Shemales Porn Stories
Page 70

Ladyboy Secrets

LADYBOY DIARY
by utubeslut

forgive the misspellings but inocent words get sensored
by the auto censeless

Diaries can be dangerous and have unexpected
consequences if they fall into the wrong hands.
Or the right hands ….


Early Spring and that meant a visit from my
Aunt Becky and my cousin Susie.
I loved Susie but she was kinda weird.
She had mood swings like she had permanent
PMS, very unpredictable.
Otherwise she was very sweet.
Crazy bitch.

The neighborhood girls were drawn to Susie
like a magnet. Crazy peop
... Continue»
Posted by Utubeslut 2 years ago  |  Categories: Lesbian Sex, Shemales, Voyeur  |  Views: 1214  |  
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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 2 years ago  |  Categories: Shemales  |  Views: 1212  |  
98%
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Fantasy with TS

Fantasies I have wet dreams about. Here is one :D

Shemale bus driver
I ride the late bus home from school. I could ride the normal bus, but the late bus driver is HOT. I am the last stop on the late bus so I get to talk her alone for a while. Also since my parents don’t get home until after 6:00 pm. I get home around 4. But I usually chill on the bus and talk to her. Her name is Alex. She is around 5’4” with a round ass and plump tits on an average frame. Hair dyed red and short. Today was different though. She had a rough day and wasn’t in the mood to talk. But I was persistent. She would... Continue»
Posted by Tabias 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1208  |  
84%
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A Night to Remember

About six years ago just before Christmas I went to a transvestite bar in the centre Manchester after I had finished my act at a private party on the outskirts of the city. I was dressed in my sexiest outfit mini dress, suspenders, sheer stockings and 4-inch Fuck me hard stilettos, and my favourite long brown wig. I was fully made up with long false eyelashes and blue shadow, red painted finger nails, and dark red lipstick, pearl necklace and large chunky earrings. I looked quite stunning . I have a very good figure and long shapely legs. I need to, in my line of work, as a part-time tranny... Continue»
Posted by TgirlViki 3 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1208  |  
92%
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Slutty Sissy's Naughty Weekend Part 1

I'm bi and it started when I was about 15, just wearing my GFs knickers, thongs and bras. The excitement of it, the feeling of the flimsy material barely covering me. I kept this up for 3 years until recently id been talking to a guy online who called himself seb, a guy who described himself as 'Tall, dark & handsome.' A phrase which never really ever meant much to me, this was all up until I met him for the first time.

I'm pretty broke at the moment, especially living alone. Seb offers to buy me some clothes to cheer me up, which I jumped at of course, I had never been able to affor... Continue»
Posted by younglucyhart 3 months ago  |  Categories: Interracial Sex, Shemales  |  Views: 1211  |  
100%
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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 4 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1207  |  
92%
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My biggest ever-scary, but rue!

Since I'm pretty much sub, I don’t really ever say no, but maybe sometimes I should? I got an IM from a guy on a hookup site I sometimes visit and after a little bit of chit chat about the weather and what sorts of music etc we liked, he invited me to his place for an afternoon of fun. I'm usually horny and love to have fun, so I agreed and he gave me his address and digits. I asked him if he would prefer me dressed fem or butch, and he asked me to surprise him. Well, I love playing dressed fem, even though I'm not passable it seems to make guys just that little bit more turned on to see a nic... Continue»
Posted by LRock4fun 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1207  |  
95%
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The "Ball" Game

Dad and myself had not had any "Barb" time in quite awhile. We never played when mom was around and needed some time together. A "boys" trip to KC would be just what we needed!

Soon as dad got home from work we headed for KC. He had put my stuff in the trunk and when got a ways from home he got it out. I jumped in the back seat to see what he had brought along for me to wear(he always chose my attire for me). Several very pretty dresses and a couple skirts, one was very short, and some blouses. An eight garter waist cincher and the most beautiful FF nylons! Black, coffee, suntan, all with s... Continue»
Posted by Barb51 3 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 1204  |  
94%
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My special day

Mistress Beth comes to me late in the morning and wakes me. She has let me sl**p in as today is my special day.
She takes me to the bathroom and there is already a feminine smelling bubble bath waiting for me with candles and rose petals on the bubbles.
She bathes me and gently washes my hair and whispers gently to me, converting my mindset from masculine to feminine as we talk about clothes and perfume and makeup.
She makes me stand in the middle of the room and raise my arms, proceeding to lather me all over and shave all my body hair, until my skin is smooth. Mistress Beth moisturise... Continue»
Posted by diesel41 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1202  |  
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Interview with Emma Stone

While I was in New York City, I discovered that the new Spider-Man film was being shot just a few blocks away from where I was staying. I was very excited for the new film, so I decided to head around to the set and have a look around.

So I was snooping around the city when I decided to grab a coffee. While waiting in line, none other than the film's star, Emma Stone, got into line behind me! I was babbling in no time; simply rambling on about how great the movie would be and so on. She was very nice, smiling and nodding and even laughing. Then, she was even nice enough to pay for my coffee... Continue»
Posted by IFuckedYourGF 2 years ago  |  Categories: Celebrities, Hardcore, Shemales  |  Views: 1201  |  
63%
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From big band to big bang

My special friend Marla and I like to get all dressed up and go out dancing. Well we ended up at a club that has different thems. The night we went was the Big Band era that played a lot of swing music. If you're not careful some of the moves has your dress flying out and even over your head. It's not unusal to see two girls dancing, so we could scan the patrons and see who was going to be the lucky guy. I spotted a tall handsome prospect so I gave him a little sneak peek up my dress to peak his interest. He took the bait and ask to dance. he was a very good dancer, swinging me around s... Continue»
Posted by slipn2panties 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1201  |  
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Jason's Joy Part 3

I parked my scooter at the side of the house. Walked through the unlocked gate and the unlocked kitchen door. I knew where Jackie would be and was not surprised by the house being silent. I was just about to slip past the sitting room door when a voice came from that room.
"Is that you Jason?"
"Yes Jackie." I replied. "I need the loo. Won't be long." I held the rucksack I was carrying down low so that she wouldn't see it.
"OK!"
I slip upstairs quickly and pause at the bathroom door just to make sure that she is not following me. Satisfied, I enter and quickly shut the door and lock it. I c... Continue»
Posted by dasilva1672 1 year ago  |  Categories: Shemales  |  Views: 1201  |  
100%
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sissy lola gets a treat1

Last night was my first night as a sissy maid for my beautiful goddess maureen and i have been instructed to tell you what a dirty little cock sucking whore i have been.

I have known goddess maureen for a while now, she has been giving me instructions via webcam. She would make me flog myself or fuck my ass with a huge black dildo untill she was amused. So last night, i received a set of instructions telling me that i must prepare for a very special night. I was to lock my cock in a chasity device a week before. I then had to post the key through goddess maureens door. She said i had to get... Continue»
Posted by sissy_bitch 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 1200  |  
91%
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First BBC Story!

First Black Man's BBC, A True Story


Hi Mistress!

i thought i’d write to you because You might like to hear my news. i’ve been Your servant for a long time. Thank You Mistress for making me the sissy bitch i am and allowing me to serve You and Black Men.

Over time i’ve become ever more conditioned by your videos to submit to my sissy desires – and especially aroused by Big Black Cock!

i’ve missed sucking Your Cock and taking Your cum, which i adore, of course, but it has left me craving a good hard fucking to really satisfy my slut desires.

Watching BBC clips on Your site to
... Continue»
Posted by kuk4yoo 10 months ago  |  Categories: Sex Humor, Shemales  |  Views: 1200  |  
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Sissy Emma is Turned Chapter 4

I couldn't go outside dressed like that could I?

Here I was f***ed to dress like a slut in locked on heels, barely black stockings, mini skirt, frilly white blouse with which could clearly see my black bra and 38d breastforms and heavily made up face. I would have looked like a reasonable vision of a woman, albeit a very slutty woman other than the fact that my new Master and my ex-wife had failed to give me a wig. So to anyone seeing me it would be clear that I was in fact a feminised male. This was going to be humiliating.

But I couldn't think of a way out. At the least it was going to... Continue»
Posted by emmahighheels 1 year ago  |  Categories: Shemales  |  Views: 1198  |  
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Atrip to the dentist

My wife thought I was at the dentist but I was really with my special friend Sandy. It had been over a month since I could sneak away to see Sandy. My cock was wet and hard just from the ride thinking about what she would be wearing and how we would please each other. When She met me at the door I almost exploded just looking at her. She had blonde hair today in a long braid d****d over the front of her shoulder. Her eyebrows were dark thin lines followed by different shades blue all the way to her eyelashes. Her cheeks were painted a blush color and her lips a dark crimson. She wore a black ... Continue»
Posted by Zeffer1 2 years ago  |  Categories: Shemales  |  Views: 1198  |  
97%
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First Sissy Fuck part 1

I am in a hotel room and there is a knock at the door. I open it to let in a sissy girl in heels, fishnets and a very short dress. She has lots of make up and very red, shiny lips.
'I assume you are wearing everything else I requested' I ask.
She giggles and hitches up the dress to reveal lacy panties barely concealing a but plug at one side and a cock cage at the other.

She asks for permission to touch me, and when I nod she feels stokes my erection which rises to the occasion and trembles under the soft touch.
She kneels down in front of me and unzips the fly, releasing my fairly av... Continue»
Posted by honestjohn1962 1 year ago  |  Categories: Anal, Shemales  |  Views: 1197  |  
76%
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Becoming Linda


I am in my late teens with a very feminine side that I started discovering much earlier. I live with my s****r, my mom whose a workaholic, and my stepfather John who is caucasian.
I am Chinese-American, 5 feet, 4 inches tall with a nice, completely hairless body except my pubic area and under my armpits. My body is a bit on the full side, and I have long, thick and soft black hair that I keep in a pony tail. According to my s****r, I have the greatest butt any girl would die to have, and I tend to agree with her as I look at my profile in the mirror, especially when I wear her undies. I hav... Continue»
Posted by cocksucker1966 9 months ago  |  Categories: Shemales  |  Views: 1197  |  
78%
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A Fantasy Realised

I have a great many fantasies and have been lucky enough to realise some of them. This has been a very mixed blessing. Some have been fantastic, even better than the mental image but others have been disapointing, for various reasons and did in fact turn me off from the fantasy altogether. The following is one of the succesful attempts.

I'd been chatting to a guy on the internet over the course of a couple of weeks. He was quite dominant, which I liked and the chat was very erotic.

He asked me if I had any fantasises and when I said yes, he asked me to tell him one.

I'd had a recurrin... Continue»
Posted by ksopen1 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1197  |  
97%
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Fringe Benefits

Shawn showed his employee badge to the TSA agent and was waved through to the metal detector. He quickly slid off the lanyard placing it into small bin to take a ride down the conveyor belt. Once he was fully cleared, he collected his belongings and headed away from the security checkpoint to the Office of Physical Plant. He clocked in then spoke to his boss’s secretary before heading out to make sure the trash bins in the terminal were empty.

The 29 year old airport custodian landed this job just six months earlier thanks to his aunt, who was the administrative assistant for the deputy may... Continue»
Posted by faggyboi 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1196  |  
86%
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