Shemales Porn Stories
Page 110

Caught cross dressed part 1

My name is Philip. I am married to a beautiful woman called Helen, and a few days ago... I did something very stupid!

My wife, her mother, her beautician, my P.A. from work, and any of their friends, (in fact, anyone that they choose,) are now completely in control of my life. They are my Mistresses, and I am fully subservient to their every desire. In fact, I am now nothing more than their sex-slave!

Recently, whilst I thought that my wife was visiting her mother, and would not be back all weekend, I decided to indulge myself.

I resolved to use the time to pamper myself, and to pan... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2903  |  
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Trio Lust

My girlfriend at the time Cheryl and I had been on a two week vacation and were traveling through a mid-western state,it was early afternoon and we needed to refill our gas so we pulled into a large travel plaza just off the interstate.As I headed in to pay for the gas I spotted a pretty petite girl dressed in a tight fitting mini-skirt that hugged her petite shapely ass in an eye catching fashion and a light pink cotton blouse that displayed small but luscious breasts with no bra, she seemed to be having difficulty carrying a freshly refilled spare tire back to her car trunk.Being one who enj... Continue»
Posted by goo4u 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1263  |  
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Painted Toes in Private Gym Showers

I'm soo thankful to have feminine feet and legs. My cock is around 6 and a half inches and I have a cute boi-pussy that is tight, but can take a sizeable dick. I would also like to point out that I have enemas on a regular basis so my butt is pretty clean. That part is true and the only part of this story is me at the locker room showers with my painted toes.
In the gym that I go to there are three individual showers. The way the showers themselves are set up to where you push the first curtain aside and there is a little area to change and a small bench to put your bag or sit on while your c... Continue»
Posted by sissyjulie 3 years ago  |  Categories: Fetish, Shemales  |  Views: 1388  |  
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Masquerade invitation

Warning: This story is not greatly sexual in nature. you been warned



As I walked gracefully up the steps towards the grand manor. I looked at katherine a moment. she smiled walking along side me. The nervousness swelled as we came closer and closer to the mansion. I felt butterflys pulling katana's and slashing away at my insides. but then again, as I touched my tummy I remembered the corset redesigning my lungs. I pinched at my blue belled dress with designs of the ocean and seashells imprinted in its laces. Katherine wore a pink dress with cherry blossom flowers imprinted ... Continue»
Posted by QuietSoul 3 years ago  |  Categories: First Time, Sex Humor, Shemales  |  Views: 275  |  
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Caught again

So I’m finding it hard to get privacy to dress up of late. So I decide to go down the country and rent out a holiday home for a weekend. I brought all my gear including make-up,and wig. When i arrived at the holiday park I entered the reception area. Behind the counter was a pretty women named Jill. I introduced myself and filled out the required forms.

“You be staying in trailer 9, my husband will show the way……Mike!!!!. She yelled.

Mike walked in to room, introduced him self and took my bags. Little did he know one bag was full of lingerie and dildos. Mike was medium build and around ... Continue»
Posted by monkeynuts0 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1795  |  
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Starcrossed sl**pover

I never was one to push my sexuality upon others... I have always felt.... unrequired in that area. so much so, that I lack the ability to be discrimitive to people, regardless of there beliefs... there origin... there sexuality... or even there religious or politcal views... in the end. I felt we are all the same.... we are human after all... and if you only look at that, I feel you may find some bliss in those words, and less a fear of the unknown. and I know I am far from perfect, but... I've had people tell me, I lack that sense of insecurity and they envy it. ... they envy me?... I felt ... Continue»
Posted by QuietSoul 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 723  |  
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A f****y Friend 5: The Party part 2

The continuation of A f****y Friend 5, wanted to input a huge fantasy of mine into this one, and I think it worked out really well. This is the longer of the halves, but I really think you'll all enjoy it. And I hope you do!

“Give us a striptease!” one of them said. So I began to dance around for the ladies taking off piece by piece of clothing. They told me to leave the lingerie and stockings on, it got them hot. “Now bend over and spank that ass.” I did as the ladies requested. I bent over and gave my ass hard spanks until the ladies had seen enough. “Now stand up whore” one lady said. Sh... Continue»
Posted by Virg 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 771  |  
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Helping a friend

Anna has been working in my office for a year now. I have never heard her talk about a boy or girl firend. Anna is 5'7'', long legs, light brown hair almost to her waist, very pretty. I have always talked to her, had lunch, but she had never opened up until she needed some help.....

Anna had bought a house that needed work. A couple of months after she bought it, she was complaining that her sink leaked. I told her i had done odd jobs through out my life and i would be more than happy to check it before she called a plumbler. She told me to come over friday after work.

Friday came,... Continue»
Posted by edukateme 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3196  |  
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Nancy finds out...

However, Nancy’s stay with us that summer was going to prove even more eventful than ever I could have imagined. Even after having been caught wearing her things by the neighbour’s son, Lesley, which led to a whole new dimension in our friendship, as you’ll know if you’ve read “Caught in the Act…”

Once again I found myself alone in the house. Dad was at work and Mom had gone to her Bridge Club and wouldn’t be back for ages. As you’ll know if you’ve read “Caught in the Act…” Nancy was really hot stuff and didn’t care who knew it. At 18 she’s a couple of years older than me, in the full bloom... Continue»
Posted by caroletv31 3 years ago  |  Categories: Lesbian Sex, Masturbation, Shemales  |  Views: 1775  |  
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Caught in the Act....

One summer, my cousin Nancy came to stay with us for a while, as her parents had gone away on a cruise trip. At 18 years old, she was a couple of years older than me and in the full bloom of her young womanhood, so to speak. She knew it, too, and it was obvious that she had no problem at all in pulling any guy she wanted. Not only did she look good, but always dressed very sexy, just to make sure…

She was another of these girls I adored during my adolescent years, who LUVed to teeter around perched on very fine pointy hi-heel stilettos, and when she walked, her butt swayed from side to side... Continue»
Posted by caroletv31 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 3821  |  
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Unique Misadventure

I always felt I was one to walk in a path of two worlds. both parallel and at at times, they cross and go there seperate ways within me. it can be stronger then others, but in all cases.... I always felt feminine by nature, lacking a dominate soul I suppose. it felt more natural, and in luck or fate; people referred to be by 'mame' or 'miss' then as a guy. it would be considered a insult, but deep inside... it made my smile silently.

my misadventure starts on a nice autumn evening at the beach. partly to enjoy the breeze, and otherwise just to be in a quiet place. I would watch the fis... Continue»
Posted by QuietSoul 3 years ago  |  Categories: Anal, Sex Humor, Shemales  |  Views: 450  |  
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wish cum true

A wish cum true

My wife and I have had a strong and open relationship from the start. We have accepted each other and all our wild passions, and we have always been open about our sexual desires. Having said this I will try to express what happened the other night with the same intensity I experienced.

I came home from work and saw Tara's car in the drive. Strange; she gets in after me most days. Never the less, it was a nice surprise. As I walked into the house she met me at the door dressed to the nines: short mini, fishnets, low cut top and those pumps that I love. Tara is 5'4" and 10... Continue»
Posted by tara-cd 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 973  |  
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Becomming a Sissy Slut

Sandy's Life
My name is Sandy Johnson. I chose that name 35 years ago because I like Sandy and I knew a hot female with the last name Johnson. I first remember finding my mothers underclothes in the bathroom closet. We she and my Dad would go out I could go in the bathroom and put her slip on and find a pair of dirty panties in the dirty clothes hamper. I still love the feeling of an old fashion girdle!

I dated in HS and went to college, married, went to war, had c***dren, divorced, married again and divorced again. All this time I kept buying women's clothes and... Continue»
Posted by sandynccd 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1318  |  
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transvestite in trouble part 3

I felt his stiff cock at my asshole. I shuffled my legs a little further apart, partly to prevent him ramming it into me and it hurting, and partly bacause I just wanted him to fuck me!

"you fuckin dirty slut" he whispered...he'd noticed my little subtle movement " you want my cock don't you?....Say it slut"
"yesszz" i mumbled through the ball gag "please" i tried to say
I was terrified of the situation I was in....what the hell was he going to do with me after he'd screwed me, he'd pretty much ****d me....yeah, I'd let myself get in this situation, but he'd f***ed me and it was all on ta... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 750  |  
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Gloryhole slut last night.

Well I was a horny slut last night and went to this little arcade in the city last night. Fully slutted out and in a new pair of silky nude hose I was hoping not to be disappointed....I was not!

I payed my fee and went into the back to the booths where there were a massive amounts of guys in the booths and just standing around. I was a little nervous waiting on a gloryhole booth to open but was catching the eyes of all the horny cocks also waiting for a turn in the boths. Finally after a few minutes 2 booths opened up and I went in hoping to get my hungry lips working right away. No soon... Continue»
Posted by luvpantyhose67 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 2884  |  
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Tranny whore Samara Rosetti at a Trucker's jo

Last night I got a call from a client. He told me to meet him at a small bar close to Olga Street in Stuttgart.
He ordered me to dress as follows: Short black leather mini skirt slit up the side, button down red silk blouse unbuttoned 3 buttons, 16cm spiked heels boots, fishnet body stocking, no bra, and absolutely no panties. I dressed as he demanded with one exception. I wore red lace panties, thinking that if he got far enough to see them, he wouldn't care that I wore them. I'm an idiot.
I met him outside the bar. I was standing there he pulled up in a tuck. He stopped and told me to foll... Continue»
Posted by Sexysamara 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 611  |  
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Summers of Love (Part 2)


The weekend following that memorable Ann Summers party saw part two of my sissy humiliation although to be honest, unbeknown to my wife, it was yet another dream coming true.

I was in my workshop grinding a cylinder block down when I became conscious of the distant sound of the front door bell ringing. It seemed to ring for ages and I was just about to wipe the excess oil off my hands and go and answer it myself when the constant droning stopped to be replaced by the excited chatter of female voices. I decided another coffee morning was in the offing so headed back to my workshop.

15 m... Continue»
Posted by MichaelaCD 3 years ago  |  Categories: Shemales  |  Views: 930  |  
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Woke up in a fuck

This is a small story so dont get pissed off k?

Wednesday 2:00 AM
I woke up not realizing where I am and looked around.
I saw panties,boxers,bras,and about 5 guys fucking sl**ping girls (3 girls) i saw that my shirt and bra was off but my skirt remained untouched.
somehow i was atracted to them fucking so i watched and jacked off. About 5 minutes later i came over a guys sl**ping face. then i thought,"Why not try it out?" So i slipped on a rubber and got some lube and carefully slipped in and fucked him. It wasnt long b4 he woke up as soon as i took my rubber off and came on his face ag... Continue»
Posted by FuckmyhornyAss 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1384  |  
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First Real Cock i got

I must have been around 15 and it was during a carnival festival. Most of the boys were dressed as cowboys, super heroes, firemen etc. For me it was the chance i was looking for to dress up on woman's clothes.
I had picked up a mini dress, fishnet and a small top that was letting my belly free. I got a blonde wig (not the best quality) and tried to make up as good as i could. The result was not the best but for me it was huge.
I went down on the streets to walk without fear as everybody was dressed up, ended up with a friend of mine in a bar. He was dressed as an old granny!!!
After half ... Continue»
Posted by crazysissy 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1610  |  
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Summers of Love (Part 1)



A couple of weeks ago my wife hosted an Ann Summers party. I had hoped to sneak away for the evening as, though I would have been more than interested in the lingerie on display, I didn't fancy listening to the constant cackling common to "women only" parties and also the inevitable anti-partner jibes such as: "I ask are you in yet and he says I'm finished", "he picks his nose and farts afterwards" and "you'd think he was rodding a drain the way he goes about it" etc. The wife had other ideas however and I was drafted in to prepare the nibbles, pour the drinks and answer the door, the latt... Continue»
Posted by MichaelaCD 3 years ago  |  Categories: Shemales  |  Views: 971  |  
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