Shemales Porn Stories
Page 9

NORTH HOLLYWOOD GAY BATHHOUSE

Hi so the first time i went to a bathhouse was when i was 18 , i was dating a 44yr old dominate top tranny (Tina) who had the biggest uncut latino thick cock, her cock was the one that made me not only give up on girls but she turned my body and mind into a complete bottom sissy , my butt became her pussy and my hole was being waxed ,dressed stretched , eaten , fingered and breed!!! i was so scared when she came inn me and pnp made me forget about the fear and just enjoy!!!! we loved to smoke T and poppers during sex ... anyways we were bored and high and she had me completely dressed up in he... Continue»
Posted by daddyssissyLA 2 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Elizabeth Part 1

This is the story of the first time I met Elizabeth, a young girl with a secret. I had first met Elizabeth on the internet on a Philippine web site called person.com. This site attracted mostly Filipino men jerking off but it also attracted some beautiful young ladies. One of these was a beautiful young woman named Elizabeth. I used to watch her all the time with her blanket hung behind her of Pooh and Piglet. She used to change her hair different colors and fool with the graphics so you never knew what you would be seeing next. For a long time I watched her without speaking to her.

After... Continue»
Posted by esclaro 2 months ago  |  Categories: Shemales  |  
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Elizabeth Part 2

After taking my new lover's cock into my mouth and sucking her off, we quickly found a
taxi and went to Elizabeth's house. We rushed inside when we arrived and as we went into her
room, we tore off our clothes.

There she was before me completely naked with her huge engorged cock pulsating and ready
for a fucking. My cock was hard too in anticipation of what was about to happen. Now I wanted
Elizabeth to take my anal virginity and make me hers in a way that no one had ever possessed me.

I had some lube and I handed the tube to her telling her to be gentle as I got on the bed
... Continue»
Posted by esclaro 2 months ago  |  Categories: Shemales  |  
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Pleasuring Me - A Nylon Poem

Up in the morning and ready to dress,
Must have slept roughly my hair is a mess.

My nightie hangs loosely from shoulder to waist,
But juts out below, well I am in no haste.

A rub on the nylon, my prick feels so great,
Suddenly remembered I must not be late.

Out from the drawer comes a suspender belt,
Followed closely by stockings, which I should have felt.

There in the toe of the black nylon mesh,
Is some of my sperm, 'fraid it ain't fresh.

No matter to me, to the drawer I go back,
And a new pair of stockings with seams, yes they're black.

Out of the packet and up... Continue»
Posted by SheerLonny 2 months ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Me and My First Time

This story is not a work of fiction, this is the story of me really and my first experience of having sex with another male. I'm indulging myself really, rather than any potential readers.

I've been cross dressing for a number of years now, on and off. In those periods of indulgment I've used butt plugs and dildos to heighten my pleasure and I've also dreamed of having sex with a man I've always considered myself to be straight, I don't go through life looking at men and fancying them, but when I go into my feminine state I dream of having a cock to play with (rather than just my own). I... Continue»
Posted by uktransvestite 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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Made me a woman pt.3: Swallowing my pride

I'm standing still frozen. After getting fucked, bred, degraded and then receiving slutty clothes, heels and jewelry by this big black man. He brought on three of his friends,equally as black and as big with muscles sitting on the couch eye fucking the shit outta me. I just walked outta the shower mmy long blod hair is did, my face looks extra whore-y. dark eye makeup, red lips and all. wearing a gstring and bra matching set. purple with black strings. a mini pink fishnet dress. a pair of 6 inch clear heels and an ankle bracelet with an engram an ace of spades. the clothes, heels, and jewelry ... Continue»
Posted by alexismorel 2 months ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
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Trans girls first public sex with a stranger

I just had an amazing, and accidental public sex experience.

I was traveling home from an out of state Thanksgiving weekend with friends, and I had to go to the bathroom. So I pulled off the highway.

I always hate public bathrooms because they are usually dirty. So I found a pull-off on the side of the road next to a swimming area. It was just about to get dark so I decided to get out of the car quick and scurry into the woods. There were two other cars parked there with people just loitering, but I made little notice.

There were a few footpaths through the woods that led down to the... Continue»
Posted by SissyAtHeart 2 months ago  |  Categories: First Time, Shemales, Voyeur  |  
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My all time favorite story part3

All credit to Julian0682

Ch. 03: Deep-Throat

As Tonya got up to answer the door, Bailey uncuffed Julian, and he got up and stretched, and sat on the edge of the bed. He was still savoring the taste of cum from these two lovely trannies, when the door opened. A tall blonde beauty walked in, and leaned down to give Tonya a kiss.

"Jenny, meet our cumslut," Tonya said, his softening cock dangling as he walked over to Julian and placed a hand on the back of his head, as if to show off a trophy.

"Hello cumslut, I am Jenny. Tonya tells me that you love to suck cock," Jenny said as he wal... Continue»
Posted by samcolt1911 2 months ago  |  Categories: First Time, Shemales  |  
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First time with "Ashli" part 1

My first time with a Trans

It all started back at a Halloween party. I went as myself I wasnt big on dressing. Up and I only knew a few people at the party. I noticed this absolutely stunning redhead looking at me from across the room I looked up and gave a smile I then grabbed my drink and went over to talk to her.

Her name was Ashli and she came to the party with only a few people as well we hit it off and I could not get over how sexy she was in her tight little dress she was maybe 110lbs and just over 5 feet tall with amazing tits. We decided to take shots together and then hit... Continue»
Posted by joker621 2 months ago  |  Categories: First Time, Shemales  |  
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A moment in Taos

I recall another meet I had with another dresser who happened to live in Taos NM. Again I met her on-line and after exchanging a few e-mails we planned to meet. At that point in time I was like an hour and a half away from there. She offered to meet at her place and she told me to text her when I got closer. But I had somewhat of a dilemma. Since the drive was going to take a while, I was debating whether I should dress first or find a place closer to change. I’ve only been to Taos like one other time so I wouldn’t know of a place to change in a hurry and wasn’t going to stop at some gas stati... Continue»
Posted by stormietv 2 months ago  |  Categories: Fetish, First Time, Shemales  |  
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The Transformation --- Prologue

I come from a very poor f****y of eight. My father is a mine worker who became very ill only a few months before the beginning of this story and got into early pension for a very small income. My mother is from very orthodox origins without any school and she can barely read and write so she was a housewife for her whole life. As the oldest male c***d from 5 s****rs and 3 b*****rs I had to quit school and find work to earn something so our f****y was kept fed. Our only property was our house in a very bad state so we had nothing to sell to get some money. If we sold the house we would have now... Continue»
Posted by harloch 2 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Working Gurl

Working Gurl

My name is Danielle and I’m a working gurl . I started working in 1991 at the age of 20, my first job as a hooker was working out of an Adult Book Store North of Ft. Worth, Texas on I-35W South of the airport My boss was an older tranny named Jannice she ran the book store. On nights when she would call me in she would set me up in a booth in the video room. I never knew who or how many would come in to my booth. I was to service all that came to see me. Was I doing this for the money? Oh hell no I was in it for the cum. But the money was good too.
It was a Saturday night arou... Continue»
Posted by danigurl69rt 2 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Gender bent – Ch 8 – Made for pleasure

Gender bent – Ch 8 – Made for pleasure

As I Kandi led me around the parties’ hallways I realized I didn’t even know where I really was or how big this place truly was. I remembered once I agreed to be his “Girl” Dave pretty much had a ton of rules before I couldn’t even set foot in the party. One was no cell phones which I left at his place. Another was I needed to be blind folded the whole time we traveled there. It wasn’t long from his place, about 30 minutes. I remember being hand-led into a house as Dave greeted the men at the door. I was then led further into the house and was then pla... Continue»
Posted by youngprboi 2 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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Gender bent – Ch 9 – Lack of free will

Gender bent – Ch 9 – Lack of free will

“Nikki, he Nikki?, Wake up” I heard a voice as I opened my eyes. “What happened?” I muttered as all I could remember was being dolled up like a bimbo slut encased in pink latex looking like a flat chested girl with a bubble butt with a ton of fake tats on me. “The process finished” J said as Kandi stood right next to him. “Wow did It work?” Kandi said. “Did what work?” I replied. J looked at Kandi and then pressed a button on the watch and said “Looks like it, but let’s test, Nikki standup” I stood in a instant is if my legs had moved on their own. “Wh... Continue»
Posted by youngprboi 2 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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For the love of Cum

I spend a very tense 20 minutes getting ready. I quickly shower. It's funny, I sometimes flirt with meeting a guy for sex, but the sure fire way of knowing whether I'm really going to do it or not is always the shower. That means I've made my decision.

I put on a top, a sweater, short jeans and some cheap sneakers with no socks. It's a warm October evening.

While I'm waiting for him to get out of the shower and to message me back, I'm browsing online looking for anything to distract me from the nervous sexual tension I'm feeling. Then I get a message. "I'm out of the shower. Just messa... Continue»
Posted by CumLovingKitty 2 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Gender bent – Ch 7 -The Gang-bang room

Gender bent – Ch 7 -The gang-bang room

Hey all. Thanks for reading my stories and all. I want to say if you enjoy them. Leave comments and let me know if there is something you would want to see. Sorry about the errors in advance. Also if you haven’t already noticed the stories are kind of out of order (Sorry) I took it upon myself to make this Table of contents as I will be numbering these stories from now on. I expect to get to chapter 12-15 and going to wrap this one up hopefully by the end of the month “Fingers crosses”. I do this for fun, so leave a comment and let me know what you th... Continue»
Posted by youngprboi 2 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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Introducing Jessica (part 2)

You can find part one on my profile if you've not read yet, so let's continue:

As I sat on Johns lap, grinding my ass into his cock while we kissed, I could feel it twitching against me, enjoying itself pressing against my ass. i slid off his lap and onto my knees between his legs. Looking up at his cock with wide eyes. My right hand reached out slowly, as the tips of my fingers touched it, we both sighed with pleasure. My hand wrapping round it instinctively, and immediately began stroking it slowly. John was moaning with pleasure and telling me how good it felt, calling me baby from time ... Continue»
Posted by Want2BeTrans 2 months ago  |  Categories: First Time, Shemales  |  
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Gender bent – a Mistake

Gender bent – a Mistake

I was dressed like a bimbo, my lips plumped up from sucking on shot glasses, Pink latex, Trashy fake tattoos of my back saying fill me and a black ace of spade on my ass cheek and Sissy clit on my pelvic area near my dick, My tits was pierced for this party and I had a Cumslut collar on my neck. 8 Inch thigh high pink latex and anime pink wig to make me look like a candy slut. It was either this or complete shaming of me to the point where my life was ruined. All I needed to do was be dressed like this and serve drinks and I just served my last one after Kandi took i... Continue»
Posted by youngprboi 2 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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My First Time

I had been dressing at home full-time for few months, so I felt comfortable enough to have some fun and make an OKCupid profile to see how many guys would be interested in me I got a ton of messages from interested men, but typically I would just flirt with them for a little bit and then kind of fade away when they wanted to meet up because I was shy. Eventually, my curiosity got the best of me and I gave one guy my number. He wasn't the most attractive guy that messaged me but he seemed like a pretty nice southern gentleman and he was big, about 6'1" and 260 pounds, which I liked.

We texte... Continue»
Posted by missjessica89 2 months ago  |  Categories: Anal, First Time, Shemales  |  
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Gender bent – The ultimatum

Gender bent – The ultimatum

I Stared at my phones screen as I watched a video on me getting fucked not even 24 hours ago. I was angry. How could they do this? Why? I needed answers and fast. What if someone would recognize me? I would be ruined. I paused the video and look at who posted it. The user was called “The Feminizer” and private account meant I couldn’t even look at his pictures or his bio. All I could do is leave a message which I did. “Dave. Dude what the hell. This is Nick the one getting fucked by you. PLEASE TAKE THIS OFF NOW” And pressed the button to send. I then reported t... Continue»
Posted by youngprboi 2 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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