Shemales Porn Stories
Page 4

Bondaged and fucked at a hospital: Pt 3

It's my third day at the hospital and I learned something new today. The pills they had been giving me to "ease the pain", were mixed with other ones and I hadn't known about it until this morning. These other pills had secret side effects which were only used for "different" medical needs and they seemed to slur my speech making it hard to understand what I was saying. At first I thought that it was for a short period of time but I after an hour of attempting to speak it only seemed to get worse. 

Another nurse walked in who wasn't Lisa and I wanted to ask her about my condition, but as I ... Continue»
Posted by adblman 21 days ago  |  Categories: BDSM, Hardcore, Shemales  |  Views: 3951  |  
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BECOMING THE SECRET FISHING CAMP PRINCESS


BECOMING THE SISSIFIED FISHING CAMP PRINCESS!!!!!!!!
Between being raised by a strict single parent mother, and living far out the boondocks of a small remote New Hampshire country town, my life was different than that of the other town boys.. Yes homework and then houseword were all I ever seemed to be doing.
By fully LEGAL age 18,
I was a good three to four years younger in mental developement as my mom was super protective of me, I was also still the physical size of most jr.high school boys but I could cook just about anything and even sew and do every single bit of household chore... Continue»
Posted by cddixie 22 days ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 4501  |  
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BECOMING MY BOSS MARGO'S SISSY BITCH BOY TOY.

WHEN I GOT CAUGHT GIVING A SUPPOSEIDLY QUICKIE BJ IN THE MENS ROOM STALL TO A CO-WORKER OF MINE, I WAS SURE MY FIVE YEAR JOB AS AN UNDERWRITER AT MY INSURANCE COMPANY WAS A THING OF THE PAST. LUCKY FOR ME, THE GUY I WAS PLAYING WITH WAS ONE OF THE OWNERS NEPHEWS, SO I WAS CAREFULLY TRANSFERRED INTO AN NEW POSITION ON THE SIXTH FLOOR AS THE ONLY MALE IN A SEVEN PERSON RESEARCH TEAM. MY NEW BOSS WAS AN OLDER (LATE 40'S)VERY CONSERVITIVE WOMAN NAMED JOAN. FOR THOSE FIRST TWO WEEKS, I WORKED LONG AND HARD IN ATTEMPTS TO NOT ONLY REDEEM MYSELF, BUT TO FALL INTO HER GOOD GRACES AS WELL. JOAN ... Continue»
Posted by cddixie 22 days ago  |  Categories: First Time, Shemales, Taboo  |  Views: 2753  |  
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WHEN BOTH OUR WIVES DISCORVED OUR SECRET 7 YEAR GA

It was during a Wednesday nite supper this past April when Penny my wife of seven years, suddenly looked me straight in the eyes while calling me a GAY COCKSUCKER ! Instantly while I swollowed hard and quickly looked away from her, my worse dreaded fears in life had somehow just become reality!

So as I sat there trembling with a bowed head, Penny told me all about the phone call she had gotten earlier that day from Mary! Yes the very same Mary who was the wife of my secret gay friend Robert and who had walked in on us and caught us red handed on their bed deep into a mutual cocksucking six... Continue»
Posted by cddixie 22 days ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 3125  |  
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Met 2 s****rs with a secret part 2

Synopsis: This story is about a young man named Devon who is living abroad as he goes to college. In the previous installment, Devon meets Asha and Shanthi - two half-white, half-Sri Lankan s****rs who live in the apartment next to his, and they begin an immediate friendship. With Asha, that friendship becomes more after Devon discovers that she is a transsexual. After their first night of passionate sex, Asha tells Devon that they must keep their relationship a secret because her s****r Shanthi is in love with him, and Asha fears she has already betrayed her s****r by sl**ping with him. But D... Continue»
Posted by drew1207 23 days ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1993  |  
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So hard so big hoooffff

Hello my friends. I realised u liked my diary. ((Please excuse my writing mistakes and English))
I went trough of a lot of memories, good and bad, nice and ugly ,
but most of the memories of that time is about how to make someone's happy.
After my fathers start to see me as a girl ,who can satisfy him in lots of different ways.
Slowly slowly I get use to it . To how be a good girl for him and how to quickly in different places specially in public places make a cover up story or cover my naked body for good.
I loved my father and my female part. Drawer full of panties and bra shelf f... Continue»
Posted by Echoes90 24 days ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1717  |  
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fictional bookstore encounter

This is a completely fictional story of an encounter that I have thought about for some time. I use to masturbate a lot to porn magazines and in doing so got turned on by the thought of having sex with a shemale, since there are a lot of ads in the magazines concerning phone sex with shemales showing very nice pictures of shemales and their beautiful packages. Where I live there is only one place that I know of that have shemale magazines with stories and pictures to masturbate to. Everywhere else there are plenty of porn magazines but none pertaining strictly to shemales. It is a little drive... Continue»
Posted by 6finallybi9 25 days ago  |  Categories: Gay Male, Shemales  |  Views: 1855  |  
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Bathing my Sissy

Before i left the house,
i told you that i want to take a bath with you today,
till im back you should make yourself ready for me.

As I come home,
you are standing infront of me, the whole body shaved,
a sexy long hair wig, slutty makeup with thick red lipstick
and big carol shadow.

You are wearing a bra, stockings, a garter belt, and a tiny string that can not
hide your cute sissydick.

You are looking almost like a girl with your smooth skin,
that view gets not least supported
trough the feminine round butt of yours, which even more emerges
with the 4 inch heels you wear.
... Continue»
Posted by msxxx321 25 days ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2104  |  
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I felt the big pain.

Hello my friends. I realised u liked my diary.
I went trough of a lot of memories, good and bad, nice and ugly ,
but most of the memories of that time is about how to make someone's happy.
After my fathers start to see me as a girl ,who can satisfy him in lots of different ways.
Slowly slowly I get use to it . To how be a good girl for him and how to quickly in different places specially in public places make a cover up story or cover my naked body for good.
I loved my father and my female part. Drawer full of panties and bra shelf full of creams and make ups. For long time e... Continue»
Posted by Echoes90 25 days ago  |  Categories: First Time, Shemales, Taboo  |  Views: 2195  |  
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Tranny, Wife & Me

I have always loved sex with trannies, even more than sex. Friendship and closeness that I would struggle to fin in a guy. My wife had no huge preference for Tgirls but she did have a ravenous appetite for sex and was curious enough to try everything. We decided to go to Manchester and their regular Saturday night Tranny evenings and from previous visits, we had a few drinks in Napoleon's Lounge. It was a popular meeting place for "girls." Trannies who liked other girls, trannies who preferred women and girls who were seeking for the ultimate tranny accessory - a boyfriend who would take the t... Continue»
Posted by totallyurs 27 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 3797  |  
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Drama queen part three

Drama queen part 3

The next day (Friday) I got up and dressed in clean lingerie and a mini skirt with top, I did my make up, I was getting better; especially after the tips Alice had given me. I took my dirty lingerie and loaded it into my washing machine. I did notice there were no male underwear, and did a smile to myself. I checked the skirts, top and dress I had worn and decided that they needed a wash too so they were set aside for the next load. I remembered I had some essays from Drama school to mark. The rest of my day was spent reading and marking with the occasional break for natu... Continue»
Posted by hottvcarole 28 days ago  |  Categories: Group Sex, Sex Humor, Shemales  |  Views: 1405  |  
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My stepmother has a surprise for me

My name is Robert, I'm 18, skinny and not too tall. I've never had much luck with girls, in fact I never dated one and I used to spent my days playing games on my computer and watching porn. Shemale porn. Dominant shemales fucking men. I wish i could be one of those men on the videos, that turned me on so easily.

I was alone one day jerking off watching a scene of Yasmin Lee dominating a tied up guy when something unexpected happened: my stepmother arrived early from her job, entered the house quietly and caught me. Stephanie married my father some years ago, she is a stunning white 30 year... Continue»
Posted by Asmarani 29 days ago  |  Categories: Anal, Mature, Shemales  |  Views: 12992  |  
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Oh My, You Have a Cock...

It was a regular Friday night no different from others I'd experienced before. I was lonely having broken up with my girlfriend earlier that week. What a bitch! I needed to find me a sweet woman capable of matching my libido. My last lady was all about the lights off, missionary position sex, come to think about it I don't think I ever got a good look at her naked. Those are six months I guess I will never get back. As I sat alone in my bachelor apartment, clean for a guy, but still not the greatest place to bring a chick home to, I started feeling sorry for myself. I had a feeling it was goin... Continue»
Posted by Asmarani 29 days ago  |  Categories: Anal, Shemales  |  Views: 5898  |  
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My First Girly Cock

It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. I don't consider myself being gay, but I always had that ardent lust to be with a transsexual woman. I just couldn't get them out of my mind.

This passion started a couple of years ago, while I was surfing on the Internet looking for hot stuff. Immediately I felt something. That first time, when ... Continue»
Posted by Asmarani 29 days ago  |  Categories: Anal, Shemales  |  Views: 4509  |  
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My Girlfriend's Mother Has a Secret

A young man, 18, is caught spying on his girlfriends mother in her bedroom, and is taught a hard lesson. Characters: Tim, 18, Student; Susan, Tim's Girlfriend; and Julie, 44, Susan's Mother ;-).

Julie sat at her dressing table, preparing for bed; she brushed her long dark, which was one of the pride and joys. Normally, this would help her relax and unwind, but tonight, and on several other nights, she found that remained tense. She couldn't get over the feeling that somebody was watching her, for several days, perhaps a week; when she was alone around the house; she'd have an odd sensation ... Continue»
Posted by Asmarani 29 days ago  |  Categories: Anal, Mature, Shemales  |  Views: 7230  |  
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Experiencing the Joy of being Spitroasted

Unlike most sissies, I didn't come around to servicing men for their pleasure until later in life. I started my sexuality like most guys, just looking to fuck as many girls as I could, if for no other reason than to gain experience in sex. Throughout this period of time, my orgasm was what mattered most to me. No doubt a contributing factor to my failed relationships with women. Soon, I started to visit Adult Bookstores and Cinemas. This was a turning point to my sexuality because most of the sexual contact was between me and other men. Still, my orgasm was what mattered most to me and I ... Continue»
Posted by nickelwound 29 days ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2369  |  
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Old Black Carl (Part 4



There was no getting around it, now. Carl had total control over me with those photos, and I knew it. So many things could go wrong. Carl told me to clean the house before the football game started. He sat in his recliner and watched as I performed chores. It was hard to concentrate because, not only was I scared about the pictures, but Carl’s enormous cum load kept dribbling down my leg. It felt like there must have been a quart in there. After I had finished, Carl told me to shower, and to work on my makeup. He said it was going to be VERY important that I did it well enough to pass as ... Continue»
Posted by sissirandi 1 month ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1348  |  
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Old Black Carl (part 1)


This is a true story that took place just as I graduated from High School. I grew up in a small town, and there wasn't a lot of diversity. I had a very thin, smooth body, and long flowing hair that went halfway to my ass. In those days, I thought I looked like a rock star, and so did the girls. I did pretty well. I met a lot of girls from a town about 20 miles away, and I didn’t have a car. But back then you could count on getting a ride if you hitchhiked, and I did so to hang out with the girls, often. And that’s how it all started.
I was dressed in a pair of jean shorts, sneakers and a ... Continue»
Posted by sissirandi 1 month ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 3284  |  
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Old Black Carl (part 2)

Old Black Carl (part 2)
As Carl drove with his arm around me, and me stroking his meat through his pants, he told me that a year ago his wife had died, and that there weren't many Black women around, and the white girls didn't like him because he was older. So his plan was to make do with what he had. He would just make me into his white girl. It was pretty shocking, and scary to me. I wasn't sure how far I wanted all of this to go. But as he pulled into the Adult Bookstore parking lot, he took me by the face and made me look into his eyes. “Are you serious about this? I don’t want to be was... Continue»
Posted by sissirandi 1 month ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 2413  |  
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Old Black Carl (part 3)


After the long night, we slept in late, the next day. Carl made me suck his cock again, and of course, I enjoyed it. He said he had some things to do and that he would drive me home, so that I could rest, and that he would be picking me up again that evening. He drove me home with his arm around me, and of course, he had me play with his big cock while he drove. He dropped me off in front of my parent’s house, and told me to be ready about 6. I nodded, and walked into the house. I knew I probably smelled like cum and sweat, so I went directly to my room. I thought about what I had done. I t... Continue»
Posted by sissirandi 1 month ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1170  |  
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