Shemales Porn Stories
Page 7

Closet Sissy step Son Made Into step Daughter


Why was I on all fours with my dad's cock in my ass and my s****r's pussy in my face? Well little did I know that my mom knew about my secret. She knew that I had been wearing her and my s****r's lingerie.

It started when one day I was home alone and wandered down to the garage to play around on the air hockey table. I got bored and looked around as we had a lot of stuff down there. Boxes were piled up on one side and I looked in a few of them and found something that made eyes pop open.

I saw a naked g... Continue»
Posted by Batman_112 1 month ago  |  Categories: Taboo, Shemales  |  
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Cum hungry paper boy sissy

Cum hungry paper boy sissy



When I was thirteen our next door neighbor Pat offered me a summer job
helping him deliver papers and magazines. I quickly said yes and my
foster parents agreed. I liked Pat a lot as he always patted my ass when
Vance and Liz were doing something when he came over for dinner as he
smiled and winked. I loved the way it felt and smiled back as my cock got
hard.

I was light build and kept my long blonde hair in a pony tail and always
wore cut off jean shorts. I had also been jerking off and eating my
creamy delicious cum loads for over a year as I loved... Continue»
Posted by jayymie 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Loved it in my ass

Hi all
It all started very innocently but turned into an obsession.
Me and my girlfriend (Karen) at the time had a perfectly normal if slightly boring sex life, wow was that about to change. One night we were at it and in the heat of passion she wanted me to fuck her arse which is something i had never done previously, at the time it would not have mattered what she asked i said of course and dutifully filled her lovely arse with my hard cock, it felt so tight and good that within minutes i was spraying her arse with my hot cum. She smiled a looked at me and commented on how good that was an... Continue»
Posted by blueone71 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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Morning with the Sissy

Dwight dropped his twins off at their elementary school. He drove the royal blue 2011 Chevy Avalanche as he made a quick call to his wife. He got her voicemail as he figured since she was at work. He was tired after pulling an all-nighter at the plant. But he had one more stop to make. He turned into the neighborhood and pulled to a halt in front of the white ranch-style house where his wife’s mother and stepfather lived.

He knocked on the door was greeted by stepb*****r-in-law. Dwight studied the five-foot-five-inch, one-hundred-twenty-pound, nineteen year-old that was wearing a purple ca... Continue»
Posted by faggyboi 7 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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my wife make me her sissy slut

I married Jen when I was a successful high earning bachelor at the age of 30. She
was 25 at that time. 5'4" same height as me, 120lbs, petite blonde with
blue eyes, a set of DD tits and an ass to die for. I was short, skinny yet she was
attracted to me when we first met in a bar down town. Later on I found out that it
was Laura her friend who had told her that the porsche parked outside was mine.
Now, after 5 years of marriage, things were quite different. Things had actually
started going down hill after the first few months when subsequently Jen had clearly
stated that my 3 inches coc... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Gay Male, Shemales  |  
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Trapped and Trained Sissy Ch. 01

Trapped and Trained Ch. 01
I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often moving the same piece of furniture to what seemed like the same place it was originally. Finally he decided he liked the new arrangement, which wasn't that drastically different than how it looked when we started. Obviously exhausted, I sat down on the couch. He asked me if... Continue»
Posted by hpm12 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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My Transformed Wife

"Sometimes I wish I just had a dick," my wife said, wincing and squeezing her heating pad into her abdomen. She said this at least once a month, when her period would bring on two or three days worth of cramps and bloating.

I grinned and rubbed her stomach, "If you had one, you would just spend all your time playing with it and peeing standing up."

She giggled and squeezed my cock through my pants, "That doesn't sound so bad."

We never said anything beyond this, but from the first time she had mentioned it, it sparked a desire within me that I had never known I wanted. I had always ... Continue»
Posted by drew1207 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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Call me megan.

I was in high school, and i was about to go on the school trip to germany.
I was really excited to go and enjoy my week off, until i found out one previously unmentioned fact in the trip meeting, that we would be sharing rooms with two other boys.
I had recently started masturbating about guys, and was desperate to feel the thrill of giving another guy head, so desperate i had spent the last two weeks in my room every evening, sucking on the rounded back handle of a hairbrush whilst my dick grew harder and harder in my boxers, then sliding it into my tight teen ass and cumming over my toned ... Continue»
Posted by hardcoresissy 1 year ago  |  Categories: First Time, 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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mom teaches son to be a slut

I loved women. A lot. My obsession with women later became a desire to wear women clothing. One day, three months after my 18th birthday, I could not hold back any longer, and I put on the the most accessible lingerie I could find - that of my mother.

Since then, I frequently visited my mom's wardrobe whenever she was out. I would wear her clothes, and it would make me feel sexy. I would pretend I am a woman, and take sexy pictures of myself. I realized how much I liked this, and this led to me realizing my bisexuality. I wanted a man to make me his woman.

Because I wanted a man so badl... Continue»
Posted by momandboys 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Cum Eating made easy (CEI guide with no acrobatics

This post is dedicated to all of those, like me, that have fantasized about eating their own cum. This kind of fetish is something really, really hot and kinky, and I know that most of you are already excited and in... mmmh tension, I guess. And I also know that most men who indulge in such a fantasy have often chickened out as soon as they experienced their orgasm. All lust gone, all desire of a thick load in their mouth gone. Of course there are already an awful lot of CEI videos out there that have methods to ease the balance between desire and the act itself.

[image]http://ep0.xhcdn.com... Continue»
Posted by sissyAlyna 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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Angel and Karly 01: Her Girlfriend Has A Dick!



Last week Angel had walked in on Karly when she was in the bathroom. Karly had always been very shy around Angel. Now Angel could see why. Angel had a secret. And seeing Karly standing up to pee, with a dick between her legs… well Angel was very surprised.
Karly looked up, shocked. “Hey!” she tried to turn away. Hoping Angel hadn’t seen her secret. But it was too late. Angel stared in shock.
“Is that what I think it is? Angel said. A smile spreading across her face.
Karly was embarrassed. “What do you mean?”
Angel walked over... Continue»
Posted by andrewf 1 year ago  |  Categories: Shemales  |  
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Made my hubby crossdress and get fucked by bbc!

Finally convinced me husband to stop watching me take big cocks and to put on a pair of heels and to get fucked while its my turn to watch him!

ive always loved being a cuckold wife, meeting new people, having fun wherever it happens to be at, it really improved our marriage, finally i took it to the next step.

i spend alot of time at nights checking out mostly pics on xhamster and few videos. ive always been turned on by crossdressers, cumshots, and a few others fetishes im into. this time i finally got to see a live crossdresser fucked, my cuckold husband!

so we arranged to meet a f... Continue»
Posted by discreet4rmlanc 3 years ago  |  Categories: Gay Male, Interracial Sex, 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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A Lodger's Leanings

By - Lucy Roberts

A Lodger's Leanings

I was brought up by my Mum as my Dad left us when I was very small.

Mum and I had a good relationship and, only having a female role
model, perhaps it wasn't surprising that I got into wearing my Mum's
clothes. At least that was where it started but as I entered my
teens I used quite a bit of the money given to me at birthdays
and Christmas to buy my own clothes.

By the time I was about 13 I was used to having the house to myself
while my Mum was at work. As well as being able to have friends over,
it gave me plenty of opportunity to ... Continue»
Posted by jayymie 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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Daddy's Girlyboy

I was alone in the house so I was indulging in my fantasy of dressing up as a girl. I had my long hair all straightened, full make up and my skimpy sheer black thong on with black stockings and suspenders with a tight lycra dress which showed off my very girlish figure. This was finished off with a pair of killer heels which complemented my shapely, smooth legs. Dad wasn't due in for a while yet and mom was away on business. I put some music on and was enjoying being the real me for a while.

I was dancing to my music and looking at myself in the mirror when dad came bursting through the do... Continue»
Posted by sexycock3 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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First Time - Surprise Shemale

I'm an eternal masturbator. I've always like wanking and playing with myself. At a young age I worked out that I likes playing with my ass hole, sticking things in it, walking round all day with something in it. With the advent of the internet I was like a pig in shit. So much porn to be had and so many things to see and do. One day I discovered the true beauty of the shemale. Wow. Gorgeous women, with cocks. Prior to this it had been women with strapons that got my attention, but this? Perfection. Then cam the webcam. I found a couple of sites where you could interact with such beauties and c... Continue»
Posted by hungrymanx 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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First time fucked by a shemale

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair was dirty blond and loosely curled, and her face was quite beautiful. She was wearing makeup, but it was und... Continue»
Posted by surferboy_ibiza 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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He transformed me to his bitch

This happened during summertime. Just after the end of school period, last summer before college. All of my friends had left the city for a beach house they rented. I was to go several days later. So I was alone in an empty city, since everybody was away for the summer holidays.
I was waiting at the bus station when a stranger came and asked me if I knew some decent place to have a beer. I suggested him a few pubs that were close when he asked me to join him. I was surprised and a bit scared, so I kindly declined saying that my friends were waiting for me. He insisted suggesting to meet for ... Continue»
Posted by georgette32hk 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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The Postman Always Rings Twice

After I moved away from home, I felt pretty good. No one could tell me what to do. I missed only one thing: The closet of my big s****r. Since I was 13, I regularly wore her clothes, especially the underwear. As soon as I was home alone, I went to her room, and started to try on her thongs, bras and stockings. At the same time I played with my little clit and sometimes I slid some vegetables into my boypussy.
I really missed these little dress-ups, so one evening I decided to buy some own lingerie. For the beginning I ordered a cute bra with a matching thong and a pair of thigh highs. I could... Continue»
Posted by notgeile_fickstute 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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