Shemales Porn Stories
Page 72

Pirate Erotica

Were are sailing off the West Indies. A pirate flag is spotted. The sailors begin preparing for battle. The captain advises me to go to my cabin, to keep the door locked. I pace. I fret, wondering whether the ship is prepared. Cannons are fired. I hear the sounds of fighting outside. Then there is silence. It’s an agony of waiting. There’s a knock at my door.

Who is it?

I am the only survivor from my ship. My life is spared because of my youth and good looks.

As I’m taken into custody I hear the pirate captain tell his first mate, “Don’t kill this little whelp. He’ll fetch a pretty ... Continue»
Posted by buggiebug10 10 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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True Story - about Fucking my Mouth.

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 his... Continue»
Posted by guycd 9 days ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Mon nom est Angie [1]

J'ai 18 ans et j'habite dans une petite ville du Vaucluse. Comme tous les adolescents de mon âge je me branlais devant des pornos après les cours ou lorsque mes parents n'étaient pas là. De nature curieux, j'ai voulu savoir ce que ça faisait d’être une femme. Pourquoi? Je pensais que c'était mieux que d’être un homme. Depuis que je me suis mis cette question en tête, j'ai essayer de trouver un moyen de se sentir femme au moins une journée. Le seul moyen que j'ai trouvé était de me travestir, alors je me suis mis en quête de féminité.

Je me suis préparé pour aller a une soirée chez des amis ... Continue»
Posted by AngieTv 9 days ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Following on from the signing of the contract ...

I lay on the table, my erection had disappeared and my limp cock still smeared with maids lipstick lay on my thigh. The restraints were so tight that i was already noticing that my feet and hands were without feeling and i could imagine them biting into my flesh much as they had done with maids when she was strapped onto this same table moments before. I waited looking around me and taking in more of the surroundings, i noticed just how many fixing points were around the room, there were O rings and O bolts screwed or fixed into the walls and ceiling wherever i looked and i could only begin to... Continue»
Posted by oldognewtrix 3 days ago  |  Categories: BDSM, Mature, Shemales  |  
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The new "Girl" On the Boat, Part 2

A recap: My career was spent as the Captain of a 100' high-end charter boat in Alaska. I had a crew member leave the boat on an emergency, and my office sent up a new crew member for me. Normally I interview a potential employee before hiring them, but in this case I needed another crew member fast, so he was hired sight unseen by me. His name was Louie, and he was a short, slight of build young man in his 20's. It turned out that he was also a cross dresser, and when a 'woman' her name was Louise.

The first night we had sex was while we were at anchor waiting for a storm to end. Loui... Continue»
Posted by 1kaaboom2 3 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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tv sex

4 week I was in a well known high street shop that sells men and ladies clothes..i was looking at jeans I went to try them on in cubicals men to the right ladys to left .as I shut main door it caused a draft and blew a curtain open I see this guy with good size cock in suspenders belt black stockings with his cock and balls on show he was clean shaven.i didn't bother buying any think as all I could think of was his little arse and cock I wanted to fuck him as its been about 14 months since my last had tv sex.i waited out side for him to come out wen he did he was dressed in the black stocking... Continue»
Posted by feormale 3 days ago  |  Categories: Anal, Group Sex, Shemales  |  
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Daddy's Little Slut

Here I am, surfing on my favorite porn site. My dirty little urge has taken hold of me again. After a long period of deniying myself the need to dress up, i relapsed again. I bathed and thought of trimming my pubes a bit, but ended up shaving myself completley again. I tend to do it in my urge to cam and show off my sexy body and after cumming i regret it instantly. It makes my life difficult because i have to hide my hair free body from all my workmates and friends. So here i am, shaved, smelling really good from my favorite gucci scent, wearing my dark hair wig, my sexy stockings and lingeri... Continue»
Posted by ignitron 3 days ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Dragon's Hole Part 2

On the long trek back to the room, something else catches your eye, another sign. This one says Dragon’s Persuasion. Just the name on the sign is enough to pique your curiosity, so you turn and head down this hallway. Unlike all of the other halls that are adorned in medieval decorations, this one has various colors running horizontally down the hall. The colors, you notice, are the colors of the rainbow, but very faint. You wonder what could be down this hallway and continue along until you reach a heavy oak door. You push this door open and right away, you hear moans. Not the same moan... Continue»
Posted by sabre72 3 days ago  |  Categories: BDSM, Fetish, Shemales  |  
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First meeting with Dom sissy mistress

I was a longtime secret panty sissy who played in private and only dared dream of finally meeting someone face to face when I met Miss Jamie on xhamster. We had an immediate rapport online and before long she suggested meeting. Of course, with her long experience as a sissy, and with me being an obviously natural submissive, she would take the role of teaching me my proper place as a submissive sissy. This is the account of that first meeting.

Miss Jamie's logistics were simple:
I was to park at a nearby shopping center and wait for her.
When she arrived, I was to get in her car.
She wou... Continue»
Posted by Shelleyisasissy 2 days ago  |  Categories: Fetish, First Time, Shemales  |  
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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  |  
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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  |  
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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  |  
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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 4 years ago  |  Categories: Shemales  |  
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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  |  
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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  |  
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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 4 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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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  |  
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Party Surprise - First sex as a Crossdresser.

This is a work of Fantasy. I hope you enjoy.

Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly she was jealous of my legs. She was a petite sexy woman and we were almost the same size but I still had my own stuff that I’d secretly obtained from eBay and op shops.

I didn’t consider myself bisexual, certainly bi curious at least. I liked watching guys stroke on cam and enjoyed the odd bit of cybers... Continue»
Posted by SatincdAus 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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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 3 years ago  |  Categories: First Time, Shemales, Taboo  |  
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CD at truck stop with three men

Went to a truck stop last night after a party around midnight in my sexy short dress, got out and bent over looking at my tires for assistance. Gave a nice view to whoever was watching of my smooth white ass and sexy black panties with pink trim with half of both cheeks exposed. A nice older (63 yo) black guy (Ted) asked me from his truck if I needed help. We talked and then thanked him and asked if I could help him for helping me.

We walked over to his truck and got in his sl**ping quarters. Gave him some more intimate show of my nice ass, turned around, unzipped his pants and began ... Continue»
Posted by hotcdsub 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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