Shemales Porn Stories
Page 72

first time with a strap on

I think I can trace my new addiction back to a short fling I had with a girl a few months
back; I'm 22 years old slim; about 6', and fairly good looking. Not trying to be conceaded
but simply stating girls would be atracted to me however it would be difficult for me to
progress with them because I am so shy. Well back to the story; I Kristen at a local college
bar; very pretty but a bit on the rocker chic side. I lived on campus in a converted
victorian house with several room mates. We had several sexual encounters which were great
but on the last 2 occasions kristen let me fuck her ... Continue»
Posted by kellyblue66abc 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 1711  |  
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Angel and I share Laura

Laura and Angel had been friends since Laura moved to the area a few months earlier. They had met through work and became fast friends. Both Angel and I had been attracted to her since we had met her. She was 25, short only about 5 feet tall, skinny, but with lovely big tits. She had big brown eyes and mouse brown hair and a beautiful smile. Not only that but a lovely girl smart and funny. Angel had asked her to join us in a threesome but she didn’t want to as she was only interested in Angel not me. She asked if she would be interested in just letting me watch, but she still wouldn’t go for i... Continue»
Posted by onebaddaddy 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2079  |  
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from a friend :)


from a friend, pretty hot!


So when you go to work wearing hot lingere, assume nobody knows. Have you ever gotten so hot you've gone into the washroom and fingered your boiclit and cum?
Just the thought of you doing that is hot and gives me a nice hard cock. I'd love to follow you in and as you finger yourself I stand over you and you take me into your mouth and suck me till I gush a nice load of cum into your mouth and you drink me back, every drop! Then you shoot all over your belly, clit and thighs. I refuse you to clean it off and make you wear your cum all day. You give me your ho... Continue»
Posted by sabia 2 years ago  |  Categories: Shemales  |  Views: 551  |  
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Cindy Growing Up

My first memories are of my mommy playing dolls with me in my
crib, and singing softly as she nursed me. I grew quickly, and I
was a chatty little k**, and by four Mom would take me out to
play with the other little girls. I remember always being dressed
in skirts and layer after layer of soft, frilly underwear.

I was treated like a little princess, and by five I was told that
my father had died just after I was born, leaving Mom enough
money to raise me without worry. I also learned I was different
from the other little girls. Mom explained that some people are
born without parts, ... Continue»
Posted by alex_wd 2 years ago  |  Categories: Fetish, Shemales  |  Views: 1672  |  
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foxxiroxxi takes two BBC,s in sex shop

The other day i went shopping for a sexy fetish outfit for a fancy dress party , the theme was doctors and nurses so i decided to suprise everyone at the party and turn up in a naught nurse outfit with platform heels . Looking online i found a sex shop that had the outfit that was going to blow every girl away at the party. It was red and white extremly short and tight , they also had all yhe accesories to go with it . When i got to the shop there was this big fit and very hot black guy w... Continue»
Posted by foxxiroxxi 2 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 1245  |  
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SHORT STORY 1





I smoothed down the front of my piny. My uniform was looking sharp today. Mistress told me I must look my best for this special day. But that’s all the information I had been given. I picked up the tray with mistresses breakfast and started the walk up stairs. My hands were trembling with anticipation. I pushed open the door to her room. I was greeted by her beautiful smile and a gentle wave towards her breakfast table. I put her tray down and stood back waiting to be dismissed but the dismissal didn’t come. “maid” my mistress mouthed “come to me” I walked towards my mistress she was... Continue»
Posted by littlebiker 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 510  |  
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Ladyboy DP for Thai Wife

I opened my eyes and lay still in bed, awake unusually early. I could feel the warm presence of Noi snuggled up in bed bedside me. She was sl**ping face down with her little bottom next to my right hand. I reached out and touched the warm butt cheeks of Noi's tight and shaped ass. I gave them a fond little squeeze and felt my cock stirring with desire.

Noi was your typical lovely pleasure loving Thai woman, very petite with a slender shaped body and girlish hips. She had lovely soft silky brown hair and a wonderful pair of red lips that were delicious to kiss, as feel heavenly wrapped arou... Continue»
Posted by sanpeesua 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 2083  |  
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The continued adventures of Allison the cumsissy

The Continued adventures of Allison the cumsissy
This is a continuation of the same sissy slut’s story from my two previous works about Allison the sissy schoolgirl and her black daddy.

After the week long fuckfest, Allison the sixteen year old sissy schoolgirl boybitch had with her black daddy neighbor, she realized she was meant to a be a sissy cumwhore and decided to shop for as many sissy items as she could afford as soon as she could discreetly do so. As luck would have it, the following weekend her parents informed her that they would be going out of town yet again to visit his mothe... Continue»
Posted by AllisonCumms 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1940  |  
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My first time as trany


Many times in my puberty secretly wearing panties of my mother or my s****r, and I looked in the mirror and I exitaba much finished masturbating several times.

One afternoon when he was almost 20, my aunt asked me to help you move from flat boat that calls me a bag of old clothes which I call my curiosity and take her home; Upon arriving home I looked it had in the bag and found three pairs of socks one corsel league, thong panties and some several gowns. Which used at night and in secret of all.

For hallowing night we had a costume party at the home of my best friend Manuel "Manuel wa... Continue»
Posted by elsuper-raton 2 years ago  |  Categories: Shemales  |  Views: 511  |  
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My first time as trany


Many times in my puberty secretly wearing panties of my mother or my s****r, and I looked in the mirror and I exitaba much finished masturbating several times.

One afternoon when he was almost 20, my aunt asked me to help you move from flat boat that calls me a bag of old clothes which I call my curiosity and take her home; Upon arriving home I looked it had in the bag and found three pairs of socks one corsel league, thong panties and some several gowns. Which used at night and in secret of all.

For hallowing night we had a costume party at the home of my best friend Manuel "Manuel wa... Continue»
Posted by elsuper-raton 2 years ago  |  Categories: Shemales  |  Views: 354  |  
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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  |  Views: 1604  |  
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A Slut is Born

A Slut is Born
I am a bottom for sure. It has been a long time, 20 plus years, but do miss it alot. Back then, I was in my 30's and this guy I met while I was tending bar talked me into coming to his camp for some fishing. Needless to say I was the fish and did not know it. He picked me up and we went to his camp which was 1 big room with a kitchenette and a big bed, sofa and a TV. The bathroom was small with a shower only. I noticed right away he had a wall filled with VCR tapes and I am a movie buff so went over and started checking them out. HMmm, I did not recognize the titles but felt t... Continue»
Posted by iwannabeacumslut 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2102  |  
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A Very Good Night

I sat on the edge of the bed waiting for his text. He told me he would let me know when he pulled into the parking lot so I could be ready. He wanted it to be completely anonymous. The room was mostly dark and I was to be blindfolded and on all fours, ass up and at the edge of the bed ready to be fucked. I LOVE anonymous sex. Sex clubs, video stores, cruising spots. The act of taking an unknown cock in my hungry cunt had my heart racing. I had no idea how old he is, age, or his race. All I knew about him as that he loved to fuck tranny pussy and fill it with cum.

My phone went off and I ope... Continue»
Posted by kbking70 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1792  |  
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My new ladyboy- LittleLi - Part 1

It was nice to meet my new freind littleLi. I met her at the library at college one day and was immedietly attracted to her. Her long dark hair and big brown eyes, with a lovely sweet smile. She was wairing a little cropped T shirt with a hello kitty picture on it, showing off her smooth honey coloured tummy, cut off denim shorts, white frilly ankle socks and black patent pumps. I thought to myself, only an asian girl could wair little frilly laced ankle socks and mary janes and get away with it! I had known for ages i was bi, so i was not suprised that this fanatastic girl standing in fron of... Continue»
Posted by igglepiggle 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1890  |  
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My Ladyboy- LittleLi- Part 2

After LittleLi had finished swallowing my cum, she fell back and i noticed she still had on her frilly ankle socks and MJ,s. Now that I knew LittleLi was a ladyboy i could tell her about my collection of stockings, panties, shoes and dresses that i liked to get dresssed in. LittleLi loved the the fact and took off the rest of my man clothes. I got up off the bed in front of her naked and went to my cabinet with all my fave clothes in it. I lay out satin frilly panties, stockings of all different colours and school uniforms with knee socks from Japan to England. LittleLi immediately ordered me ... Continue»
Posted by igglepiggle 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1277  |  
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my first gay experience

it was the christmas party and last orders were finished, so i was making my way out when debbie and jenny two lesbians who i work with asked me if i fancied another drink. yes i replied where are you going? we are going to the gay bar wanna come? after a brief pause i said yes but only because i want another beer. we entered the club and i bought the girls a drink, after about five minutes this stunning brunette came over and started hugging the girls, then they introduced me, paul amanda amanda this is paul. i just stuttered as i shook her hand she was amazing a tight fitting little black mi... Continue»
Posted by pabs42 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2940  |  
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Sissy crossdresser and her Black Daddy Part 2

After nearly a week of almost nonstop creampies, facials,deepthroating blowjobs and bareback anal fuckings, my black daddy and I were sad to know we had one more night in which to have our nasty, kinky fun before our respective f****y remembers return. I had dressed in all manner of nasty lingerie and costumes for his black cock to use and I loved every second in which he entered my holes. This being our last night together my daddy told me to "take a shower white slut, and make yoself pretty. I got a surprise for dat ass babygirl". My cock could hardly get any harder I was so excited. I enter... Continue»
Posted by AllisonCumms 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 3136  |  
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First time giving a blow job.

I was a bit younger than I am now when I met a boy a bit older than I was who just caught my attention. He was a closet gay, I was bi-curious. He was so attractive. 6'1", 80kg, tan, short hair, brown eyes with a great fashion sense. For now, we can call him, Joey.

My friends and I were out clubbing one night when we stumbled upon Joey on his own at the bar. My friends were more interested in dancing, but I wanted to sit with him and see what was up.
We chatted about minor things like school, parents and our sexuality. He was the first person I told that I was curious and I was the first to... Continue»
Posted by ShulaV 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 3950  |  
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Cruising and Swinging 3

Blackmailed
It was about an hour after dawn on the third day of our Mediterranean cruise. I’d left my wife Melissa, asl**p with our neighbour Roger in his cabin. We’d spent the previous day fucking with Roger in the ship’s sauna and in his port-side cabin. I awoke to watch Roger and Mel making love, but once they went back to sl**p I was wide awake and slipped out to go for a swim.
I had swum about half a mile and was looking forward to the rest of the day as I walked back to our cabin. When I got there, our Brazilian maid, Maria, approached me looking concerned.
“Meester Jac... Continue»
Posted by lankybacon 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2570  |  
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Schoolgirl Sissy Crossdresser and Her Black Daddy

WARNING: This fictional story contains graphic sexual/profane terms and scenes. This is a work of fiction, a fantasy, and is meant to be enjoyed by horny fucking perverts like myself.


I can't believe this is happening right now. Here I am, a 16 year old white boy dressed in the sluttiest schoolgirl costume and makeup I have ever seen, being barebacked by an older, married black man. How'd I get so lucky?! Let me start at the beginning...

It was summer time. As always I spent my summers hanging out and occasionally mowing neighbors lawns for some extra cash. Although I wasn't exactly th... Continue»
Posted by AllisonCumms 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 4250  |  
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