framed, and I have a very deep voice. All of these things aside, I love to dress up in sexy lingerie, panties, dresses, bras etc. While I’m dressed, I love to be verbally humiliated, although, I don’t think being called names like “sissy” or “fag” or “cuckold” is actually humiliating. For me, it’s a huge turn on, and I love to think about sucking cock while I’m being humiliated.
It’s quite a long story about how I got my ex-wife to play with ... Continue»
Posted by pbg732 4 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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my black lover

My black lover
After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from him but within a few days I got a reply and two pictures. I couldn't believe it, he was 28 years old, very tall and slender and very handsome. He wrote he is a musician and that he travels to the city where I live a couple of times a month. He wrote he never had experience with a cr... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Interracial Sex, Shemales  |  
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me and connor at the beach

well Connor always liked to parade me around and i loved it we would always be down by the beach together because he lived neat it one special night we decided we would have sex in as many places as we could all in public we went walking down the beach and he layed out a towel for us to lay on and as the sun went down Connor was sucking on my cock and nipples then he fucked me so gently it was amazing and everyone was staring at us but i loved it... Connor loved me to fuck him as well and i was a little taller then him but he was so cute to me i would love to embarrass him too but he wouldn't ... Continue»
Posted by drewcd 4 years ago  |  Categories: Anal, Fetish, Shemales  |  
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S****r has a Secret part 3


Sarah was sat on her laptop, searching for something on the internet. She wanted to surprise Hope with something for her official leaving of school.

She'd been looking up the cheapest, quality flights she could get to take them both on holiday for a week or two, but she'd been hampered a lot by Hope wanting to hang out together. Hanging out normally involved sex, after which Sarah had little energy left to search.

Luckily, Sarah had the day off work while Hope was sitting her final exams for the year. She was looking through the normal travel agent websites while also looking on other ... Continue»
Posted by drew1207 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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Feminization Fantasy

My wife has been dating around for years. She loves the feel of different cocks and I enjoy watching her with other men.
Recently, she decided it would be fun to put me in a chastity. She said it was only temporary and if I didn't like it, she'd take it off. After a couple of days, I decided, I'd had enough. She didn't. She said she liked having me locked up and know I couldn't get hard or jerk off. "I'll let you know when you can cum again." She wore the key around he neck like a trophy. Her boyfriends would come over and she would have sex with them in front of me, only I wasn't able to je... Continue»
Posted by ForcedSissyGurl 1 year ago  |  Categories: Shemales  |  
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Playtime Stories Ch 6 - BBC Oreo in a Mo-tel

6.


A lot of my playtime is at night. I start in the afternoon and get partially dressed in lingerie, heels, and makeup, and start to play around. I watch some porn get on an adult phone sex chatline on the female side and get nasty men and even a few freaky women off over the phone. Almost every time I am on a chatline I meet T-gurl lovers and occasionally I’ll put together a play-date. It’s a little risky, but it is very exciting to have a stranger knock on your door and expect nothing more than some nasty no-strings-attached free sex. I have been disappointed a quite a few time... Continue»
Posted by 6988slutty_rbckyy 11 months ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  
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The Covert Operative

“I love fucking your faggot asshole,” the tall, slender career military man announced in French.
“I love that big African dick,” screamed the toned effeminate bottom.
“Take it, slut!”
“Yes sir! Fuck me good. Fuck me like a girl.”
“You are a girl. My girl. Ohhhh, baby!”
“Yes, daddy! I’m your sissy girl. Fuck my ass. Fuck it hard.”
“Bitch,” he roared. “This ass is all mine.”
“Oh yes sir!”

Colonel Rodolfo Urikob slammed his generous ten inch dick into his pussyboi’s asshole. The sweat from his forehead streamed onto the smooth caramel-skinned boy. He plowed feverishly nearing ejaculatio... Continue»
Posted by faggyboi 6 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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How I became a GURL part II

So I'm in college now, I've learned to love and use porn in all its forms, I've learned to be a great cock sucker and to have my ass fucked. I've learned to tie myself up -- as best as possible -- to pee all over myself to get that humiliating feeling. I'd spread the porn mags all over the floor and spend the entire night playing, trying to shoot my cum onto a photo of a cock so that I could lick it up.

The feeling of release whenever I gave in to all of those instincts was fantastic!

I loved cock! But I was a horny 20 something and still chasing pussy. Eventually the girlfriends star... Continue»
Posted by jenn1 4 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  
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Kelly gooes to college!

this is another installment of my life as a girl, im gonna flit around the different parts of my life so enjoy!

Wheni was eighteen i went off to college, no more sexy playtime with my best friend B (or nicole, which is what i will refere to her as) no more sl**ping in panties and a babydoll or short slip, or anything kinky! My first year i lived in a double and my roomate was a partier, constantly bringing home d***k girls and having loud, sloppy sex as i lay in my bed stroking my girlie cock and fingering my tight little whole, imagining it was me being a dirty slut and getting fucked goo... Continue»
Posted by dirtygurl4u 4 years ago  |  Categories: Shemales  |  
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Sindy meets Nina

As I landed in Berlin, I still wasn't sure whether the invite was 100% genuine. I was
a relatively innocent occasional cross-dresser in my 40s, I couldn't believe someone
as sexy as Nina would want to meet me.

I'd been chatting with Nina for a number of months now after we'd happened upon each other
doing simultaneous cam shows on a well known camming website. She was about the same age as me with
slim features, brown hair, a fit body plus a devilish sense of humour which became immediately apparent
from the first naughty comments we exchanged, intimately detailing what we'd do to e... Continue»
Posted by SindyBlondeCD 7 months ago  |  Categories: First Time, Shemales  |  
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Gender bent - Somebody's Bitch

Gender bent – somebody’s bitch

I woke up to the humming from Kandi as I popped open one eye and canvased the room. I let out a load “Ughhh” and turned over. I noticed my butt hurt while Kandi came over to me wearing a lace bra and panties and smiled “Looks like the sluts awake” she then giggled as her cock was out just standing in the wind. “What happened last night?” as I removed the bobby pins that kept my wig in place. “Well we got really, really, and I mean Really wild last night with me and Dave.” Suddenly it hit me. Memories flood my head of the steamy night we had. I remember waking ... Continue»
Posted by youngprboi 2 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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The Walk After the Busted Date -- Part 1 of _? or

The Walk after the Busted Date, Part 1 of _? or My First Job as a Hooker Part 1 of _?

It was a Friday evening about eight just before the sun was about to set on a pleasantly cool evening. The brisk air kept me comfortable since my body was a little warm from being nervous with the coming scenario. I was going to meet Phil, my date, as a hooker. We have been planning on this for a few weeks and our schedules finally matched enough to make it happen.

The club I was going to served a very eclectic clientele and right now, there were free line dancing lessons with the 70's ... Continue»
Posted by LeslieStone 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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(blush...) i downloaded porn:(

so, in my last message, i implied that i'd explain a particular sadness...

& it's not like me to not follow up on such a statement within a 24hr time period.

i sincerely apologize...

but you see... i download some porn.

i mean, don't get me wrong. i have no judgement about downloading porn. it's just...

fuk! i MAKE porn! i AM porn!! people fukin' download ME!!!

sure... i watch a lot of porn, but i watch FREE porn, and people STEAL my porn & re-post it as THEIR favorite porn. (indeed, the latest bootleg roxxanna just went up yesterday. & what was i doing while yet another fan ... Continue»
Posted by roxxanna 2 years ago  |  Categories: Shemales  |  
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godess sarita 3 (regular days)

mistress came home at evening got freashen up and came to me as there was a lot of water I could not finish all of it few remained may b 1 liter.. I was covered with crystal clear piss and my jaws hurt mistress checked the video released me let me took shower while she obserbed I wasnot allowed to touch my cock and balls after I was clean she made me sit on the toilet shaved my butt hole cock and balls usually she does this and I shave rest of my body I was arosed by her touch she digger her nail in my balls the pain was tremendous my cock got down immediately .. after that she putted lotion o... Continue»
Posted by mashroorr 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Mistress Cunt's two fairies



Mistress Cunt's two fairies

By Taffy, the little sissy fairy girl



My, my what a wonderfully gay time Angela and I had with our slut friend Lauren and her Mistress Cunt! Here’s a little story about that faggy time and how fairy we were for her.

The weekend started the night before with Angela and I at the hotel; I had already properly dressed in my sexiest outfit, a gold sequin mini skirt with black fish net stockings. It did not take Angela long to get herself prepared and we sat to chat. Chat turned to feel, feel to kissing. It wasn’t long before my panties were down and the... Continue»
Posted by Tigerpaw46 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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