Shemales Porn Stories
Page 62

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 3 days ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1886  |  
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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 3 days ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1082  |  
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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 3 days ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 629  |  
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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 3 days ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 648  |  
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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 2 days ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1443  |  
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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 2 days ago  |  Categories: Anal, Shemales  |  Views: 1304  |  
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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 2 days ago  |  Categories: Anal, Mature, Shemales  |  Views: 2889  |  
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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 2 days ago  |  Categories: Anal, Mature, Shemales  |  Views: 5832  |  
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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 1 day ago  |  Categories: Group Sex, Sex Humor, Shemales  |  Views: 716  |  
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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 1 day ago  |  Categories: Anal, First Time, Shemales  |  Views: 1030  |  
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My new flat

I had not long turned 18 when i moved into my first council rented flat, before then i had been living at home and dressing up in the confines of my bedroom chatting to guys on web cam , some of them knew i was not a girl, but most of them did not.i am only 5ft 6in tall and weigh just under 10st i guess i have never been what you would call masculine .
i had been looking forward to and planning so much for when i moved in and had been out shopping for so much girly stuff for my new life.
I had not long got out of my Bath , skin was smooth not a trace of hair to be seen, i had spent 20 mins ... Continue»
Posted by julieanneff 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 2900  |  
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black man's sissy boy

I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.

One day when my mom was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The draw... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 6854  |  
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Crossdresser has cinema fun

It had been a few weeks since I'd had any action as Clara and was absolutely gagging for some cock. The girlfriend was away for the weekend so I planned a nice Sunday afternoon in a local-ish sex cinema. I got partially dressed at home wearing black hold-up stockings, black bra with inserts as well as see-through black panties, and a matching vest-top. I pulled on a pair of jogging bottoms and a sweatshirt, pulled on a pair of trainers, packed the rest of my stuff in a tote bag, and left in the car. The journey was uneventful apart from me feeling very lightheaded from being in a constant stat... Continue»
Posted by claracduk 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 1705  |  
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she showed them the pictures

Some years ago, While my wife and I were separated, I was out of state and she called to ask if she could use the computer at my place. When I returned home she asked about the pictures she found of me all dressed up like a whore with some guys cock in my mouth and of me setting on a dildo and taking the whole thing. I made up some story about I was experimenting with a fantasy I had but that I didn't like the real thing and I was done with that fantasy. ( I told myself she bought it.) We never talked of it again and we got back together. Life went on. Last Halloween her friend Tina and her hu... Continue»
Posted by firstknightd 3 years ago  |  Categories: Shemales  |  Views: 851  |  
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A walk in the woods.....

I was lounging around the house, like a lady of leisure, wearing an elegant robe in black lace with a pair of sensual seamed stockings held up by a six-strap suspender belt and of course a pair of my favourite spiky pointed hi-heels that are so comfortable to wear round the house. I'd put on one of my favourite bras and placed a nice pair of natural looking silicone titties inside - the whole ensemble topped of with some nice jewellery. The perfect femme fatale bourgeoise SLUT that I LUV to be. I'd just renewed my lipstick and was feeling very femme, VERY slutty and as HORNY as hell when the p... Continue»
Posted by caroletv31 3 years ago  |  Categories: BDSM, Group Sex, Shemales  |  Views: 1724  |  
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Nice surprise on the journey to work

This is a deliciously erotic story sent to me by my fellow writer Ila, I hope you enjoy it as much as I did and also the second part of the story which is to come..

I got up early this morning for a change.  I had a feeling that today was going to be a good day.  At the time I didn't realize just how good.  The sun was shining for the first time in several days.  That, at least, was a good sign and an improvement over yesterday's rain.

I headed off to the bathroom for my morning ritual.  A quick shower and then I was ready to get dressed.  I put on my normal businessman's uniform ... Continue»
Posted by keliana 4 years ago  |  Categories: Shemales  |  Views: 1187  |  
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I am such a slut .............14.

Please take a look at my other blogs to bring you up to date. They are true, both confessional and cathartic. Thank you for your comments ~Dani

I am such a slut .............14.



I found myself very horny starving for a man. I wanted someone, needed someone, really didnt care who as long as they had a nice cock. I dressed as a slut. A real slut. Short cut off jean skirt, White blouse, white open toed heels which showed my red toe nail polish. A pair of lacy black panties over my boyclit. Red finger nails, Red lips, heavy eye liner. Sprayed some Victoria Secret perfume which i had ... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 2673  |  
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Sissy Mailee's first black cock - part1

As long as I could remember I have always had a craving for black cocks. My first time was a few years ago after partying with a friend of a friend.

I had called up one of my CD friends, Suzy, to attend a Halloween party at a local warehouse. We had agreed that we’re both going to the party as slutty school girls. We met up at her place to get dress together. When I arrived at her place she told me she can’t go because she was coming down with the flu. There was no way I was going out in public for the first time by myself. I was super disappointed but she told me that her friend Brad woul... Continue»
Posted by aznfemboi 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2042  |  
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my uncle

The other day I was dressing up in my s****rs tight little black dress, I know I'm passable bit I had no idea how much... Well anyway I always heard I would look like my s****r if I had a dress on and believe me I did. So on this day I had some free time, or so I thought... I spent the day procurring my s****rs things and a few of my mom's.. see my mom doesn't have hair these days in her old age, and she is some what of a wig addict... So she has a great collection, my slightly older s****r helps her buy all of them so they are "hip styles" in moms words.. but I did my hair and makeup the sam... Continue»
Posted by 612Goo612 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 3020  |  
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My uncle Jim comes home early from work. Part 3

After that day of getting all dressed up it was harder to play dress up durning the week after school. So I had to wait till the weekend to so. Weekdays my uncle went to work at 4 in the morning and my mom went to work after I went to school. In the afternoon my uncle would get home about an hour after I got home from school. So all I could do was get some of my moms sexy panties and wear them at night and jack off into them in bed. I did go into my uncles dark room and take one of the books with the nasty pictures in them to jack off to at night.

On the weekends they were both gone so I co... Continue»
Posted by suecd58 2 years ago  |  Categories: Shemales  |  Views: 2146  |  
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