Shemales Porn Stories
Page 5

A Welcome Surprise

I had just broken up with my girlfriend of 6 years. Okay, she broke up with me, after cheating on me with her ex. I was heartbroken. This girl was amazing. Beautiful, funny, easy-going. It hurts now even writing about how awesome she was. Even after I’d found out she cheated, I still wanted to stay with her, because how could I ever find anything better? Well I don’t know if what I found is better, but it’s certainly different. And I think different is what I truly needed. I needed to have my eyes opened to what was out there, and what kind of unique experiences I could truly have. This is tha... Continue»
Posted by FearlessAddict 1 month ago  |  Categories: Fetish, First Time, Shemales  |  
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Rainy Day Transformation II

We woke up early. l was in my panties & short nighty. M. was naked in the sheets. I gazed at his joystick .I was hooked. I love cock now. I am a girl. He is a boy. It’s almost heterosexual. We showered together. I rubbed his cock but not too much. {Other students might need the bathroom}. We hurried out and got dressed.
I put on black lacey panties , black half slip & black bra . Dried my hair & tied it in back in pony tail with side barrette of red. I have thin hair not much facial hair. I went back into the bathroom & I shaved my face and und... Continue»
Posted by robin48 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  
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StepMommy's Boy, StepDaddy's Girl


"Damn, Milos was right; these baked onion rings are great. Hell if I'll let him know that, though." Ben took another pull on his craft beer. As crazy as Milos was, this gay sports bar was making them both a lot of money, perhaps as much because of the irony.

The waiter, with fashionable facial hair, dressed in a football jersey with a cheerleader's skirt came up, asking if he would like another beer.

"Sure, but make it a good German beer this time. Can I ask about the outfit? Why the cheerl... Continue»
Posted by Batman_112 1 month ago  |  Categories: Anal, Taboo, Shemales  |  
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Losing My Virginity to Isabel


After taking my new lover's cock into my mouth and sucking her off, we quickly found a taxi and went to Isabel's house. She was in her early twenties and lived there with her cousin. We rushed inside when we arrived and as we went into her room, we tore off our clothes.

There she was before me completely naked with her huge engorged cock pulsating and ready for a fucking. My cock was hard too in anticipation of what was about to happen. Now I wanted Isabel to take my anal virginity and make me he... Continue»
Posted by Batman_112 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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My Steps****r has a Bigger Dick than Me


We'll just start with the basics, first thing is my name is Carter. I'm a 18 year old boy and currently a freshman in college and living with my parents and s****r. Some things about me: I'm an athletic person and I play a couple different sports (football and swimming), and I also generally get pretty good grades. I think I'm relatively smart, but if you're smart you also tend to question whether or not you're actually smart and who really even knows anyways? I wouldn't say I'm very popular, I'm a much m... Continue»
Posted by Batman_112 1 month ago  |  Categories: Anal, Taboo, Shemales  |  
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My Friends House Part 8

I felt so pretty, walking around in my outfit, all dolled up. As I was finishing the coffees, she came into the kitchen. I saw that she still had the white stockings on, white lace panties and no bra, and on top of that, a see-through bathrobe. She took the camera and placed it on the table, sat down and took a sip of her coffee.
“Sit down, Jennifer. I'm going to edit a video together to show how good a classy sissy whore like you, can be. And teach my son a lesson!”
I sat down and drank my coffee. I could see my lipstick sticking to the cup. I liked that very much. I felt very much like a g... Continue»
Posted by HosieryQueen 1 month ago  |  Categories: Fetish, Shemales  |  
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My Friends House Part 7

I took the soaked clothes off and threw them into the basket. I then washed the pantyhose she gave me and hanged them to dry. I saw a pink razor and some shaving cream and decided to shave my body. I only used a normal razor and never such a pink girly one. I creamed my legs, then took the pink razor and started shaving my legs. It felt so good using that razor! I really felt like a little girl!
His mom came into the bathroom again and saw me shaving my legs with her razor. I got pretty embarrassed. She then turned around and came back with the camera in her hand.
“Good girl, Jennifer! I see... Continue»
Posted by HosieryQueen 1 month ago  |  Categories: Fetish, Shemales  |  
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Closet Sissy step Son Made Into step Daughter 2


My steps****r had just come out of the closet with a handful of clothes and told me to take off the swimsuit. She laid out a pair of white cotton panties with cherries on them and a matching bra. A short pleated plaid skirt and a white button down shirt. She also laid out some white thigh high stockings and some black Mary Jane platform shoes. She said this one was mine.

She laid out a nearly identical one except that her plaid skirt was green whereas mine was red. She told me to get dressed... Continue»
Posted by Batman_112 1 month ago  |  Categories: Anal, Taboo, Shemales  |  
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tanya rewarded

Tanya knelt in the middle of the room rocking back on her haunches slightly stunned, struggling for breath. Cum. Cum coated her face. Cum dribbled from her mouth. Cum dripped from her chin. Cum. Cum slid down her forehead. Cum streaked her hair. She tasted cum. Breathed cum. Cum pooled in the cups of her pretty pink bra. Cum soaked her pink slip making it translucent. Cum.

Cum blinded her. Trying to get a cum free breath she wondered who might still be in the room. The last Tanya had seen of Miss Candy, Miss Candy was sitting in Mr Hulls lap laughing happily at something he was whispering i... Continue»
Posted by tanyacd65 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  
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bbc daddy

As is the case with most hard d**g users, you start off small and end up making your way up. Since I was 15 I had been smoking weed. One of my friends had introduced me to some other d**gs like meth or coke a few years later. The weed was still a big influence but it all seemed so tempting. It was a different high and on a much higher level. I figured I could do it and just stop if I wanted to, which of course did not work. I'd learn to accept that. As time went on I began not to care because it felt too good to stop. All my problems seemed to go away when I was away on another plain.

Stacy... Continue»
Posted by tanyacd65 1 month ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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gangbang sissy

Back in the eighties I used to frequent an Adult Theater in DC. This was one of the places I frequented where I could dress openly as the woman I had always known I was as far back as I can remember but ever so tried to live in my pretend world as a man. They had a huge theater with a runway down the center for the many drag performers as well as the guy strippers. The movies were always decent and the performances awesome. So over the years I had enjoyed both the movies as well as the many sexual encounters I had with those that came and sat close and showed an interest in me. I also enjoyed ... Continue»
Posted by tanyacd65 1 month ago  |  Categories: Anal, Group Sex, Shemales  |  
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white cd versus bbc

I was sitting at my computer, checking out the chat rooms on AOL. Just moments before, I had shed my male persona and taken a long hot bath, followed by a sensuous body shave that had left me feeling, as always, feminine, submissive, and very horny. My new thigh high nylons felt so soft and smooth on my long legs. The minidress I chose was black and just about kneelength. Not slutty, unless I crossed my legs in a certain way and the hem slid up my thighs a bit too far. I have not met a man yet who could resist that temptation! My long blonde wig and just the right touch of makeup completed a v... Continue»
Posted by tanyacd65 1 month ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Becoming a lady

This is a fictional story would love comments and let me know if you'd like me to carry on writing

I had a fight again with my step parents I couldn't take it anymore. They couldn't understand that I studied for the test but it was such a hard damn math test. I stormed into my room and locked the door. I logged onto xhamster which as of late was my only comfort talking to like minded people. I was so angry at my step parents that I couldn't even enjoy watching any videos.

Then I seen it a female user who's offering the opportunity to become her full time slave a dream that I've h... Continue»
Posted by Raeesah 1 month ago  |  Categories: Shemales  |  
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f***ed to be Female Pt2

Back in my room I lay on the bed trying to come to terms with the fact that I was being f***ed to become a woman. I kept looking at where my testicles had been, trying to see what they had done to me.
My penis had been pulled back into the space where my testicles had been and then they had stitched it flat. I soon found that I had to sit in order to go to the toilet.
I felt my face and arms. They were so smooth and free of hair. My chest was bare and smooth too and I looked at my nipples for any tell tale signs that might suggest that I was growing breasts. My nipples felt sensitive and I c... Continue»
Posted by PaRiaH236 1 month ago  |  Categories: BDSM, Shemales, Taboo  |  
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f***ed to be Female Pt3

I woke up the next morning to find Ann in my room. She waited while I showered and put on some mascara and lipstick. Ann told me to wear my aerobics kit and watched me as I dressed.
"You know Susan, your boobs are starting to show" she said as I put on the leotard.
I felt my chest and it was true. My breast were beginning to develop enough to see and feel them.
"In a few weeks you will be able to wear a bra without any padding, Susan" said Ann and then added, "And by then we should be able to notice your hips and bum getting bigger. You should be able to try stockings and suspenders then"
... Continue»
Posted by PaRiaH236 1 month ago  |  Categories: BDSM, Shemales, Taboo  |  
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f***ed to be Female Pt4

For the next 2 months I continued with the same routine and treatment. I did aerobics every morning followed by afternoons spent learning to dance, dressmaking and various womanly pursuits.
I was still taking the hormone tablets and their effect was becoming most apparent. I now had a real pair of breasts and a slim waist whilst my hips and bottom had filled out to give me an excellent figure.
I had lost all of my masculine strength, my arms and legs were now soft and rounded rather than muscular. My skin was soft and smooth and had that sheen to it that I had noticed on girls in the past.
... Continue»
Posted by PaRiaH236 1 month ago  |  Categories: BDSM, Shemales, Taboo  |  
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f***ed to be Female Pt1

The last thing I could remember was walking out of the Bank and crossing the road to my car. I had just been to see my bank manager to discuss transferring some money from one of my accounts into a high interest savings account.
I had won quite a bit of money on the Lottery, enough to change my life. I was unaware just how much my life was going to change.
I had just reached my car door when I felt someone bump into me. Then everything went blank...................!
The next thing I remember was being faintly aware of people standing around me and talking in low voices. As my sense started ... Continue»
Posted by PaRiaH236 1 month ago  |  Categories: BDSM, Shemales, Taboo  |  
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daddy training his sissy

"I was thinking Daddy, why don't you give me a nice smack on my cute little ass. And then bury that nice big cock in my tight little boipussy." I reached around my back and with two fingers grabbed the waistband of my panties. I pulled them up gently and felt my little penis stiffen as the satin bunched and sipped between my cheeks.

Daddy walked up behind me and placed his free hand gently on my back. He pushed me forward slowly until I was on my hands and knees. He slid a finger down the crack of my ass before gently rubbing the panty covered flesh between my penis and boipussy. Slipping h... Continue»
Posted by tanyacd65 1 month ago  |  Categories: Fetish, Shemales  |  
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a slut is born

There I was, one week before the end of high school. Going to college in the fall. Nice car, good f****y, friends. I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town, dressed as a cheerleader with a cock in each hand, one in my ass and one buried in my throat?

It had all started a few months ago. I was locked out of my house in the pouring rain, and I went over to our neighbor’s to see if I could hang out with him until my parents got home. He was a cool guy, single, mid 30’s, worked for a software company, and drove a nice car. Had bought me... Continue»
Posted by tanyacd65 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  
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school girl and her daddy

Its Saturday night and I'm getting ready for some fun. I just finished my bath, which included some nice scented oils and a shave making my body totally smooth. Well except a cute little landing strip. I step from the tub and towel off, as I let it drop to the floor I take in the sight from the mirror. There I stand smooth as can be, erect nipples sticking out with the rings running through them. A dangling belly ring hangs below. I am very excited and that is evident in my little girl cock getting hard.

I begin with my hair doing it into two long pigtails, guys love pigtails and I want my ... Continue»
Posted by tanyacd65 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  
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