Shemales Porn Stories
Page 10

Brad's Bitch

bisexual – gay – reluctant – domination – feminization

The phone rang. I pulled it from my jeans pocket and saw that it was Brad. Shit! I really didn't want a call from him right now. Maybe I should just ignore it. But somehow he always knew when I'd just ignored his calls. And then that was even worse.

I answered it, thinking only fleetingly about "the speech" that I'd composed and honed over the years and knew now that I would never actually give. I don't know why I even thought of it anymore. Maybe it made me feel just a little bit in charge of my life to at least imagine that ... Continue»
Posted by naughty_bi_interest 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Playing with myself dressed.

I lived by myself for a while so no problem there, so after showering and shaving my balls and butthole, I set up my dvd player, (yeah it was a while ago), to play Ladyboys in Latex. I retreated to my bedroom to choose an outfit.
Hmmm, I feel naughty and nice tonight, so white, definitely white. I chose a white silky bustier with spaghetti straps and garters, and some brand new thigh high sheer white stockings. After I attached the garters, I pulled the laces on the back as hard as I could and tied them tight. I tucked the laces up so they wouldn't get messed up in my ass.
I looked in the m... Continue»
Posted by badboy4320 2 months ago  |  Categories: Anal, Masturbation, Shemales  |  
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Cockatoo part 10

Cockatoo Part 10

Nikkie Silk

My heart skipped a beat as I heard Shane’s voice from behind me and felt his hand on my shoulder. It couldn't be, I thought, I must be so tired I was hallucinating. Alex said, ‘Hi Shane, glad you could join us.’ Nin looked as if she had seen a ghost, Areeya was smiling in welcome and I felt like I would pass out. The hand moved off my shoulder and Shane’s massive frame came into sight.
‘Hi Nin, Hi Areeya.’ he said, then paused and looked at me, ‘Hi Jamie, how are you? You look gorgeous babe.’
I looked at Shane and then Alex and back at Shane. It was clear ... Continue»
Posted by nikkiesilk 2 months ago  |  Categories: Gay Male, Shemales  |  
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Tits Have Benefits Ch. 02

crossdressing – shemale – strapon – anal – feminization – oral – transgender

Well thanks for the positive feedback from my first story guys. I am touched that you picked up on the fact that this is actually a sensitive love story. In this next part Andrea finds that in choosing to be in a relationship with Jane she also is choosing to be in a relationship with Jane's lesbian friends.........


In summary may name used to be Andy, now it is Andrea. And after completely transforming myself into a woman, tits and all and with the only exception being my dick, I had returned to claim ... Continue»
Posted by naughty_bi_interest 2 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Never Going Back Again

feminize – feminization – transsexual – crossdresser – gay

To tell the truth, I never really figured out how to do the guy thing very well. I was always small for my age. People used to say that I'd shoot up someday, but it never happened. All through my school years, I looked about two years younger than my classmates. It didn't make for an adolescence filled with confidence, or even security. I was picked on mercilessly—teased, of course, but also actually beaten up from time to time.

It didn't help that I wasn't just small of stature but also small in the "manhood department"—s... Continue»
Posted by naughty_bi_interest 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Successfully squirting like a sissy

After getting home from a long day of work i realized i would be alone for a few hours. I haven't came in a week. An all time record for me! Then i thought about using my toys on my sissy hole. My cock stands up throbbing with agreement. I thought about trying to make my cock squirt just by use of toys sad that i don't have the real thing.

I showered, cleaned out with a douche and stripped naked i sat down in front of my computer my cock rock hard.

Looking on xhamster i found a few sissy trainer compilations and bare-backing vids. The thought of a hard thick cock cumming inside me set me... Continue»
Posted by sub_guy_Sissy 2 months ago  |  Categories: First Time, Masturbation, Shemales  |  
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1st time-GAY BATH TS's and Black men

I was in Columbus on business a few years ago and happened to see an ad for a place called CLUB BATHE at a gay bar I was in. It was near closing time at the bar which was loaded with Transsexuals (mostly black) due to a drag show they were having. By the end of the night I was so horny I was dying to suck some black cock as I am hopelessly addicted to the wonderful taste of them that I decided to go to the bathhouse on the ad.

I drove the few blocks to the bath and went in. The guy at the front desk told me how much for a "membership" which gave me access for as long as I wanted to stay as... Continue»
Posted by reesielover 2 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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The Odd Meeting Part 2

Ross stands and takes me in his arms. He kisses me again, pushing his cummy tongue deep into my mouth and letting me taste my own cum. When he breaks away, he asks me if I would like a hot drink! The question seems so incongruous but I say coffee, please. He makes the coffee and I watch him and then we sit side by side at the little table! He has put out some biscuits as well. 'To keep your strength up' He grins! We sit and chat about all sorts of things and his hand rests on my stockinged thigh and he slowly rubs it. When his hand starts to creep up towards my panties I know that I should be ... Continue»
Posted by dasilva1672 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Kitty's cab ride!

I was coming back from a trip and I took a taxi from station to my home. The train was 5 hr late and what was supposed to be a 7 pm arrival was a late arrival at 1 am midnight. I got in the taxi as I noticed the city slowly going to sl**p with roads getting clearer and quieter every minute. I was in the taxi with a man; he was a nice man, maybe thirty years old by looking at him. We made small talk, he moved here with his f****y when he was three years old, he was single, and did not say much. He kept on looking at me and smiling in the rear view mirror, but what could I say? I'm an attractive... Continue»
Posted by CumLovingKitty 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Married Black Man's Ladyboi

Torrance Denkins was completely infatuated with transsexuals. He watched shemale porn constantly. He was married to his second wife. In total, he had five c***dren - three by his first wife and two by the current one. Torrance was forty-eight years-old. His betrothed was only 29. The homicide detective walked out of the precinct and got into his personal vehicle. He drove a black 2014 Cadillac CTS.

Once he got settled in the car, Torrance started it up and then sent a text message to Mitzie.

Mitzie Lim was elated to get the notification alert. She had not seen Torrance in two weeks. She... Continue»
Posted by faggyboi 2 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Sissy Toes

Little Sissy Tippytoes

"Queen Mary, she's my friend;
Yes, I believe I'll go see her again."
Bob Dylan
"Just Like A Woman"



As is true of young soldiers everywhere, I hung out with a bunch of
guys from my platoon, since those were the people I spent most of my time
with, and felt closest to, aside from my folks back home. It seemed
that the goal in life of all the guys in my barracks - again, like
most soldiers everywhere - was to earn weekend passes, so we could
go off-base and l... Continue»
Posted by klammer 2 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Alive



It was very lonely in my room, but it had been lonely in all
of the rooms I had lived in. My Mother and Father had been killed
in a car, bus accident during my first semester at college, Since
I had no other relatives and no money of my own I had sold their
house and with the life insurance money and the settlement from
the bus company, I was relatively well off. I had decided to
continue at college and was able to live well and pay all of my
tuition. But now having graduated with a major in photographic
journalism, and minors in business and computer science, I had
barely over $ ... Continue»
Posted by klammer 2 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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My First Threesome

My First Threesome

This is a story which happened to me a few years ago. I was living in London at the time.

I woke one Saturday morning and went through my usual routine - nice bath shave etc. Once I had done my makeup and got dressed (nice lingerie, natural coloured tights, denim skirt and a t-shirt), I sat at the computer to do some work which I had to finish – once the work was done, I had a little surf through the internet and suddenly became really horny. That was it I had to get some cock in me, I went through all the usual sites to get some action – but it wasn’t happening. So I ... Continue»
Posted by imogencole 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Dogging Orgy!

This is a little story about my antics when I go Dogging (which I do not do that often, but when I do – I love it).

My first experience of dogging (or cruising as it was then) was back in 1996. After having done all of the usual nonsense, in the bathroom. I picked up my bag of tranny bits, jumped in the car and made my way to a secluded spot to get changed and do my makeup.

Needless to say, I ended up looking like a whore – little black mini dress, black/red matching lingerie, black seamed stockings and black patent heels, with makeup to suit. It wasn’t the intention, but I had limited ... Continue»
Posted by imogencole 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Office Party

The office party was great. Since moving into the new space, TechTronix had not thrown a happy hour. The office manager had sprung for an open bar. The company had just over 300 employees and about half of them worked from this particular location.

One of the support team members, Vic, had several screwdrivers. He was not the only person to drink a bit too much. He was about six-two and weighed around two-hundred-forty pounds. His beer gut was slight and he had nicely defined arms and pectoral muscles. His head was shaved and he wore glasses. The caramel-skinned brotha had no problem getti... Continue»
Posted by faggyboi 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Shemale Mom

It was a sunny day when I got home from School, My Mother asked me how my day was to which I replied that it was okay, she seemed pleased with my answer, then she said we'd have to have a talk after dinner, I went up stairs and laid down and started thinking about how I was bullied in school again, was it my fault I had a slight built and girls while nice did nothing for me.

After eating dinner I helped my was the dishes then we went into the living room to watch The Bachelor, she kept commenting on how cute the guys were. Later she said we need to clear the air son I told her okay, she sai... Continue»
Posted by sissytimmy 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Cockatoo Part 9

Cockatoo Part 9
I couldn't believe it when I saw Jandaeng come into the bar. The first thought which flashed through my mind was that he was following me and my instinct was to get up and run. The problem was Steve had his arm around my waist and was holding me tight even though he was busy kissing Nin. My hands began shaking as I watched Jandaeng and his group as they ordered beers at the bar and laughing as they looked around. I slowly began to realise they weren't on duty but just having a good time. The bar girls stayed well away from them because they had made them for cops the moment t... Continue»
Posted by nikkiesilk 3 months ago  |  Categories: Shemales  |  
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One of my true experiences...a unexpected opportun

So I had this wedding to go to, and at the time I was dating a Russian girl named Vicky...it wasn't serious, mostly just a sexual relationship. She was a sexy girl who knew it. At first she didn't want to be my date but after some convincing she agreed to go. The night of the wedding I picked her up at her house. She come out wearing a sexy tight blue roughed mini dress with shiney tan pantyhose, beige high heels...her makeup and hair were perfect, with her amazing tits just teasing you in the tight dress. She looked so amazingly hot.

The wedding was a great time with drinking and dancing.... Continue»
Posted by Sarahaspencd 3 months ago  |  Categories: Shemales  |  
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Something about Tricia ..



I'm a straight white guy but recently have become curious about Tgirls.
Tgirls are wonderfully sexy and beautiful, but between their legs is a
cock. They say that they are women born into a man's body. I'm not sure
about that, but I keep hearing that they really know how to please a man.

I would never consider being with another guy, but lately I've been
wondering if I could be with a Tgirl and just enjoy their fem side. One
afternoon I browsed the t4m section on CraigsList, looking for a Tgirl I
might be comfortable with.

I saw an ad that caught my interest, "Tgirl seeking ... Continue»
Posted by klammer 3 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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First Night Out as a Sissy Pt 2 (By Crystal_ed)

So picking up where I had left off from my last published story…. I had just ventured out for the first time as sissy, determined to find a man. I went to a local sports bar dressed in in my tightest jeans and favorite panties and teased a group of guys. Was able to get one of them into my car for my first blow job ever and after swallowing his enormous load, his friends busted us before I could know the pleasure of him inside of me. After being busted (but feeling sweetly naughty) I was going to call it a night before I realized the bar tender still had my card because I hadn’t closed my tab.... Continue»
Posted by Crystal_ed 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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