Shemales Porn Stories
Page 80

Crossdresser Dominated Part 2

Sorry to everyone that this took so long to finish but i really wanted to try and make it a good setup for future stories. I already have the next part in mind so hopefully that will cut down on the time. Hope everyone enjoys. <3<3<3

Chapter 2: Day One with Jake

“Hello?” Bill said answering his phone
“Hi Bill, it's me.” I said hoping he would recognize my voice sounding more girly then it was.
“I was wondering how long it would be before you caved in and call me. So you ready to be a part time sissy bitch?
“Yes, I was born ready.” I replied
“That’s what i like to... Continue»
Posted by Badassgirl123 1 month ago  |  Categories: Anal, Shemales, Taboo  |  
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My fantasy part III chapter I

I went to bed Thursday night with extreme nervousness and excitement. I woke up friday morning around 7am to get ready for my date at 9 am. I took a shower and shaved my body and face. I wasn't sure where my day would go with this young man so made sure to douche extremely well so as to make sure I would be extra clean. I also used a little bit of my bath and body works body wash in the douche so my pussy would smell beautiful. I finished up in the shower and went to my bedroom to get dressed. It was a little chilly that morning so I decided to wear jeans and a dressy sweatshirt over a tight T... Continue»
Posted by nebraskasissypussy 29 days ago  |  Categories: First Time, Shemales, Taboo  |  
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My Friends House Part 4

I could see that she started moving. I tried to hide by the foot end of the bed. It got quiet again. I’d better try to get out now. I came to my senses and it was enough now. I tried to take my clothes off that I had borrowed from his mom. I took off the jacket, and was just about to take the wig off, when I heard her moving in the bed again. Now she was facing towards me, but I thought she was still asl**p. I was standing in his mom’s white pantyhose, in heels, bra, and her wig. My cock started to move again.

‘No!! Not now!’

I pulled my cock out and started playing with myself in front ... Continue»
Posted by HosieryQueen 29 days ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Angel at halloween party

I was walking down the aisles of the mall with my girlfriend who had been
shopping for what seemed like an eternity for a friend's birthday party.
The mall had never been my favorite place and I would just as soon not have
gone with her. But girls always like to have guys with them so they can
torture them by asking if they like or dislike everything they pick out.

After walking through just about every store including Victoria Secret
which always makes me feel out of place we finally stopped in a small
novelty store called Spencer's. As we walked in I started looking around
at all... Continue»
Posted by btmbjb 24 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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My fantasy part III chapter II

We left my apartment and headed to Macy's because I knew they would have a great selection of cute dresses. Brad and I made small talk on the way there. He was such a gentlemen he really listened to me as we talked and even opened my door and helped me from his car when we arrived. We went to the woman's clothing section when we entered. I browsed around looking at the dresses and told him he could look and if he noticed something he liked to let me know. We both found a couple cute sundresses so we made our way to the dressing room. I tried them on and walked out showing him each one and kind... Continue»
Posted by nebraskasissypussy 24 days ago  |  Categories: Anal, Shemales, Voyeur  |  
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A fantasy I want to experience

I arrived at her apartment around 6 pm and was greeted at the door by a very large and muscular black man. I was very surprised for I thought we were going to be alone for the night. He invited me in and told me that she was in the back bedroom waiting for me. I entered the bedroom to find a very sexy lace and satin corset with matching garters and crotch-less panties lying on the bed. I heard her call from the bathroom, telling me to undress and come into where she was.
I did as I was told. Upon entering the bathroom I found she was not alone. There was a very pretty black lady there with ... Continue»
Posted by Lookingforkink 23 days ago  |  Categories: BDSM, Group Sex, Shemales  |  
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Nice Encounter


We walked into his apartment and he said we can be comfortable here in the living room. He started to remove his pants, so I did also. He was down to his bikini panties and after he took off his shirt, he pulled his panties down and off. He was now nude and I got my first look at his cock. He looked large, long that is, and he was cut. I finished removing my shirt and stood there in my garter belt, black stockings and black bikini panties.

He said, “Nice.” I had told him over the phone what I was going to wear.

He sat on one end of the couch and I sat on the other and looked at ... Continue»
Posted by guycd 23 days ago  |  Categories: Gay Male, Shemales  |  
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Long Tongues

Long Tongues

Hank moves in: I was being transferred by my company from state to state on the average of once every two years. When I moved into a rental home in Southern California, everything seemed normal at first. My neighbors, the Smiths, had a buffet lunch poolside as a “welcome to the neighborhood” party for me. That was when I met their twin daughters. Average girls, I remember thinking. Boy was I wrong.

Paige and Phoebe were both young slender teens with almost non-existent curves. They both wore braces and glasses. They were blondes with lovely tans. Their bright blue ey... Continue»
Posted by tankengine123 22 days ago  |  Categories: First Time, Shemales, Taboo  |  
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My Friends House Part 6

After I heard him leave, I started to try to get out somehow, but I had no strength left after all of this. I was so tired that I fell asl**p again.

I don’t know for how long I slept, but I woke up in pain.

She whipped me across my feet, and the fear kicked in again. Was this my so-called friend again, or his mom? Either way, I’m in for it again.

“Who is there?”

I got one over my feet again. It hurt pretty much, but then the aroused feeling came back.

“MMMmmm!”

I got one more - and it felt so needed for my pantyhose feet! I could hear her or him, doing something in the closet... Continue»
Posted by HosieryQueen 18 days ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Jess and Karla

Jess and Karla

It had been around six months since I first met Jessica, while working at her home boarding out a loft space, and consequently hot sex with this stunning woman who happened to have great big cock!
We had been seeing each other nearly every day since. We had been out for romantic diners, clubbing, the movies and sexy nights in, sometimes just cuddling watching TV, other times fucking all night long until falling asl**p exhausted in each others arms.
My friends didn't know or suspect that Jessica was not a girl and it wouldn't of bothered me if they did, but we never re... Continue»
Posted by Davey76 18 days ago  |  Categories: Anal, Group Sex, Shemales  |  
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Gotta Fuck This Ass

"Hey, Anthony," the pretty dark-skinned woman said into her iPhone.
"Hey, baby! What's up," replied the forty-one year old general practice attorney.
"I'm so sorry to ask, but I need a big favor."
"Sure, sexy! What can I do?"
"I promised my cousin, Lavell, I'd pick him up from the mechanic. But, I have to

work over. Can you give him a ride to his house please?"
"Yeah. I can handle that. What time?"
"He's expecting me at 5:30."
"Yeah, that'll be cool. Text me the address."
"Thanks, handsome!"
"Anytime, beautiful!"
"Okay. I gotta get back to work. I'll call you when I get off at ni... Continue»
Posted by faggyboi 17 days ago  |  Categories: Gay Male, Shemales  |  
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Meeting Daniel: My first big cock

Daniel could be called my first "boyfriend" I suppose... our relationship is a little muddy, kinda part dom, part boyfriend, and part... normal friend, really. I have a few stories about him, but for now I'll start with the earliest times with him!


I was a little chubby in highschool, maybe a little bit of the cute chubby, but I wanted a flatter stomach, so I talked with my parents and we got a f****y deal for a gym membership. I read some online tips on how to work out in order to avoid being too muscly and areas to work on so i could try feminizing myself a bit more. (At the time I sti... Continue»
Posted by Tilted_Sable 15 days ago  |  Categories: Anal, First Time, Shemales  |  
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SEEKING NUMBER SEVEN

So I have been tracking and catching serial r****ts for f******n years now and have caught six so far I am a bit of a legend in my department they call me the bl**dhound once I get on the scent there is no stopping me but I seem to be having trouble with number seven this r****t targets men only they think they are hooking up with a beautiful woman but it turns out the woman is a man and they wind up tied up and brutally ass fucked the r****t sometimes stuffs things up the victims asses if he is a f****y man then all his photos including his wallet are found shoved up his ass sometimes it is j... Continue»
Posted by laceysgirl 15 days ago  |  Categories: Anal, First Time, Shemales  |  
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"I'm being brainwashed into becoming a s

This story is a true story and it's about me. My name is Gene Burnett and I'm a sissy, my gurl name is Jennifer. I give you my real name; "Gene Burnett", without being worried that I will be exposed. I'm not really worried because I've already been exposed on Tumblr. I will tell you what lead to my exposure now. I've always been bisexual and favored women over men when it came to sex. For a good part of my life I kept my bisexuality bottled up. I had only had a couple of sexual encounters with men up until 18 months ago. I have also always been submissive, with every girlfriend that I ever had... Continue»
Posted by JennyJean 11 days ago  |  Categories: Shemales  |  
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THE FEMALE LINE

Even now, some years later, when I have got my life, my new life,
together, when I am able to think fairly rationally on the first
terrible discovery of my change, and the train of its effects, it is
still impossible for me to fully describe the intensity of my
bewilderment and shock during these first days.

I gradually awoke, as if from a deep sl**p, to a bone-deep ache over
all of my body. My eyes were stuck shut, my throat was scratchy and
dry. I was lying on my back, one leg hooked under the other, my hand
lying on my crotch when it began to sink into my mind that something
was ... Continue»
Posted by lana100 11 days ago  |  Categories: Taboo, Shemales  |  
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Beautiful yet Ugly

Was feeling a need to fuck a tight pussy one day when I noticed a profile on a guys dating site. A CD with a sleek, rounded ass on top of some very nicely shaped legs. A cute outfit said he cared enough to try, so I flirted and got an invitation to join him. I left work in a hurry and headed to his playpen, he had an RV which was set aside for playtime. I got there, horny as hell. As I approached him, the butt-ugliest face I have ever seen looked out with a scared, almost haunted look. I nearly turned away, but remembered that ass. So, I grilled and went on in.

Ok, his face was ugly, pock ... Continue»
Posted by Aden46lb 11 days ago  |  Categories: Anal, Gay Male, Shemales  |  
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What a sissy wants from her Daddy

Many people ask me, Why are you a sissy? What do you get out of it?

Well I will explain.

I'm male and when I'm in normal clothes and at work, I look like a normal guy. I like girls and am straight.

BUT

I have another side!

Becky my sissy side!

Such a lovely little girl, cute, loving and submissive. Becky loves her Daddy or Mummy. She likes kisses and cuddles and loves being hugged.
Becky loves pink satin panties with white lace frill. Ivory sheer tights and stockings, pretty knee socks or frilly ankle socks and patent black Mary Jane shoes! Satin Dresses, Japanese Sailo... Continue»
Posted by igglepiggle 11 days ago  |  Categories: Fetish, Shemales, Taboo  |  
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First Night Out as a Sissy

It was the first time I dared to act on my fantasies but the timing was most certainly perfect! Feeling the urge to explore my sissy side out in the world, I decided I’d hit the local sports bar in hopes I’d find a man that I could make want what I had to give.

After taking my time doing all the preparation for a confidant night, I put on my favorite panties and my tightest jeans (the ones I would never dare to wear outside until this night). I was getting so excited with anticipation of making my fantasies come true that I could feel I was having a hard time breathing. As I looked at my p... Continue»
Posted by Crystal_ed 11 days ago  |  Categories: Gay Male, Shemales  |  
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how did i lost my virginity

The storie start like that i was always goving to a secret place during day off and week ends for crossdressing and taking sunbathing
For many years i always go to this place and i never so anyone there !

But this time when i entered the forest i forgot to look behind me and this was my mistake and i will pay the price for that mistake !

So i walk true my secret place but a guy was following me but i didont see is
As usual i arrived t8 my place so i open my bag put a blanked on the floor and sited down and started to dress slutty and makeup sexy !
I was ready for my sunbathing so ... Continue»
Posted by sissyslave78 11 days ago  |  Categories: Anal, First Time, Shemales  |  
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Amy's Return

The phone screen displayed Amy's name, I had not spoken with her in months, my curiosity piqued I took the call but let her speak first.
"Hello Daddy" her voice low and sultry the way I taught her.
"Hello Amy, I see that hunky basketball player dumped you."
"Uh, what, how did you....huh?"
Ah the youth, so predictable. But I suppose I was no smarter when I was her age, looking back on those times, yes, I was just as dumb. "Because I know you my dear, remember I was the one that taught you. You were always my favorite." Trans girls like real girls love compliments and she was one of the s... Continue»
Posted by gypsy61 10 days ago  |  Categories: Fetish, Shemales  |  
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