Shemales Porn Stories
Page 9

Amy's Return

The phone screen displayed Amy's name, I had not spoken with her in months, my curiosity piqued I took the call but let her speak first.
"Hello Daddy" her voice low and sultry the way I taught her.
"Hello Amy, I see that hunky basketball player dumped you."
"Uh, what, how did you....huh?"
Ah the youth, so predictable. But I suppose I was no smarter when I was her age, looking back on those times, yes, I was just as dumb. "Because I know you my dear, remember I was the one that taught you. You were always my favorite." Trans girls like real girls love compliments and she was one of the s... Continue»
Posted by gypsy61 2 months ago  |  Categories: Fetish, Shemales  |  
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slut

Hotel Slut:
I take you to the hotel for some fun. So I decide to tie you down to the bed like a dirty sissy slut like you should be. I strip you naked and tie you down on your back with your head over the edge of the bed. This leaves your mouth open so you can be face fucked and the big cocks that will be coming can slide down your throat. I leave you there and go down to bar, but I leave the shades open so anyone passing by can see what a sissy slut you are.

I go to the bar and run across a group of men in town for a convention. Knowing that conventioneers are always horny and looking for... Continue»
Posted by bmld55 2 months ago  |  Categories: Shemales  |  
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Being trapped, a rewarding experience

It was many years ago, I was a newly minted Sargeant in the Army and was on a 48 hour pass in Bangkok. I was celebrating being promoted and had a few bucks in my pocket and a massive hard on. I went down to pig alley and went to several bars where the local girls were doing their version of Go Go dancing. Most were without tops and their small breasts with erect nipples were glistening with sweat in the tropical heat. My cock was certainly not softening in that atmosphere. A fairly tall girl approached me. I am a nipple fan and her's were extended a full inch above her small but firm bre... Continue»
Posted by phillymark1 2 months ago  |  Categories: First Time, Shemales  |  
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how did i lost my virginity

The storie start like that i was always goving to a secret place during day off and week ends for crossdressing and taking sunbathing
For many years i always go to this place and i never so anyone there !

But this time when i entered the forest i forgot to look behind me and this was my mistake and i will pay the price for that mistake !

So i walk true my secret place but a guy was following me but i didont see is
As usual i arrived t8 my place so i open my bag put a blanked on the floor and sited down and started to dress slutty and makeup sexy !
I was ready for my sunbathing so ... Continue»
Posted by sissyslave78 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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First Night Out as a Sissy

It was the first time I dared to act on my fantasies but the timing was most certainly perfect! Feeling the urge to explore my sissy side out in the world, I decided I’d hit the local sports bar in hopes I’d find a man that I could make want what I had to give.

After taking my time doing all the preparation for a confidant night, I put on my favorite panties and my tightest jeans (the ones I would never dare to wear outside until this night). I was getting so excited with anticipation of making my fantasies come true that I could feel I was having a hard time breathing. As I looked at my p... Continue»
Posted by Crystal_ed 2 months ago  |  Categories: Gay Male, Shemales  |  
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Beautiful yet Ugly

Was feeling a need to fuck a tight pussy one day when I noticed a profile on a guys dating site. A CD with a sleek, rounded ass on top of some very nicely shaped legs. A cute outfit said he cared enough to try, so I flirted and got an invitation to join him. I left work in a hurry and headed to his playpen, he had an RV which was set aside for playtime. I got there, horny as hell. As I approached him, the butt-ugliest face I have ever seen looked out with a scared, almost haunted look. I nearly turned away, but remembered that ass. So, I grilled and went on in.

Ok, his face was ugly, pock ... Continue»
Posted by Aden46lb 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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What a sissy wants from her Daddy

Many people ask me, Why are you a sissy? What do you get out of it?

Well I will explain.

I'm male and when I'm in normal clothes and at work, I look like a normal guy. I like girls and am straight.

BUT

I have another side!

Becky my sissy side!

Such a lovely little girl, cute, loving and submissive. Becky loves her Daddy or Mummy. She likes kisses and cuddles and loves being hugged.
Becky loves pink satin panties with white lace frill. Ivory sheer tights and stockings, pretty knee socks or frilly ankle socks and patent black Mary Jane shoes! Satin Dresses, Japanese Sailo... Continue»
Posted by igglepiggle 2 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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A surprise at the party - Part 1

I was sitting at my desk, writing, when Ronnie called. She asked me if I was coming to her party and I said no, again. She persisted, saying quite a few of my friends would be there, and tried to convince me to come. I said I would gladly do it some other time, but mentioned I was just barely going to make my deadline. She said she had a surprise for me, but it was not something that could change my mind. So I refused again and hung up. Ronnie was a great reason to attend the party in her own right, divorced and very sexually open, but I had made the choice to focus on work.

It was a good e... Continue»
Posted by GalFa 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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"I'm being brainwashed into becoming a s

This story is a true story and it's about me. My name is Gene Burnett and I'm a sissy, my gurl name is Jennifer. I give you my real name; "Gene Burnett", without being worried that I will be exposed. I'm not really worried because I've already been exposed on Tumblr. I will tell you what lead to my exposure now. I've always been bisexual and favored women over men when it came to sex. For a good part of my life I kept my bisexuality bottled up. I had only had a couple of sexual encounters with men up until 18 months ago. I have also always been submissive, with every girlfriend that I ever had... Continue»
Posted by JennyJean 2 months ago  |  Categories: Shemales  |  
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THE FEMALE LINE

Even now, some years later, when I have got my life, my new life,
together, when I am able to think fairly rationally on the first
terrible discovery of my change, and the train of its effects, it is
still impossible for me to fully describe the intensity of my
bewilderment and shock during these first days.

I gradually awoke, as if from a deep sl**p, to a bone-deep ache over
all of my body. My eyes were stuck shut, my throat was scratchy and
dry. I was lying on my back, one leg hooked under the other, my hand
lying on my crotch when it began to sink into my mind that something
was ... Continue»
Posted by lana100 2 months ago  |  Categories: Taboo, Shemales  |  
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SEEKING NUMBER SEVEN

So I have been tracking and catching serial r****ts for f******n years now and have caught six so far I am a bit of a legend in my department they call me the bl**dhound once I get on the scent there is no stopping me but I seem to be having trouble with number seven this r****t targets men only they think they are hooking up with a beautiful woman but it turns out the woman is a man and they wind up tied up and brutally ass fucked the r****t sometimes stuffs things up the victims asses if he is a f****y man then all his photos including his wallet are found shoved up his ass sometimes it is j... Continue»
Posted by laceysgirl 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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Meeting Daniel: My first big cock

Daniel could be called my first "boyfriend" I suppose... our relationship is a little muddy, kinda part dom, part boyfriend, and part... normal friend, really. I have a few stories about him, but for now I'll start with the earliest times with him!


I was a little chubby in highschool, maybe a little bit of the cute chubby, but I wanted a flatter stomach, so I talked with my parents and we got a f****y deal for a gym membership. I read some online tips on how to work out in order to avoid being too muscly and areas to work on so i could try feminizing myself a bit more. (At the time I sti... Continue»
Posted by Tilted_Sable 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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Secretly want this to happen

I would’nt be truthful if I said I didn’t secretly want this to happen..

You and your girlfriend were playing some pool in the basement, and you decided to make a bet.. the loser gets tied up, and the other gets to do whatever they want.. you figured you’ve played pool a few times, surely she can’t be that good. You didn’t consider however, that she has a pool table in her basement, and could very well have played it more than you. You watched as the last black ball went into the pocket, with her doing.

She was snickering at the plans she had in mind for you..she thought it would be fu... Continue»
Posted by klammer 2 months ago  |  Categories: Fetish, Shemales  |  
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Gotta Fuck This Ass

"Hey, Anthony," the pretty dark-skinned woman said into her iPhone.
"Hey, baby! What's up," replied the forty-one year old general practice attorney.
"I'm so sorry to ask, but I need a big favor."
"Sure, sexy! What can I do?"
"I promised my cousin, Lavell, I'd pick him up from the mechanic. But, I have to

work over. Can you give him a ride to his house please?"
"Yeah. I can handle that. What time?"
"He's expecting me at 5:30."
"Yeah, that'll be cool. Text me the address."
"Thanks, handsome!"
"Anytime, beautiful!"
"Okay. I gotta get back to work. I'll call you when I get off at ni... Continue»
Posted by faggyboi 2 months ago  |  Categories: Gay Male, Shemales  |  
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Jess and Karla

Jess and Karla

It had been around six months since I first met Jessica, while working at her home boarding out a loft space, and consequently hot sex with this stunning woman who happened to have great big cock!
We had been seeing each other nearly every day since. We had been out for romantic diners, clubbing, the movies and sexy nights in, sometimes just cuddling watching TV, other times fucking all night long until falling asl**p exhausted in each others arms.
My friends didn't know or suspect that Jessica was not a girl and it wouldn't of bothered me if they did, but we never re... Continue»
Posted by Davey76 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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My Friends House Part 6

After I heard him leave, I started to try to get out somehow, but I had no strength left after all of this. I was so tired that I fell asl**p again.

I don’t know for how long I slept, but I woke up in pain.

She whipped me across my feet, and the fear kicked in again. Was this my so-called friend again, or his mom? Either way, I’m in for it again.

“Who is there?”

I got one over my feet again. It hurt pretty much, but then the aroused feeling came back.

“MMMmmm!”

I got one more - and it felt so needed for my pantyhose feet! I could hear her or him, doing something in the closet... Continue»
Posted by HosieryQueen 2 months ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Cum Party

Cum Party
Hello my name is Hilary. My parents gave me this sissy name and I have lived up to it. I secretly dressed in our lodger’s lingerie from the age of 5. And whilst at boarding school where I was sent to make me more of a “man” I collected a stash of panties,bras,stockings etc. On Sundays we had to wear a kilt (I loved this) and I wore frilly panties underneath, a ladies silky blouse which passed as a shirt and a bra. I used to twirl the kilt around in a girly way. Once a teacher did see my panties but she just smiled. Later she took me to one side and said I could dress up in her flat ... Continue»
Posted by Sally5050 2 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Long Tongues

Long Tongues

Hank moves in: I was being transferred by my company from state to state on the average of once every two years. When I moved into a rental home in Southern California, everything seemed normal at first. My neighbors, the Smiths, had a buffet lunch poolside as a “welcome to the neighborhood” party for me. That was when I met their twin daughters. Average girls, I remember thinking. Boy was I wrong.

Paige and Phoebe were both young slender teens with almost non-existent curves. They both wore braces and glasses. They were blondes with lovely tans. Their bright blue ey... Continue»
Posted by tankengine123 2 months ago  |  Categories: First Time, Shemales, Taboo  |  
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JUGS

Sam Stone unlocked the front door of the juke joint he owned along with his b*****r, Paul. The club was basically an old two-story farmhouse that had been converted for commercial use. It sat on the outskirts of a mid-size town in Mississippi. It was called JUGS. More than 90-percent of the patrons were Black men. All of the front of house staff were white women with big titties. Sam & Paul hired no one that had less than a D-cup.

JUGS had decent food and good drinks. There were usually games of dominoes and blackjack going on in one of the private rooms. Of course, people were gambling on ... Continue»
Posted by faggyboi 2 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Nice Encounter


We walked into his apartment and he said we can be comfortable here in the living room. He started to remove his pants, so I did also. He was down to his bikini panties and after he took off his shirt, he pulled his panties down and off. He was now nude and I got my first look at his cock. He looked large, long that is, and he was cut. I finished removing my shirt and stood there in my garter belt, black stockings and black bikini panties.

He said, “Nice.” I had told him over the phone what I was going to wear.

He sat on one end of the couch and I sat on the other and looked at ... Continue»
Posted by guycd 2 months ago  |  Categories: Gay Male, Shemales  |  
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