Shemales Porn Stories
Page 78

double date fun

It was just normal saturday when the phone rang.I answered it an my mom was on other end.She said can I ask you to do favor for me? I depends on what it is.Well she said, you know Cathy (moms lez lover) she called me and ask me to go out on date tonite.I yea so go, she said want to but her son just moved back in with her.I said yea don't he know about you two?Yes he does but we were wondering if you go out with him with us.I said well let me think,she said he very tall handsome an 46 yrs old.I said but does he know I am fulltime crossdresser? Mom paused a minute and said yes he does.I said ok... Continue»
Posted by cdpaula 2 years ago  |  Categories: Mature, Shemales, Taboo  |  Views: 2004  |  
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I am such a slut..........11

I am such a slut..........11


Please read my other blogs to catch up. My stories are true. Part confession, part cathartic. I welcome your comments....Dani



I had turned a corner from which there was no going back. Walking down a path to becoming the woman that I desired to be, driven by my lust for men, for their smell, their taste. The feel of their cocks in my mouth.....and in my ass. The desire to be used by them as their slut, their whore, their toy. It was now Saturday evening and Derek had asked me (told me rather) to come to a party that he was having. He gave me the roo... Continue»
Posted by snuggle11 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1284  |  
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the real me part two

I took the mail in the house and mom was on the phone.She got off the phone and said we need to do something now. I said what she said go to my bathroom were she had me lift up my dress and take off my thong an bend over. I felt something cool and wet on my hole.Then felt her slide something warm inside me i moaned a little the felt warm liquid flowing in me,she ladies must douche and be clean and fresh.Then right in front she did her self her pussy was smooth with long lips.
Well it was close to 9 pm and she asked me if I would drive to the next town and get some stuff at the store.I grabb... Continue»
Posted by cdpaula 2 years ago  |  Categories: Shemales, Taboo  |  Views: 1123  |  
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in public

here are the usual disclaimers this story is for adults only if you are viewing this and
are not 18 years of age or older please close this page immediatly.

there is no cross dressing in the story but this is how I began my transformation from
regular boy into cock suckking teenage crossdresser.

we were having a really hot heat wave here in philadelphia; my mom wanted me to get out
of the house and off the computer so she suggested a movie. I felt wierd going to the
movies by myself but I really did want to see that inception movie. I looked up when they
the theater opens up ... Continue»
Posted by kellyblue66abc 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2034  |  
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FUCKING UNCLE BOBBY

The title of this story isn't really accurate as I wasn't fucking Uncle Bobby see Uncle Bobby was fucking me! He wasn't really my uncle he was just my mother's boyfriend but he lived with us so it was kind of like he was my Dad I really like him a lot he gave me lots of attention and took me places and gave me money for doing chores for him he really was a good guy! He had a boat and it was a nice one too he kept it docked at the Marina and one weekend he asked me if I wanted to go fishing with him well I loved to fish and I loved boats so hell yes was my response and we set out to go fishi... Continue»
Posted by laceysgirl 6 months ago  |  Categories: BDSM, First Time, Shemales  |  Views: 6700  |  
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First experience

I want to tell you about my first experience in cross-dressing and what happened afterwards.
First some explanations. When I was 12 or 13 years old I was a slim and tender boy with long hair (early 70’s it was normal for boys to have long hair). I lived in a neighborhood with a lot of c***dren my age (some a few years younger or older). So I had a lot of friends to play with. One of our favorite games was “cowboy and Indians”. We played this in the woods not far from our street. It had most of the time the same scenario. The older boys (2 or 3) would be the Indians and I and the younger boys ... Continue»
Posted by Catharina 3 years ago  |  Categories: First Time, Shemales  |  Views: 2077  |  
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How I Became a Tranny Whore

First time as a Tranny whore!

When I was 30 with c***dren at home I would get dressed in the bedroom. When it was time to leave the wife would take the c***dren off for ice cream and as soon as they were out of the drive way I would head for my car. Of course when I returned home the c***dren would be a sl**p. The plan worked for years. The wife had it much easier. She would get dressed for a night out with the girls, and then meet her boy toys for a night of fucking.
On this night I wore a black lacy bra, black rubber thong panties (they always hide my package so well), tan thigh hi... Continue»
Posted by littleoralvee 2 years ago  |  Categories: Shemales  |  Views: 2129  |  
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My ts fuck

Patong beach thailand a few years ago, a few drinhs at a bar with some friends on going to toilet at public loo which was next door to ladyboy bar. Standing and relieving myself in runs two lovely ladyboys from next door. Who proceed to do there make up and have a good look at my cock for good measure! Now at this point I hadn't any feelings one way or another, but now I was very curious indeed!
So I made my way back to my friends at the bar finished my drink and with a lame excuse left in the direction of the ladyboy bar, feeling nervous as hell I entered. It was dark with loud music a... Continue»
Posted by kawa696969 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1082  |  
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“Some first date, huh”

So I had just gotten this new job at a fast food/dine in kind of place for the summer trying to make some extra money before the fall semester started. And there was this boy named Danny that would come into the restaurant every so often. He was really cute and had nice lean looking body. He was pretty shy but I could tell he was in to me because quite frankly the food wasn’t that good and he would always stop by during my shift checking me out. So a few weeks past and he had yet to make a move. I was a little hesitant as well because I didn’t know how accepting he would be of my “situation”. ... Continue»
Posted by pleasurenfun 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2287  |  
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Weekend with my s****r - part 1

Continued from sunbathing with my s****r.

The week went so slowly, my mind always wandering back to our day together....stroking my cock endlessly replaying each and every kiss, touch and stroke. We stuck to our agreement of not talking about it when anyone else was in the house, not touching or staring was the hardest part, the sexual tension between us was incredible, I can't believe our parents didn't sense anything. We did leave bedroom and bathroom doors open just enough it was safe. Each morning when Jane left for work she'd leave some underwear on her bed for me.....twice it was e... Continue»
Posted by ukdan78 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 5955  |  
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My uncle Jim opens the door part 5

As I am here on my knees on the inside of the front door wearing my moms sexy lingerie and bight red lip stick on my lips with my uncles bottle of beer in my hand I see the front door open up. My uncle see me and looks at me waiting at the front door like he told me to be. He smiles at me and says " that's a good sissy little whore. You did as you were told to be waiting for me". My uncle did not come in the house he just pushed the door wide open and than with his camera in his hand took some nasty pictures of me waiting in the door for him. Than told me to stand up and hold out his beer in m... Continue»
Posted by suecd58 2 years ago  |  Categories: Shemales  |  Views: 1030  |  
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Gang banged in bondage by shemale co-workers

I had just got home when my cellphone started to ring. When I anwered I heard my boss on the other end of the line. And she told me to come to her house for some "Fun" in a very ¨seducing voice.
After I took the buss there and walked up her driveway I kept wondering if my great looking boss and her sexy secretary was gonna tie me up again. The first time had been a real suprise but I had still enjoyed it in the end.
When I knocked at the door her secretary opened it and beckoned me in.
When I came into the living I came to the conclussion that I would be tied up again. There was bondage equ... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  Views: 1362  |  
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lucky guy (part 1)

Ive been with my girlfreind may for around 3 years now,she was my fuck buddy until we decided we wanted a realationship.
Although we dont live together as i like to keep my apartment for a bit of space now and then.
After a while the sex dried up and we were more freinds than lovers which was nobodys fault it just turned out that way.
May had a daughter,a very spoilt daughter who was growing up quite quickly,Raynor was 21.
I had never thought of her sexually,that is until May asked me to decorate Rays room while she was on holiday as a suprise for her.
Then it happened.
I had to move Ray... Continue»
Posted by wankersoffagain 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 847  |  
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Tonia...

One night I went to a different club to check things out. By now, I
knew what I was looking for and where to find it. I was cruising the
area with several bars for people with my kind of preferences you
know women with more to offer a man.

I parked out in the lot and began to walk in as I did I noticed this
beautiful brunette with long legs. I was very interested in
following her into the bar. I rushed to open the door for her as she
just politely blushed and smiled at me. I tipped my head to her in
respect trying hard not to blush too. She smelled very beautiful,
the sweet smell of... Continue»
Posted by NaughtyNshy 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 470  |  
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World of Confusion

I first fell in love with transexuals when i first stumbled on a video called world of confusion, at first i was like oh yeah! this is gonna be a good porn one guy and three girls awesome, so then at first the guy is jerking off then all of a sudden these three females come out i was like about time now suck his cock, so this one female goes down on him then the other female start playing with the other females ass fingering it i was like oh yea! this is getting hot then out of nowhere he grabs one of the females by her g-string and starts pulling her panties down and then starts licking her p... Continue»
Posted by Ray3 2 years ago  |  Categories: First Time, Sex Humor, Shemales  |  Views: 983  |  
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my first tranny pt. 2

it felt so good to cum in her mouth. that wasn't planned. her mouth just felt so good. nice & wet. told her what really got me off so fast was having her cock in my mouth.

"in that case, come here & suck it some more."

she laid down with her legs open & her dick in the air. without hesitation, I got between those nice long legs & put her dick in my mouth. she was moanig as I sucked her cock. she was about a good 6 inches. I just sucked & sucked. she put her hands on my head & was making me go up & down. I got her cock nice & wet.

I never told anyone this but, I loved sucking her coc... Continue»
Posted by radec_24 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1125  |  
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The Slave and the Sissy Part Eight

Slave kissed Pepper’s pretty face to reassure her before they were both shackled and then gagged, and sat on a prominent open seat on Ayesha’s carriage, their hands bound in front of them; Ayesha loved to display her power and ownership of slaves, and would always ensure other people were made aware of it, even if the chattels were only hers to borrow. Slaves cock was in an erotic quandary as he felt the closeness of his soft sissy; bound and submissive and thinking only of how she could please him, and there before him cracking a whip above the heads of the horses, sat the impressively domi... Continue»
Posted by midsummerman 1 year ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 224  |  
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First pair of nylons

When I was working at a machine shop I had to stand all day and my legs would ache at night.

My wife told me she was talking to a friend that was a nurse about it and she told her she should buy me some support hose.

So one day when I was getting out of the shower and getting ready for work my wife handed me a pair of womans panty hose. I asked what that was about, a little freaked out - wondering if one of my old school buddies may had said something about how we used to jack off together and this was a cruel joke.

My wife then told me about the advice she had been given and sh... Continue»
Posted by miguym4m 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1339  |  
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LADYBOY DOMINATRIX

YOUNG LADYBOY DOMINATRIX
by utubeslut


If you read my other stories you know I'm intersexed
and I was a ladyboy prostitute when I was um, very young.
I don't condone such activities.
They were sick perverts who used me.
True I got a lot of money and expensive gifts but
that doesn't make it right.
They should all be castrated.

This is a story about one of my clients.


Let's call him Mr. submissive.
My sex club supervisor gave me a sheet of paper with all
of Mr Sub's needs and desires.


How do I begin this? It's almost unbelievable.

An expensive hotel room, laminated h... Continue»
Posted by Utubeslut 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1541  |  
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My Early Crossdressing

I started cross dressing around 12. At first it was knickers or tights. As I got older I started to get more serious with it. Just after I turned 16, I'd often go out round the streets round town dressed in full girls clothes. I'd always prefer going out late in the evening in winter, as I'd not pass many people and id normally only pass a few cars, some would slow down as I walked along the side of the road.

One day I was home alone, my parents were away for the week and my s****r was staying with her boyfriend. I turned up the music and got dressed from head to toe. I was pretty much smoo... Continue»
Posted by VirginAsAGirl 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 1854  |  
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