Shemales Porn Stories
Page 114

My late night dinner with Keilana Love



I maneuvered my car through the heavy traffic. I was on my way to see Keilana Love, the love of my life and the most beautiful woman in the world. Work had kept Keilana and I away from each other for the last two weeks. Longing to see my darling lent urgency to my trip. Keilana and I had planned to have a late dinner and well we would see where the night would lead us.

I screeched to a halt in front of Keilana’s apartment block. I jumped out of my car and bounded up the stairs. Keilana’s apartment is on the fifth floor, but ... Continue»
Posted by Pedeco 3 years ago  |  Categories: Shemales  |  
2558
  |  
86%
  |  8

The only guy who's been able to get this tran

His name is E***. He is 19, has a very sexy deep voice (though he doesn't like his voice, so I had to just settle for his typing), a virgin (but that's not a factor), he's got a 9in gorgeous cock and is able to self suck to half his shaft.
I've helped him cum through caming before, but wasn't turned on enough to get off myself. I haven't been able to do that for in a long while. Though before today. I hadn't see him give him self head yet.
Now thankx to a friend, who I sucked off just so he could release some well needed tension. But all that did was get me horny.
So I got home, a li... Continue»
Posted by ThirdEyeGirl 3 years ago  |  Categories: Shemales  |  
741
  |  
91%
  |  7

Cruzin the Ave

About 4pm 1/31/12

On a whim I decided to go out cruzin and found a nice one. I headed west down the Ave and just started up the hill by Auto Zone and Apple Wholesale.
When one fine BSW was heading back east. Mind you I prefer W but this one was a hottie with a killer butt. Decent handfuls for tits too.
She flashed me a what the fuck do you need look and blew me a kiss. I was hooked. I knew I needed to jump this quick. I spun around and stalked her
back down to the Apple Market watching her get looks the whole way. I pulled into the lot and waited on the end for her to cross in front of... Continue»
Posted by shemalefckn 3 years ago  |  Categories: Fetish, Shemales, Voyeur  |  
647
  |  
100%
  |  2

Oh,,,,,,,, so helpless

The ankle straps of her five inch heels connected by a short chain and secured in place with tiny padlocks. A virtually unnoticeable black cable secured around her waist held the shiny steel handcuffs that pulled her silken gloved hands behind her, leaving white glossy fingers resting on the very large white satin bow that in turn hung across and down the short black silky smooth skirts and numerous frilly petticoat layers of her French maid uniform. Zipped to the neck and edged in brilliant white lace frills, the locked bodice of her dress was clinging tightly over the uplifted bosom and cor... Continue»
Posted by maidtracie 3 years ago  |  Categories: Shemales  |  
691
  |  
93%
  |  2

me and connor at the beach

well Connor always liked to parade me around and i loved it we would always be down by the beach together because he lived neat it one special night we decided we would have sex in as many places as we could all in public we went walking down the beach and he layed out a towel for us to lay on and as the sun went down Connor was sucking on my cock and nipples then he fucked me so gently it was amazing and everyone was staring at us but i loved it... Connor loved me to fuck him as well and i was a little taller then him but he was so cute to me i would love to embarrass him too but he wouldn't ... Continue»
Posted by drewcd 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
907
  |  
100%
  |  2

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 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
1613
  |  
99%
  |  5

me and connor say goodbye..

Connor and i were f***ed to separate some time ago due to his f****y moving for work. he never specified where but when he told me this we only had a few days together before he had to leave.. we spent the next day trying to figure out if there was a way for us to have a long distance relationship, and we did our favorite thing to do which was to walk through sex shops together, and we saw some kit to clone a dick.. i got excited because i thought maybe i could give it to Connor as a piece of me so we would stay somewhat close... Connor didn't know i was making it but i had it ready the day be... Continue»
Posted by drewcd 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
249
  |  
98%
  |  1

Groundhog Day - from sissifyourself blog

The alarm went off at 6 AM, like it always did. I stirred groggily and
looked over at my fiancée Leah. She looked so scrumptious lying there
that I had half a mind to blow off work and make passionate love to her,
but instead I gave her a little shake on the shoulder. She moaned that
she was awake, and she padded off to the shower. Only having one
bathroom in the apartment meant I was shaving while she was showering. It
was hard to see in the steamed-up mirror, and sure enough, I nicked
myself.


We didn't talk much at breakfast. She had a big presentation she was
making today, so s... Continue»
Posted by slim_krak 3 years ago  |  Categories: Anal, Shemales, Taboo  |  
773
  |  
100%
  |  4

First time...part 2

After lying on the bed for some time enjoying the wonderful ass I had just had she went to refill our drinks. The rum and coke had been flowing at this point and she felt that I was ready for her. As I was lying on the bed I noticed her get on her knees next to and to my surprise her hard cock was now 3 inches from my mouth. She didn't say a word, she just began to tease my lips with it. Having not had a cock in my mouth before, I was unsure what to do although heated in the moment I gave it my best.

I took her hard cock in my mouth and began to suck it while stroking it. From what I c... Continue»
Posted by tom69su 3 years ago  |  Categories: First Time, Shemales  |  
801
  |  
96%
  |  2

Changling

A Fantasie




‘My goodness!’ she exclaimed, ‘It appears that you've had an accident, youngster. You'd better come home with me so that we can make you presentable. It's quite safe, 'cos I live in the big house in the woods on the other side of the hill behind the toilets. Come along, now,’ and taking Colin's hand she led the surprised and unresisting boy through the copse.

Of course he had seen the house before. It was something that he had known about all his life; at various stages he was afraid of it, curious about it and – recently – ignored it. It could be best defined as an Edw... Continue»
Posted by kimii1234 3 years ago  |  Categories: Shemales  |  
532
  |  
100%
  |  1

First time...part 1

We had met on an adult site and after a few messages and photos we decided to meet over the webcam. It seemed like an immediate attraction as we were both very aroused and enjoyed playing for each other over the webcam.

It was a year or so earlier I had stumbled across shemale porn on the internet and I was quite surprised. How could such a fine woman also have a cock? And how could I be so attracted to her? Hmmmmmmm how could this be? I was always attracted to and had slept with women but this was new and exciting...

After the webcam playing we decided it was time to meet. I invite... Continue»
Posted by tom69su 3 years ago  |  Categories: First Time, Shemales  |  
714
  |  
87%

My proposal

As you know from my previous stories, I hooked up with one of my best friends, Sarah, and since then we were lover. After almost 3 years of loving each other, i decided to take my girl in a mini`trip to HongKong for our anniversary.

When we arrived there, we visited the town, and after some sex we went to bed. I couldnt sl**p so i`ve started to think about a way to propose to Sarah, and I had an awesome ideea, getting some help from a Shemale. I wasnt into shemale / male thing for a 3-way..but some of the asian shemales look too fucking awesome.

Next thing in the morning, while she was s... Continue»
Posted by mercander 3 years ago  |  Categories: Anal, Shemales, Voyeur  |  
1039
  |  
98%
  |  2

My Boi Trish

This is a true story about a young lover whom I will call "Trish".

I attended a Halloween party several years ago. There I saw a cute boy who worked in the same retail store I did. He was all hussied up like a gypsy (still think of him whenever I hear that song by Fleetwood Mac). He had a very smooth, lean body and I think his ethnicity was middle-eastern. Nice almond skin and jet black, shaggy hair, very thick. Anyway, he kept giving me the eye all through the night until I finally walked over and said hello. We chatted about work and other things, etc. until he finally pretended to drop o... Continue»
Posted by RazedGlory68 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
1061
  |  
100%
  |  5

Freak House Superstar Come Fest

Freak House Superstar CumFest
An Erotic Adventure Starring
Kiki and Ty Blaze
Special guest Star
Creampie4meonly
Cameo appearances by:
Mercnbeth as Betty & Merc, Handson1 as Steve & Marie,
Cocklover47 as Lee, MrAction as Jordan Charles,
MoFreaka as “... Continue»
Posted by HrnyCoCoCpl 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
938
  |  
95%
  |  27

me and connor at the movies

me and Connor loved to fuck around in public clearly from our first time.. but this time we were bold and wanted to be noticed... we walked into the theater and as soon as the lights went down we snuck up to he front just in front of the screen... and we layed down and started to 69 while the movie was starting... nobody could see us and Connor was especially excited and i had something special for him.. i grabbed his cock and said "shove it in me sweety i want to feel your cum deep in me"... he his cock deep in me and i felt his balls slapping my ass... i was trying to hold in my moans and sc... Continue»
Posted by drewcd 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
1093
  |  
100%
  |  5

She dresses him like a slut

My cock was as hard as it could get when Jaime came in the room. I could feel the moist pre cum rub on my thigh. Carol had made Jaime up to look like a total slut. Jaime had dark brown shoulder length hair, thick shades of blue that ran from the drawn on black eyebrows to her to long black eyelashes and around the bottom of her eyes, her lips painted pink with a thick coat of lipstick. She wore a tight black strapless cocktail dress that just covered her sweet spot with black nylons that had a thin dark stripe down the back stopping at her sexy black high heels. “Suck his cock now” Carol barke... Continue»
Posted by Zeffer1 3 years ago  |  Categories: Shemales  |  
1213
  |  
98%
  |  2

cdpaula Saturday nite wild time

Well saturday nite Dan invited me over to play cards with him and 5 of his old buddys.Dan said he told them about us and said they were cool with it.So I dressed very slutty,blk corset with bulit in bra and gartor straps fish net thigh highs stocking,5.5" open toe stilettos and lepard print mini dress,and all my make up and jewlery.
The card playing and of course drink were getting kind of dull so as we played cards the subject changed to something crazy wanted to do.They said stuff and it got to me and I jokely said oh just to be gangbanged an laughed.We went back to paying and I went int... Continue»
Posted by cdpaula 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
884
  |  
80%
  |  3

my first time

this will be the last story i write unless someone asks me personally for more... as Andy i felt no one loved me and if i was a girl i could be that slut and try to feel some kind of love from someone. when i was Andy i dated 6 girls in the course of 2 or 3 years and 4 of the 6 cheated on me and the other two clearly hated me and made my life nothing but misery... Ana was my only way to feel any kind of love or happiness.. when i first dressed as Ana no one was interested in me i was shy and i was still trying to find the right look for me... one night i decided to go to a party and find the d... Continue»
Posted by drewcd 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
1564
  |  
90%
  |  9

Cross dressed slavery

Oh just try it on, don’t act so…stereotypical.”

I started to protest again, I mean I was not trying to be a jerk, but I did not feel like serving as Leena’s dress dummy all afternoon. I felt uncomfortable enough around her and her clothes. The way she dressed made me crazy and I knew she would tease me all afternoon if I let her. It was my own fault really, I approached her at her last ‘fashion show’ and offered to take some pictures. I really did like her designs, but mostly because of my own peculiar fetishes. Leena worked a lot with sweaters and wool, knit creations she called them, ... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
1668
  |  
98%
  |  12

me my daughter and a shemale

my last story was with my daughter for the first time now we both have shemale girlfreind very beautiful ones they would come over me and my daughter would put on our sexy heels she picks my shoes now lol and they would fuck us both on the same bed theses shemales are in good shape they would fuck me and my daughters tight lil asses and shoot globs of cum then they would watch us creampie it out one of them came over one night when i got off work my daughter wanted me to tougue out her shemales ass while she shoots in her pussy she has a big dick mine would never reach in that far i loved watc... Continue»
Posted by keiporn 3 years ago  |  Categories: Shemales, Taboo  |  
1551
  |  
68%
  |  4