Shemales Porn Stories
Page 72

that's how I want my gf to cuckold me D:

That's a question I got ask:
Would you rather cheat or be cheated on? And what would be your fave scenario?

That was my reply:
What kind of a sub-sissy would I be, if I would want to cheat on my mistress? ô.o

Fav scenario huh?
Hope at least one person will read the whole story… It took me so long :o

I would like her to tell me about some guy that’s in her class. Let’s call him Dave.
She always complains about what an asshole he is, and how he tries to hit on her everyday. But one day she just stops talking about him.
After two weeks or so I ask her about him, and if... Continue»
Posted by Vivien_Lynn 8 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Angel Buxoms nite with Mr. Supercock

My huge stud Mr. Supercock held me by my little hand and led me into his private elevator to take me up to his private residence leading me over to a seat ,sort of like a throan sitting down in it he lifted me onto his lap and was squeezing my huge tits through my sexy new bra ,"Fuckin huge tits you have my little slut as he mauled them with one hand his other went for my tinny throbbing clitty his big strong fingers engulfed my entire clitty/cock the second he touched me I came a huge gush of cum blasting through my sheer panties into the palm of his hand jetting out a small load maybe a bit ... Continue»
Posted by rachels_pimp 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Lisa Katie Day A little Tgirl Tart In Training.

Lisa A little Tart In Training. (part 01)...

I’m standing at the bedroom dressing table just putting on my red gloss lipstick I see you standing in the door way taking in the view of me in my Mrs Christmas outfit exactly as you see me in the photo's no my page here, Black & red Basque with suspenders, red silk thong Knickers, red stockings ,white frilly ancle socks, and my sexy santa's helper costume with my Red 5" high heels.

You walk up behind me, You startle me as you slap my ass and say you Naughty girl lisa, you've got my cock all hard with that sexy red number that your wearing you... Continue»
Posted by lisa_katie_01 9 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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She tricked me & am I glad

My most frequent fantasy is to be dressed like a slut for black men. I think about it at least 3 times a day. The most recurring fantasy is when I meet this black woman that turns me on. We talk for awhile and it seems like we are hitting it off pretty good. Then out of the blue she asks me if I want to continue this conversation at her place. Could I be this lucky? This fine black woman was inviting me to her house? Yes I told her smiling from ear to ear. She smiled back and told me to follow her. We get to her house and she tells me to have a seat while she gets more comfortable. I am sittin... Continue»
Posted by iwannabeacumslut 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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A Night i will Remember 4 Ever

About six months ago I went to a transvestite bar and dance club in the centre of the city where I live. I was dressed in my sexiest all-leather shift minidress, sheer stockings and 4-inch stilettos, and my favourite blonde wig. I was fully made up with long false eyelashes and blue shadow, painted nails, and dark purple lipstick, and my most valuable gold necklace and large chunky earrings. Though I say it myself, I looked beautiful. I have a very good figure – I need to, in my line of work – and long shapely legs.


I knew as I walked across the dance floor that I was drawing... Continue»
Posted by lindaj217 5 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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First Real Cock i got

I must have been around 15 and it was during a carnival festival. Most of the boys were dressed as cowboys, super heroes, firemen etc. For me it was the chance i was looking for to dress up on woman's clothes.
I had picked up a mini dress, fishnet and a small top that was letting my belly free. I got a blonde wig (not the best quality) and tried to make up as good as i could. The result was not the best but for me it was huge.
I went down on the streets to walk without fear as everybody was dressed up, ended up with a friend of mine in a bar. He was dressed as an old granny!!!
After half ... Continue»
Posted by crazysissy 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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Helping a Friend....part 2

I had seen Anna at work for the past two weeks…not a word of what happened at her house, when I fixed her sink. What a great night that was……………the night I found out she was a shemale!
I fantasized about Anna all the time, yet nothing from her. It was our secret, and I dare not blow it with her.
Finally one Friday Anna walked by and said she needed part of her wooden fence repaired, I told her I would be there first thing in the morning.
I got there early, Anna greeted me at the door wearing a short skirt and red top, smiling, all the stuff you need is on the back. She gave me a quick ... Continue»
Posted by edukateme 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Found out and Sissified by Wife Part II

After our first encounter Karen began buying me more frilly girly things and making me dress up for her. Pretty soon after that she started putting some makeup on me and bought me a blonde wig. I really liked the way I looked all made up in slutty clothes and heavy makeup and she did too. Then we would sit in front of the computer and we would watch porn together. It started with femdom stuff, with the girl fucking the guy with a strapon. Then pretty soon it graduated to CD porn, with sexy CDs sucking cock and getting fucked. Pretty soon after that it was just gay porn, usually guys sucking ea... Continue»
Posted by smilinwillie2001 10 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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Made me a woman pt.2: Degradation

I'm regaining my senses... im on my back, in my bed, im naked, i feel an around me, and heavy breathing next to me. My big black man was sweating and panting. im sweating, my body is shivering, and my ass is raw and leaking out his cum. His hands start running all over my body groping my tit, rubbing my phat ass. i can feel myself getting excited again and getting hard. he notices that so he spits in his hand and grabs me by the crotch. again his massive hand completely takes me and he starts rubbing me. i start moaning and gyrating my hips on his hand. he leans over and whispers in my ear "yo... Continue»
Posted by alexismorel 2 months ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
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my fun at the glory hole

without any girl outfits still ive always been sad that i cant go out as Ana and find some nice boy or girl to go home with and have them fuck me.. but today i found somewhere that had a glory hole near by..i was so excited to hear this because i could do everything i loved to do before.. i arrived around 8 seeking in and once i was in the room it wasn't long before i heard someone next door.. i was so nervous to say the least.. i hadn't had sex or sucked dick for three years could i do all the things i did before as well as i use to.. well anyways i heard someone walk into the room next to me... Continue»
Posted by drewcd 4 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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Something new...........

Andrea was out all morning, running around doing things and getting ready for our trip. She was taking me to some erotic retreat somwhere, sounded like a lot of fun. I showered and got dressed and was standing in the kitchen at the table, when Andrea come home........

She loked at me gave me a little smirk then kissed me really hard, then pushed me to my knees and told me "Baby, suck my cock honey.....be my good slut, suck it." in a demanding voice, I obeyed and unzipped her jeans and pulled them down just past the round of her ass, He bulging cock moved in her panties and stood stright... Continue»
Posted by rockerroller 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Trapped and Trained Sissy Ch. 03

Trapped and Trained Ch. 03
The next few days felt like a lifetime for me. I couldn't sl**p at night - every time I closed my eyes, all I could see were replays of myself, dressed like a whore, being strapped to a padded sawhorse while it fucked me from both sides. Everything I ate and drank had a horrid aftertaste of that bastard's cum - it was as if that taste was permanently embedded in my ataste buds now. The back of my throat was sore so it hurt to speak and my pussy... no, my ass, as I had reverted back to calling it... was sore from the repeated violations it suffered.

I went through... Continue»
Posted by hpm12 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sucking cocks in DC

I stayed at a hotel in DC. I put an ad up on CL to give blowjobs (put a picture of me in a teddy up). I had several responses but I chose two. The first that showed up was a 6'3" tall black man!!!! OMG!

I let him in wearing the teddy. He looked me over, pulled me in tight and gave me an incredibly sloppy kiss! As he released me, he pushed me to my knees, I thought I was going to take his cock into my mouth right in front of the door! Instead, he walked over to the chair. He told me to shut the door but not all the way and crawl over to him. Of course, I did... leaving the door op... Continue»
Posted by vickiebicd 6 months ago  |  Categories: Group Sex, Shemales, Voyeur  |  
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She Took Control

I was at the bar on a Saturday night drinking as usual. I was scoping out the girls and hoping I could find something to spend the night with. I found absolutely nothing. I continued to drink and drink and drink until I blacked out for the most part and can’t really tell u anything after that. When I came to I was in what appeared to be a woman’s room, there was a fish aquarium in the room and it appeared to be early morning outside. I had morning wood and I was wearing some males bikini cut underwear. I rolled over and saw a photo of a beautiful yellow skinned African American lady. She had l... Continue»
Posted by 1234spence 3 years ago  |  Categories: Gay Male, Shemales  |  
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i cant baleave i just fucked a shemale

I was at work and the express had hired a new sectary for me I asked her I said hey crystal can u get me my papers please from my printer cause I was writing and needed to save time crystal walked over and bent over a little she was dark black I mean real black she had thick legs big booty nice thin abs big lard tits long bl**d red hair red lips bright green eyes panties hoes on red thong red dress shirt black dress suit and skirt crystal said it ok to stair I said im not im working she dropped the papers and bent over to get them opps she said then I started really staring she said see I kno... Continue»
Posted by gothicslave27 6 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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my first granny

one day i went to go see my grandmo0ther at her house and when i got there she come in and sit down so idid and then after i sat down she sat down right beside me and said to me if i want'ed to fuck her right there and before i could say anything she unzipped my pants pulled out my cock and started to suck it then she stood up and pulled her panties down and bent over and said fuck me fuck me hard let me fell your big cock in my pussy and here i am fucking my 80 year old grandmother as i was close to cumming i told her and she turned around and took my big load in her mouth and that is my stor... Continue»
Posted by reminton 5 years ago  |  Categories: Anal, Mature, Shemales  |  
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Confessions of a tgirl slut


When the day started, I had no dates, no arrangements of any kind. But I was feeling horny. I needed cock. I'd gone over a week without sex and I am one cock hungry sissy slut. I'm getting on a bit but I know how to dress and do my makeup. I like to think I can embody a straight guy's fantasies and give him the sex his wife won't and dress in a way genetic women generally can't be bothered to do. So I never wear tights - always seamed stockings, generally with a Cuban heel. I'm also crazy about garter belts with multiple straps, the more, the better. Heels - no less than six inches. A corset... Continue»
Posted by NancyBerlin 1 month ago  |  Categories: BDSM, Mature, Shemales  |  
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THE TRAIN JOURNEY IN INDIA - PART I

Hi all

this is a true incident happened to me recently.

I had to go on a business trip to a small town in central India and there was no flights to the place so i booked a train ticket first class.

I had to take the train from New Delhi and be fore boarding i bought my self a nice bra with D cups a matching lace panty and thong, a pair of panty hose, transparent full length nighty with just a string to tie it in the front. I bought a cpl of packs of smokes and a bottle of whisky and got on the train. It was around 6 pm and as luck would dhave it i was alone in my compartment of the... Continue»
Posted by hornyboyind 3 years ago  |  Categories: Shemales  |  
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Sissy Emma is Turned chapter 2

At that point I was allowed to go back upstairs and remove everything and go home. As I was walking out towards the door, John said he would see me the next week. Not if I can help it I thought.

Once I got home, I quickly got into the shower and washed away the thoughts of what had happened to me and was soon in bed and fast asl**p.

Over the next few days, I began to forget of my ordeal and resolved to keep away from any of the chat rooms. I hoped I had learned my lesson.

That was before I received an email from him. Attached was the video of me, but it had been edited. None of the pa... Continue»
Posted by emmahighheels 3 years ago  |  Categories: Shemales  |  
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Pia's T-girl adventure

I met Pia a couple of years ago when I was out with friends at a transgendered night club in London. Originally she was born in Finland but she has lived in London now for several years. Her looks are typically Scandinavian with platinum blonde hair and a beautiful, friendly smile. Although I had never had sex with her or seen her naked, I could tell that she has a lovely, shapely body. After chatting with her I discovered that she is bisexual and really only interested in meeting other woman or couples after enduring, what she calls, too much ‘vanilla sex’ with straight men. I also discovered... Continue»
Posted by lightwave40 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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