Shemales Porn Stories
Page 73

A date with a straight college student

I had been chatting with this boy for a while when he finally told me his parents were out of town and he had his father's car. So we set up a date in the evening. I told him to pick me up by his car from somewhere. I was pretty excited, this jock was a very good looking guy with a slender athletic body type, brown hair/blue eyes. I always had a thing for blue-eyed boys. I was thinking about those whilst putting on make-up in front of the mirror and combing my hair.
I was a lil bit nervous when he picked me. He looked even much more handsome than his photos. Because he was lacking a web cam, ... Continue»
Posted by Slave4str8twinks 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1811  |  
93%
  |  5

Sweet Charity

You may have heard of the phrase sweet charity, well in my case it was certainly sweet to me. I have built up a large part of my CD wardrobe through judicious visits to charity shops wherever I may be in the country. In one of my local charity shops there's an assistant called Wendy who I would judge is in her mid fifties but looking well on it. She's always well turned out in neat blouses, always a just above the knee skirt, never bare legs and 3 to 4 inch heels of various kinds. I must admit that my fairly frequent visits to this particular shop engender a feeling of hornyness on two counts.... Continue»
Posted by MichaelaCD 2 years ago  |  Categories: Shemales  |  Views: 1066  |  
93%
  |  5

Back to the shitty date which ended up not so shit

I straddled Ron, the black hung stallion and impaled myself on that huge cock. I slid the whole length of that massive shaft swallowed that shit up, til I felt it in my lungs. It must have felt good because his eyes got all googly watching me take that black dick all the up inside me! It felt soo deep pulsating inside me!

then WTF? Andre, starts to straddle his face and get rimmed by Ron! I knew these fuckers were fags, and that really fucking turn me on! Not because I'm into gay sex or anything. Just into the possibilities it presents!!!! I start to grab his balls and stroke dre's ... Continue»
Posted by sataori_fukame 9 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1139  |  
93%
  |  4

mature crossdresser & 18 year old PART 1

Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels.
A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother her that i was a cd/tv she said nope. Well after couple weeks we became good friends and found out her son was shy and kind of a nerd. One day she came over to me and was little upset over something she found in his room.I said what did you find d**gs or what? She said no,and handed me a note book t... Continue»
Posted by cdpaula 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 1571  |  
93%
  |  5

My shemale boss part 3

I was woken by the vibrating noise of my mobile and looked over at the time, the bedside clock said 1am. The caller I'D on the phone simply showed Bitch, naimly my boss Miss Jones, would she never leave me alone.

I answered the phone and still being half asl**p simply said 'yes'.
'Don't answer me with that tone Rob' she said. 'Sorry, but its one in the morning' I replied.
'Be a darling Rob and pick me up from the club, text me when your outside'. Before I could say anything she hung up.

I pulled my arse out of bed, slipped on some tracky bottoms and a t-shirt, jumped in the car and dr... Continue»
Posted by big_rob49 1 year ago  |  Categories: Shemales  |  Views: 1500  |  
93%
  |  6

Long Time Crush

When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and what ever else high school k**s do. His f****y was from the Phillipines and he and his s****r were the first generation born in this country. His s****r Mai is the focus of this story. She is two years younger than Dave. I had a crush on her from the moment I saw her. She was one of those girls that even at a young age people would say how beautiful she was. Long black hair, deep brown eyes and that great skin tone she was just stunning.
But as she was only ten at the time I ... Continue»
Posted by triphammer73 7 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 3349  |  
93%
  |  4

On the street with Luci

About a week after my fantastic session with Luci and Karen, I was walking down the street in the city. I got a text. It was from Luci. It simply read 'Stay there Ill meet you very soon.'
Strange!
I looked around and couldn't see her anywhere, so how could she know where I was?
I stood and waited a couple of minutes. (I was standing in a small corner between two shops) Luci suddenly appeared round the corner.
She was wearing an ankle length coat and lovely strappy sandles. Her hair was glistening in the sunlight. Of course we kissed lovingly. I asked her how she knew where I was? She confe... Continue»
Posted by cockhappy 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 696  |  
93%
  |  2

First time with a shemale

I must have been 16 back in the day, but I always looked older so it didn't really affect anyone's judgement in the sex world that I had loved since I can remember jerking off for the first time.
I was walking the streets of Amsterdam that day, the Red light Disctrict looked like paradise on earth, all those hot hot girls smiling and telling you to come in...I don't even know how much they wanted, I didn't care, just walking in those tiny streets and seeing those creatures was more than enough.

There pretty much everything there, from the porn starlet straight from Poland to the big Colomb... Continue»
Posted by joelo 2 years ago  |  Categories: Shemales  |  Views: 754  |  
93%
  |  3

The Slave and the Sissy Part Three

I was more frustrated than ever now; Ella laughed wickedly as I was led away on my leash, my cock pulsing and dribbling like mad in its cage, was there no end to this torture? We turned a corner and we were approached by a smiling harem girl who, giggling passed a sack to mistress. We stood by a door to another room. Mistress tickled my balls before handing me the sack.

“You have five minutes to complete a task for me; I want you to put all the black ones in the sack.” She smiled and lifted her chin dominantly as if to say ‘I mean it.’ I was puzzled as she opened the door but asked no q... Continue»
Posted by midsummerman 1 year ago  |  Categories: BDSM, First Time, Shemales  |  Views: 510  |  
93%
  |  4

Trucker tales

The potato farmer and his wife (and a surprise bonus)


I recall this from memory to the best of my recall

It was a really hot day down in the panhandle of Texas My dispatcher had pushed me to get down here for a load of potatoes and I had been driving for about 10 hrs strait and I was running close on my 70 also so I just wanted to get to the farm and get the load on and then find a long shower and a hot meal and a cool beer cause I didn't have the hrs to go anywhere.
When I finally found the place it was out in the middle of nowhere I could see 2 other trucks in the ... Continue»
Posted by hotmedic 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2470  |  
92%
  |  6

A Dogging tale

Last month I went dogging. I don’t often go out to dogging sites as there is always a chance of police being around and you sometimes meet the oddest of characters. But I was feeling very horny and there was nobody around to play with so I got dressed and drove off.
I wore some black sexy lace panties and a matching bra, a black half slip and a blue mini skirt and blue top. Also I had on black holdups with a nice lacy top, shiny black court shoes. I was fully made up with lots of pink lipstick and my hair was brushed into a short but femme style. I lube dup my arsehole in anticipation of find... Continue»
Posted by aln1174 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 2757  |  
92%
  |  6

One day

I had exchanged emails and photos with Jennifer. She quickly answered the door and I noticed her plus size shape peeking through a sexy black teddy as she guided me in the room. As I stepped in the suite I saw the focus of my attention, Alexia. She was sitting on the hotel couch I was floored by her beauty. She looked a little Hispanic and Asian with blonde hair and black roots peaking through. She looked to be in her upper 20’s with a smooth face covered in a bright orange tinted foundation, light pink lips, light charcoal colored eye shadow all the way around her eyes with dark black eye bro... Continue»
Posted by Zeffer1 2 years ago  |  Categories: Shemales  |  Views: 708  |  
92%
  |  2

BLIND DATE NIGHT part 2

He grasped my hand and we walked briskly from his car to the door of his condo with my 5 inch black heels clicking madly against the concrete. We moved in such haste that I was afraid I'd come tumbling down from the height of my heels. Once inside the condo he roughly grabbed me and pulled me tightly against his taut gorgeous hunk body. He leaned down and locked his lips to mine. He used his tongue to easily part my lips and f***ed his tongue down my throat. Our tongues quickly met and began a dance of passion. I was in heaven and ready to give myself to him totally, wantonly, eagerly and sure... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, Shemales  |  Views: 695  |  
92%
  |  3

The Shoe Store

The Shoe Store
By
L

Adam hated working Wednesdays. He works the entire day from opening to closing every Wednesday. His manager always takes Wednesday off. This was mostly a boring day for Adam. A few women came in the store before lunch which was a disappointment for Adam. Adam is a bit of a pervert. He likes to take a peak up a woman’s dress or skirt while he is putting on shoes for them. The morning customers all were wearing slacks.

A woman came into the store a little after lunch time. She was wearing a halter top with a short skirt, stockings and heels. Adam went over to her ... Continue»
Posted by Len1958 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 2247  |  
92%
  |  11

How I became a GURL -- Part III -- Fulfilling the

Now that I was fully versed in being a gurl, I needed to know if I could turn a man on in person, not just looking through a glory hole. I wanted to have a man treat me totally like a woman, take me to a hotel and make love to me, completely as a woman.

But where to find the guy?

The answer was a chat line. I got an account as a girl -- I signed on as Jennifer, explained what I was and what I was looking for. As you can tell my voice is very fem (listen to my voice into or watch my vid it you don't believe me, giggle) and it was pretty easy to turn guys on and grab their attention.

... Continue»
Posted by jenn1 2 years ago  |  Categories: First Time, Shemales  |  Views: 795  |  
92%
  |  12

Domestic Bliss, caught dressing and my life was ch

As I mentioned in another story, I started dressing when I was around 11, at first in my older s****r’s clothes, she was just getting into her teens and had her first bras and stockings and I had my first thrill wearing them. There were just the three of us at home, Mother, s****r and I, father had long disappeared. Mother worked in the fashion industry so back in the 1950s/60s/70s when there were still the classical fashions being worn daily, she was always immaculate.

As I got older, I started to wear her clothes and then one day, my s****r, who was supposed to be out, walked in and cau... Continue»
Posted by antoniaf 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 819  |  
92%
  |  4

Seduced nad Feminized



Michael-Michelle

SEDUCED & FEMINIZED

Strange feeling as he left home that morning. Couldn't put his finger on it. Like walking toward edge of a precipice or something. Kinda anxiety of something totally unknown looming.

Maybe just feeling guilty throwing the wife about during the night, Mike thought. Well, he'd been justified in slapping her face, grabbing her head and jamming his cock in her mouth to get a decent sucking. It was his right, she was his wife. He'd been left damn frustrated being teased by that damn whore in the bar earlier that evening. His mojo mus... Continue»
Posted by klammer 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 159  |  
92%
  |  1

My First Time With Paul

Paul & I had been chatting on a very popular web site's chat room. He was in Glasgow on business and was one of the rather more fit looking guys who wasn't embarrased to show his face on his profile. I was later to find, his body & manhood were equally as yummy.

We arranged for him to pop round to my comfortable flat in the city centre, confirmed by text & then phone so it was off to get ready for my sexy date.

I showered, got dressed in some nice black lingerie - bra, panties & suspender belt I opened a pack of new sheer black stockings & slid them up each smooth leg, clipped onto the 6... Continue»
Posted by Caz_TGirl 1 year ago  |  Categories: Anal, Shemales  |  Views: 941  |  
92%
  |  6

Am i Bisexual?

Lately i have been somewhat confused and hornier than ever for the past couple years. I have sex with my gf almost daily now, so its not an issue of not being laid. But lately i begain a penis attraction and i will explain.....

I enjoy looking at guys cocks and sometimes fantasize about fucking them in the ass or them fucking me. However, i dont really feel attracted to a man himself....just his cock and ass.

I love shemales, i have since i was a teen. The idea of a chick with a dick turns me on more than anything.

I love anal sex and my gf somtimes uses a strap on dildo on me during... Continue»
Posted by firm7monster 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1486  |  
92%
  |  7

TV Times

One evening I was online when someone wanted to start a chat with me. It was a bi guy who enjoyed cross dressing and having viewed his online profile I said “Hi” and we got to talking.


He was married guy named Mike and he had a very understanding wife who allowed him to meet men and allow him to explore his feminine side by dressing up. His wife did not participate with him and none of his explorations happened at home.


During our chat he explained he’d just bought a pair of long, nearly thigh high, boots and he longed to be fucked whilst wearing them. He was off th... Continue»
Posted by hotbiguy 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1207  |  
92%
  |  11