Shemales Porn Stories
Page 120

FoxxiRoxxi xdresser slut fucked by BBC

Well this has been a fantasy I have had for a long long time .I'm a married man with a f****y and love fucking my wife she has a shaved pussy and a few sex toys so our sex life is good. However I have been xdressing on and off for about 12 years now and I really love it . I really love the feeling I get when I get all dressed up .I could easily have a sex change if I didn't love my f****y so every now and then I get a hotel room and spend the afternoon getting my outfits ready and my wigs brushed for my night as a girl .I get so horny dressing up in sexy fetish outfits and tight short skirts ,... Continue»
Posted by foxxiroxxi 3 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
1054
  |  
93%
  |  1

Tranny Surprise Part 2

Things were off to a good start with Dani. We have been texting each other throughout the week just talking and setting up another date. We decided to go to the local fair I picked her up around 530 and she wasnt quite ready yet so she let me in hugged me and went back to finish her hair. I sat on the couch and played with her cats for a minute, she was back in no time and she looked great!

"Wow Dani you look really pretty in that sun dress." I said. "Thank you" she replied with a big smile.
We got to the fair and we went in we wa... Continue»
Posted by Entities 5 months ago  |  Categories: Shemales  |  
8960
  |  
93%
  |  11

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 5 years ago  |  Categories: Anal, Gay Male, Shemales  |  
1504
  |  
93%
  |  7

Introducing Jessica (part 2)

You can find part one on my profile if you've not read yet, so let's continue:

As I sat on Johns lap, grinding my ass into his cock while we kissed, I could feel it twitching against me, enjoying itself pressing against my ass. i slid off his lap and onto my knees between his legs. Looking up at his cock with wide eyes. My right hand reached out slowly, as the tips of my fingers touched it, we both sighed with pleasure. My hand wrapping round it instinctively, and immediately began stroking it slowly. John was moaning with pleasure and telling me how good it felt, calling me baby from time ... Continue»
Posted by Want2BeTrans 7 months ago  |  Categories: First Time, Shemales  |  
1016
  |  
93%
  |  15

Encounter In The Park

It was near the end of my junior year in high school and my parents ere in the midst of their big divorce drama so I was spending most of my time at my best friend Kelly's. It was just Kelly and her Mother because her dad left the picture several years earlier. Kelly’s mom was a great surrogate mother because she knew what I was all about and accepted me with no reservations. Kelly was well on her way to becoming a hardcore lesbian so her mom really enjoyed doing girlie things with me. We used shop for clothes together and she taught me the proper way to apply my make-up and style my hair. ... Continue»
Posted by chrissieCD 4 years ago  |  Categories: Anal, First Time, Shemales  |  
2839
  |  
93%
  |  9

SissyRayG at the Roadside Reststop......


Last year I was traveling by car on business between Saskatoon and Regina, Canada. I was looking for a roadside rest area to use the washroom. I had all my sexy lingerie with me and hadn't had a chance to wear it for days as had been way to busy at work.

I saw the roadside rest area I was looking for and pulled off the road and stopped near the rest rooms. There were four stalls in the men’s and three urinals. It was one of my favourite places to dress and attempt to seduce guys. I got out of my car with my backpack full of satin lingerie and high heels and went into the stall in the... Continue»
Posted by SissyRayG 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
2047
  |  
93%
  |  36

Ex-Cellmate Looks Him Up - (She's back for he

Everything was going to be perfect. Nathan hummed an upbeat tune to himself as he set the table. His girlfriend would arrive for their dinner in any time now. Nathan checked the food simmering on the stove for the second time in as many minutes.

He heard a knock at the door.

"Be there in a minute," Nathan called out from the kitchen. He quickly ran a comb through his hair and then grabbed the flowers he'd purchased for Jenny. Nathan opened the door and presented the flowers to his visitor.

"Those are for me? Oh, Nathan, you shouldn't have."

Nathan's jaw nearly hit the floor. The wo... Continue»
Posted by germanboi4bbc 2 years ago  |  Categories: Gay Male, Shemales  |  
1332
  |  
93%
  |  2

Planet of the Gigantic Schlongs

Planet of the Gigantic schlongs

By The Iceman

It all began in a place not too long ago but in a faraway
place. There was a planet way out of the galaxy
that no researcher ever discovered and most likely
never will be. The story begins on a planet called
Weenus. Nobody knows how the planet got
its name. Perhaps we’ll never know…..

Although not very much is known about the history of the planet Weenus, there was something very unique about it. There was no war, pollution, crime or poverty that existed in any form. The inhabitants lived peacefully. But what was so unique about t... Continue»
Posted by icemanrisen 4 years ago  |  Categories: Sex Humor, Shemales  |  
478
  |  
93%
  |  1

A night with Rebecca

My heart was beating fast as Rebecca answered the door and invited me in. After months of swapping photos and chatting the moment had arrived. I was floored by how much more sexier she was than the photos we had been exchanging. My cock instantly became enraged as I stared at her. Rebecca had the cutest cheeks and eyes and she new how to do her makeup to accentuate her beauty. She wore a nice shoulder length brown wig. She had on a nice layer of foundation, her eyebrows painted dark. Eye lashes thick and full with eyeliner and sexy eye shadow under and around her eyes. Her full lips painted ... Continue»
Posted by Zeffer1 4 years ago  |  Categories: Shemales  |  
1500
  |  
93%
  |  1

Awakened by Candy

It was a Saturday and I was just strolling down the High Street, going nowhere in particular, when I noticed a commotion down a side alley. A largish male was pushing two girls around; they both looked pretty distressed. I grabbed the bloke as he slammed one of the girls into a door, and he went arse-over into the road, got up and took a swing at me. I dodged, and gifted him a right hook; his nose took the brunt and spurted bl**d instantaneously. He thought about coming again, but the bl**d was pouring from his nostrils; he staggered off, thinking better of it.

The two girls were a litt... Continue»
Posted by midsummerman 4 years ago  |  Categories: Anal, First Time, Shemales  |  
2373
  |  
93%
  |  9

T-Girl University

Not my story, author is unknown to me, but sharing it for all to enjoy.

T-Girl University

Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for her from all those west-coast surfer dudes. He hoped she wouldn’t forget him and made a vow to himself to stay faithful no matter what. But there would plenty of temptation for him as well: Jason was goi... Continue»
Posted by eurotarzan 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  
2397
  |  
93%
  |  1

First Encounter With A Ladyboy

A couple weeks ago I met this fine girl walking down the beach. Looked a little asian, but maybe she was one of those latina aztec chicks that just look asian. I go up and talk to her, shes got a really sweet voice, tells me her name is Jazz. I start talking with her about where she lives. Tells me she lives a couple blocks away and she tans all day long next to her pool. I look at her.. and damn shes right, cuz she has a really nice golden tan. I ask her "well why are you at the beach? "Cuz Im tired of tanning and not showing off my body to anyone!" I say, "oh well that definitely makes sense... Continue»
Posted by bnrslyr 3 years ago  |  Categories: Anal, Shemales  |  
2915
  |  
93%
  |  8

My firs time as a crossdrese

Hi,i am 19 and i have always liked wearing womens clothes.While wearin them i always imagined there was a nice older guy fucking me and cumming on my face. After a while i decided to try my fantasy for real. I got in contact with an older men and we decided to met. He said that he would come for me in a car and that we will go to his house and have a lot of fun. I was so nervous and could hardly wait to meet him. The next day i was waiting for him at a spot where we arranged to meet. He came in his big black suv and opened the door and said to get in. I got in and sat next to him. He had dark... Continue»
Posted by nikoletakurva 5 years ago  |  Categories: First Time, Mature, Shemales  |  
1755
  |  
93%
  |  19

Teen Cross dressers First Man.

This is a true story that happened to me only a few monthe ago.

I just moved to a new town, I was an average 18yo male about 5'8 lean and athletic with a few female relationships before. I started to do a little bit of discreet cross dressing in my house about a year ago and thought about how great it would be to hook up with a shemale. I never thought it would happen of course, I didn't know where that stuff happened and I was always really shy.

One Friday after a grueling 4 hour study session at school one of my classmates, who I didn't know very well, invited me to have a few drinks... Continue»
Posted by ClaireCD 5 years ago  |  Categories: First Time, Gay Male, Shemales  |  
2284
  |  
93%
  |  10

Cum Eating made easy (CEI guide with no acrobatics

This post is dedicated to all of those, like me, that have fantasized about eating their own cum. This kind of fetish is something really, really hot and kinky, and I know that most of you are already excited and in... mmmh tension, I guess. And I also know that most men who indulge in such a fantasy have often chickened out as soon as they experienced their orgasm. All lust gone, all desire of a thick load in their mouth gone. Of course there are already an awful lot of CEI videos out there that have methods to ease the balance between desire and the act itself.

[image]http://ep0.xhcdn.com... Continue»
Posted by sissyAlyna 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
6818
  |  
93%
  |  14

old tom part 2

part one of this story was how I was introduced to my new dressing friend by an of chance meeting at another friends house who as I am aware at this time does not know of mine or old toms sexual preferances.

As I ventured into the room to my right there was an airer on the left wall a dressing table just past that with various array of make up items, to the right as you go in there was a bed made up with an eiderdown over the top, but on the far away wall was a wardrobe which was the object of my desire I hope.

On opening the wardrobe the items of female atire was fantastic with slips,kn... Continue»
Posted by natasha1975 3 years ago  |  Categories: Gay Male, Shemales  |  
410
  |  
93%
  |  3

she had a COCK bigger than mine ..oh my !

this is no B.S ,no fantasy, no make belief, no fairy tale,.. this is a TRUE STORY and an ACTUAL EVENT.

iv always been a very observant k** growing up always trying to find the unseen and overlooked things in life i guess you can say curious....how curious ??:] well...

there was this older lady who il call Ms.Auburn who lived in the neighborhood that everybody knew,especially the men because she was a tall long legged brazilian chick with a pair of double D's that you couldnt possibly overlook and she would always come out on her steps with a short tight satin auburn coloured housecoat a... Continue»
Posted by jerkme 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
1744
  |  
93%
  |  1

Trapped and Trained Sissy Ch. 05

Trapped and Trained Ch. 05
There I was, Saturday morning, back in the driveway of my quote/unquote "Master", as he liked to call himself. I turned off the key to the ignition of my car and prepared to step out. He had sent me an email the previous night telling me to show up in the outfit that I had left in during our last session.

I looked down at myself and shivered as I saw the short edge of my form fitting black dress riding up to where I could already see the tip of my black chastity belt peaking out from underneath. That belt had been absolute hell for me the past 36 hours or so. It... Continue»
Posted by hpm12 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
1046
  |  
93%
  |  6

Theater gangbang of cockslut Kitty


I drove to the old-and-rotten-unofficially-turned-adult-theater that I had been too before, parked and headed in. I walked in, went to the counter to pay and the clerk gave me a once over.

"Ladies are free on Friday nights," he said.

Did I really pull off the appearance of a girl? "Oh, I'm not really a girl," I said, not wanting to cheat the establishment out of revenue.

"Hot stuff, you are close enough for my tastes," he said with a dashing smile. "Have fun up there." He then winked at me.

He was a cute boy, maybe mid-twenties, tattoos, and hoop piercings in his ears that stretc... Continue»
Posted by CumLovingKitty 8 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
1447
  |  
93%
  |  6

First time in Bangkok

If you have read my story about the first time I was with a TS girl then you know my experience was limited to just a few times. So about 4 years ago I went to Thailand to visit my buddy who was working there in a high profile job with the Thai government. We stayed in his apartment on the 40th floor of a 5 star hotel in Bangkok, which was pretty nice. I had just turned 39 and was looking forward to my first visit to Thailand and seeing my friend I had not seen in 4 years.

Now, I have travelled very much in Asia: PI, Hong Kong, Tokyo, Singapore, pacific islands, and Hawaii, but not Thai... Continue»
Posted by mahuluvr 5 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  
2651
  |  
93%
  |  3