Shemales Porn Stories
Page 65

More adventures with my Roommate

It was Saturday evening and I was dressed in my "maid sissy outfit" waiting for my roommate, Ed, to come home. I heard the sound of two male voices talking loudly outside the front door of our apartment. One voice was the unmistakable booming voice of Ed and I didn't know who the other voice was. The door opened and in walked Ed and another guy. Ed introduced us, he said, "Baby, this is Robert. Robert, this is Baby." Robert smiled and said hello to me as he leered at my stocking clad legs. Robert was quite different from Ed and I wondered about their friendship. Robert was in his late 5... Continue»
Posted by rikki50 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 1509  |  
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Ally...


I was at a customers' house doing some yard work as they had paid me
in advance for just minor clean up, pulling weeds, mowing, trimming the
hedges. I was finishing trimming the hedges in between the neighbors and
their house and as I finished up the neighbors' wife came out or so
I thought.

She politely smiled and waved to me and I nodded trying hard to act as
if I was not noticing her in a skintight bikini with a lacey French cut
bottoms. She could tell and began to tease me by dropping her towel and
turning her back to me showing her pear shaped bottom with the long legs
leadin... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1508  |  
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What you name it...

Susette and Brenda, were two shemales that would come by the burger joint just before closing on Saturday nights. I would always work the drive through window on those nights and got to know our regular customers well. Susette had thick brunette hair and Brenda was a dirty blonde.

This particular night they arrived just as I was leaving, around twelve-thirty, they slowed down as I crossed the parking lot and called out asking 'are y'all closed already', I smiled and answered 'for about forty minutes, you got here a little late to get anything'.

Susette was driving, as usual and qui... Continue»
Posted by d4david 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1508  |  
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Tgirl Hooker pt6

All my stories are from my experiences

If you have not read any of my Tgirl Hooker stories, I would advise you do as they will help set the story and you will read, she was no longer a hooker to me but more of a fuck buddy.

You may recall from my last story that the time before we met I was still bruised inside from the pounding my ass had taken from her monster cock. I loved the feel of Emma inside me and she had promised the next time she fucked me it would be a completely different experience.. and so it was!

I received a text from Emma "Hey Hun, fancy dinner tonight at mine? promi... Continue»
Posted by dirtydisco99 6 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1510  |  
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Hooky

"You're not seriously gonna leave me like this are you?" Daddy Mike said as he waved his now hard (again) cock back and forth. I stood on wobbly legs as I had still not gotten used to walking in the heels daddy bought for me.

"Daddy I gotta go to class, you already fucked me twice. You can fuck me again after class, now I gotta find my clothes and get out of these stockings and thong." I looked around for my pants but couldn't seem to find them which seemed to make Daddy Mike harder as he watched me bend over a lot to look for them, the heels he bought for me to wear during our play enhanci... Continue»
Posted by sublimeguy 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1507  |  
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two for the price of one.

Let it be known everytime i right here rest assured that these are some of my experiences. It was another one of those hot days and I decided to go to my local adult book store with the private booths and private rooms. But before I wanted to go in I decided I would just sit outside and relax in my car, no need to rush it. As I was sitting there relaxing getting ready for an adventure I noticed a white car pull up and these sexy somewhat short stocking filled legs popped out of the car. I was like "yea" The rest of the body came out and a sexy little cd walked out of her car with a very sugges... Continue»
Posted by frkinatl 2 years ago  |  Categories: Shemales  |  Views: 1503  |  
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A Crossdresser’s Life

Initially i use to wear my s****rs dresses or my mothers bra,panties,saree,blouse,petticoat and see myself in a mirror and admire myself. Though i wasnt so good at makeup, i used to apply lipstick and put some jewellery items. It couldnt make me look like a girl but the feel of women’s clothes turned me on. And then i used to masturbate after my every crossdressing session, thinking about being fucked by a guy. But then as i grew up chances of being alone became less and i had to kill my desire of dressing as a woman.

I got enrolled in college, moved into Rajeshs house. Rajesh and his wife ... Continue»
Posted by nehanair911 1 year ago  |  Categories: Shemales  |  Views: 1503  |  
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Preparing For a Special Date

Preparing For a Special Date



I have a date to night with a girl called Lucy just like myself another Transvestite who I met on the net over a month ago. She is a little smaller than me with nice little breasts, nice little clitty and brown hair like mine but shorter, she is a little younger and good looking and we get on so well. We have met five times now dressed, mainly in the back of her car and have tasted each other on every occasion, I have put my fingers inside of her and she has done the same to me but ... Continue»
Posted by alanyagirl 2 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 1500  |  
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teach me to love cock

I woke up from my soft bed and started watching tv then the door bell rang and it was the mail women she was black and she had big lips big huge tits a big nice round ass and a thin body she want to welcome me to the naberhood she also had sexy long green and red hairshe gave me her number and said i was cute and would like to hang out some time i said ok mybe we can play some video games at my house later when she got of work she said that would be niceso it got late and then i was dark out then the door bell rang and i whent to it and there she was she was wereing tripp pants and a hot tight... Continue»
Posted by gothicrockersexslave 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1498  |  
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my new flat (part 2)

After putting the phone down i started to panic a little , i had just accepted a date from a guy who i had just met a couple of hours before, and whats more he did not know i was not a real girl, what the hell was i going to do, could i bluff my way through this.
Mark was his name he was a nice looking guy i would say he was about 30 at the most quite tall with dark hair and we did seem to get on well when we chatted so i decided i would keep the date i had made with him for that night , my plan was also to tell him i was not a real girl and hope for the best.
Mark was due to pick me up at 8... Continue»
Posted by julieanneff 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1497  |  
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My wife wanted a BBC

My name is Frank and my wife's Susan. I am now forty-
seven soon to be forty-eight. In November of 2007 my
wife and I began practicing Oral Sex, after twenty long
years of straight missionary sex. This and a variety of
sex toys, and the sharing of some of each other's
fantasies gave a much needed boost to our sex life and
restored much of the waning desire we'd been
experiencing.

I had read Playboy magazines for several years prior
to this, and had always desired to see Susan fuck or
suck another man's cock. Of course I never actually
thought she would do such a thing. Bu... Continue»
Posted by kinghut 1 year ago  |  Categories: Sex Humor, Hardcore, Shemales  |  Views: 1495  |  
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I am such a slut........10

I am such a slut........10


Please read my other blogs to bring you up to date. This is my story as a move forward on my journey. Please join me.

I sat down in the jacuzzi on my back patio with a glass of wine wondering where this all was heading. I was dressed in a pair of black bikini bottoms which I was planning on removing so that eventually I could tease my asspussy with the jets from the tub. I had shaven myself again prior to getting in the hottub. How I loved the feel and look of my smooth skin. I couldnt keep my hands off of me. I looked forward to rubbing on some lotion wh... Continue»
Posted by snuggle11 4 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1494  |  
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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 3 years ago  |  Categories: Shemales  |  Views: 1494  |  
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Sissy gets creamed in Chicago

I spent last weekend with Marla in Chicago so she could catch up with some old friends. When we got there Friday night and Michael opened the door to his apartment, I could feel my cock start to get thick and harden up just looking at his handsom face and tall slender body. Once inside he offered to fix us some drinks while we made ourselfs at home. Marla and Michael were getting caught up since the last time they were together and every now and then I caught Michael trying to sneak a peek up my skirt, so I'd flash him a little peek now and then, which got my cock real hard and leaking out ... Continue»
Posted by slipn2panties 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1494  |  
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The first night

We finally meet in a bar after exchanging messages. Admittedly I’ve been turned on by the thought of where the night could lead but you can tell I’m slightly nervous. As we enjoy our first drinks together we chat about nothing in particular but I notice a cute smile you have as we talk.

You can see that I’m becoming more comfortable and open with you so you decide to ask

‘hunni, what do think will happen tonight?’

I lean in close and whisper

‘I want you to be my first’ before kissing you softly on your lips.

We start to kiss passionately and then decide to leave the bar.

As ... Continue»
Posted by kinkymister 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1494  |  
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SUBMISSIVE PANTYHOSE FEMME... DADDY'S SLUT

DEAR DRUCE

THIS IS YOUR DADDY

I AM WRITING TO TELL YOU THAT I AM VERY ANGRY

WITH YOU

I KNOW YOU WALKED IN AS WENDY AND I

WERE HAVING SEX

AND I KNOW THAT YOU ENJOYED

THE WAY WE MADE YOU EAT MY CUMM

FROM HER PUSSY

WHAT I DON'T UNDERSTAND IS WHY

YOU HAVE STOPPED TALKING TO ME

I AM YOUR DADDY

YOU KNOW I LEFT YOU AND YOUR MOTHER

BUT I NEVER TOLD YOU WHY

I WANT YOU TO KNOW

THAT IT HAD NOTHING TO DO WITH YOU

I HAD SEX WITH YOUR WIFE

BECAUSE I FOUND OUT

THAT MOST OF YOUR FRIENDS WERE

sl**pING WITH HER

WHEN YOU WE... Continue»
Posted by blkice2u 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1497  |  
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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 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1492  |  
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Emo twink get 20 yrs hard time

So, here it is. The next 20 years of my life in California Institution for Men Correctional Facility, aka Chino State Pen. I had no idea what was to come, never the faintest idea. Personally I thought I would get killed within a week's time.

You see, I'm not really inmate material. I eventually did become one but not as you would think like into one big bulky muscled tattooed thug. Instead, when I first walked into prison I was a 19 year old, 5' 1", 130 lbs, fair skinned curly red haired Emo twink.

Now, what is a nice cute androgynous lace and fishnet wearing bi-sexual white boy Emo twin... Continue»
Posted by pat4tights 2 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 1492  |  
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SHEMALE SEX IS THE BEST

I had been in sex with gays for 1 year, but had always been intrigued by those hot looking chicks who packed more than a pussy between their legs. I had no idea where to find one in Kanpur

I was definitely bi-sexual, still seeing whores, and still going to gloryholes for my cocksucking needs. I was a dream come true for me, I found a beautiful girl to have some really hot sex with.

For a total slut like her, it was like dying and going to heaven. On my way into the street one afternoon, I saw a beautiful girl standing at road side. I found myself alone at the road surrounded by a bevy of... Continue»
Posted by fukkerguy 1 year ago  |  Categories: Shemales  |  Views: 1490  |  
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womanly experience 4 - first fully naked punishmen

In high school I wore schoolgirl and similar skirts every single day. On my legs I always had either tights, knee- or thigh-high socks, or nothing (when it was hot). I almost never were thongs to school because I couldn't risk for someone to find out that I'm on hormone therapy.

My father was buying me all the clothes so I had to be careful with them because he needed the slightest excuse to punish me. The boys were going crazy for me but I never allowed them to touch me. On the last year of high school I did allow some breast touching but that was all. One day one of the buys couldn't bear... Continue»
Posted by p1llow 4 years ago  |  Categories: BDSM, Masturbation, Shemales  |  Views: 1489  |  
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