Shemales Porn Stories
Page 3

My First Taste

She was beautiful. Blonde, shapely and very sexy. She said she just loved my outfit, a pretty pink summer dress. She was in a black floral outfit, with a pleated bottom that swished around when she moved, almost flashing her panties. It was very arousing.

When we got to my place, and I put my arms around her and held her tight, she softly kissed my ear, and swirled her tongue around it. I kissed her lips and lightly let my fingertips glide down her back, and down her skirt until I could feel her thighs. I put my hand on her silky leg and brought it up to her panties, caressing her ass... Continue»
Posted by pantyboykristin 16 days ago  |  Categories: First Time, Shemales  |  Views: 3515  |  
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Hands free cumming

One day I really felt the need for an assfucking so I broke out my favorite toy and gave it a go. The toy is a realistic cock, with balls, that is 8 inches long and appropriately wide. I started watching a video of a hot looking redheaded Shemale with big tits that was fucking a guy in the ass. I lubed up my toy and worked it up inside of me and while sometimes matching the rhythem of the guy getting fucked, I was totally enjoying both the video and my toy. I began stroking my very hard cock a little bit but realized that I would make myself cum pretty quickly if I did that so I stopped an... Continue»
Posted by theintern 16 days ago  |  Categories: Anal, Masturbation, Shemales  |  Views: 2359  |  
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Shemale suprise Colt and Celia

Colt is a young man and doesn't have a girlfriend and just turned 21 years old
He has brown hair and brown eyes.

Celia is a shemale and is 20 years old
She has half long to long light brown hair and bleu eyes.
She's got small shemale breasts and a beautiful thick cock and looks really feminine.
She likes to fuck and get fucked.

Colt and Celia don't know each other yet but go to the same bar,
but on different days.

Now Colt gets the idea of going to the bar on saturday instead of on friday.
This is the same day Celia goes to the bar.

Colt ordered a beer and Celia just enters t... Continue»
Posted by J-art 18 days ago  |  Categories: Shemales  |  Views: 1849  |  
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My imagination was becoming equal to reality

After the tour , which by the way was really great , I sat down facing the bed that stood where a maid was busy spoiling . Someone down on a bench There were several people watching and suddenly I felt something against me arm. I had no idea that there was a glory hole , apparently I was sitting . A good spot It put a nice big cock from the glory hole . I’m going to suck it nice and himself was there even hornier from . Someone came to stand that was nice to ‘ t play with his cock . Now I had two splendid. I continued with particular hand at the 1st and took 2nd in my mouth . I was able to tak... Continue»
Posted by nathalie-daniels 18 days ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 1111  |  
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Leila Has a Big Secret

I'm an ordinary guy, nothing special about me at all. Well, maybe my choice in women could set me apart from most.

It all started one rainy afternoon in Northern California as I was driving home after a party I'd attended alone the day before.

I'd stayed over at a friend's house and after a nice leisurely breakfast I headed home so that I would be back home before dark. I had to be at work the next day and wanted plenty of rest.

I was driving along Highway 1 when I first saw her. And boy, was she a vision. It had been raining all morning and the woman who stood there beside the road w... Continue»
Posted by drew1207 19 days ago  |  Categories: Fetish, Sex Humor, Shemales  |  Views: 6318  |  
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Wife Shares Shemale

"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an hour see you." She hung up.

The phone call made me really nervous.I had reasons to get nervous if not get a nervous break down. Tara and her husband owns a few restaurants in different cities across the States. I have known Tara since 6 months now since she busted me from one of the restrooms of her restaurants. Well wh... Continue»
Posted by drew1207 20 days ago  |  Categories: Anal, Fetish, Shemales  |  Views: 4673  |  
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First Date

My urges to be with a man had been growing every day, so I decided to start an online dating account, to see if any guys were interested in me. In a matter of hours, I received hundreds of messages from interested men. One in particular stood out to me. He was 6'5" and muscular and a former marine. He sent me flirty e-mails and I flirted back and sent him a few pictures. After about the 10th email he told me that he had re-read my profile and he didn't realize that I was transgender. He told me he had never been with a t-girl but that I was so sexy that he didn't even care, he needed to take m... Continue»
Posted by xjessica88x 22 days ago  |  Categories: First Time, Shemales  |  Views: 3844  |  
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The Windowcleaners

I was home alone for the weekend as my parents were out of town. I had been instructed by my online master that i had to spend the whole day as a girl (a naughty teen slut at that). No matter what i had to do that day i had to do it dressed in girly lingerie and or clothing...
I got up, showered and looked through all my outfits to decide what to wear... First of all i put on my lingerie which consisted of a white and pink spotty thong, black fishnet stockings and a black and pink teddy/basque... I had to go to the supermarket to get some groceries so i completed the look with a pair of tigh... Continue»
Posted by slut_trish 23 days ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 2523  |  
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Car Crash

I woke up feeling incredibly horny, it was still pretty early, around 5am. I really felt like doing something naughty and risky, so i decided i was going to dress up in my sexiest 'girl clothes' and go for a drive in my car. I had done this a few times before but usually only in lingerie under my ordinary male clothing.. As it was early i figured there wouldnt be many people around at that time of the morning so i thought id be a little more daring and go completly in girl mode this time...

I laid all my girly underwear and outfits out on my bed so i could decide what to wear. As it was sum... Continue»
Posted by slut_trish 23 days ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 3090  |  
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Tentacle impregnation

I had just finished a session up at the gym and began walking back to my car. It was dark out and the large car park was empty, nobody could see me. I was wearing just a tight grey leotard.

My big bulging cock showing clearly up my stomach, small wet patch from a little pre cum, my tits free, no bra, nipples erect from the cold, wobbling as I walked, along with my ass and thighs.

As I got to my car I got in and got myself comfortable, suddenly I was locked in my own car, from under my seat crawled fleshy huge tentacles in the shape of huge cocks, all dripping pre cum. They tied me to m... Continue»
Posted by drew1207 23 days ago  |  Categories: Fetish, Sex Humor, Shemales  |  Views: 3337  |  
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Charlotte and her sister go swimming

I did not write this story.

I am 18, I have a younger sibling who is 2 years younger than me called Emily. Even though she is younger than me and we both come from the same parents, she has a better body than me. She is curvy, taller than me, wider hips, small waist, amazing big round ass and huge tits. I'm a D but she is an E, almost F. She turns me on a lot, I know it's wrong but I get horny thinking of her naked.

We both love our swimming. Even though this is an awkward sport for me as I am tiny and it is hard for me to hide a big 8 inch cock. I usually tuck it between my legs pushing... Continue»
Posted by drew1207 23 days ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 6438  |  
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Charlotte and her friends little sister

I did not write this story

After a night out I stayed over at my friends sl**ping in the spare room. In the morning my friend had work and left without waking me but she told me the night before she had work and I could stay until she got home again.

Waking up in the morning I felt groggy and tired but one thing I did notice was I woke up with morning glory, I was rock solid and made a huge tent of the quilt. I needed to sort this out. I slid my hand down into my panties where it was stretching them and slid them off allowing my cock to grow to it's full size, I was so horny and instant... Continue»
Posted by drew1207 23 days ago  |  Categories: Fetish, Sex Humor, Shemales  |  Views: 4378  |  
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Walk of Shame.

As I woke, I tried to stir, to move, but in all honesty I was as thick headed as a punch d***k boxer; no thought made sense, I did not know where I was, my arms and legs were numb and I could hardly breathe....

I knew where I was. I was sure of it. I had been sent here deliberately... As I licked my dry, cracked lips which were alcohol dry and parched, there were vague memories. I had been sent here. Moaning, I tried to rise but stiff linen bed sheeting was moulded to me, it crackled as I moved making me open my eyes to accept what was around me.

The hotel room was beige, very beige and ... Continue»
Posted by CorneliaO 23 days ago  |  Categories: Shemales  |  Views: 1866  |  
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Mile High (caught in panties and pegged at 30,000

Mile High (caught in panties and pegged at thirty thousand feet)

By Mikaho, Edited by g1dnshwrgr1

I boarded the plan and was taking my seat when I noticed the most mature of the three stewardesses.  She was beautiful with a classic flair; her pencil skirt perfectly presented an hourglass waist, defined hips, and a round butt.

The image of her shapely form flitted around the edge of my thoughts as I started answering email on my phone and quickly drifted into a hyper-focused state;  oblivious to the bustle in the cabin around me until I heard her ask me to turn off my phone.  I glanced... Continue»
Posted by Shelleyisasissy 24 days ago  |  Categories: Anal, BDSM, Shemales  |  Views: 3559  |  
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Virgin no More

It was a cool, fall full-moon night and I danced in the glen beside my home, wearing my sheer white negligee and waving one of those florescent green glowsticks as I danced, giving the truckers a show.

Maybe. I doubted if they could really see anything but a white-female looking form dancing half-a-mile-away in the moonlight. Yes, I was being a cocktease.

(Isn’t a gurl supposed to flirt? Jeeeezzzzzz.)

I returned to my computer and signed off for the night, relishing in my dance as a gurl in the out-of-doors, my boobies jiggling and nipples hardening. The sheer fabric of t... Continue»
Posted by prairieFreak13 25 days ago  |  Categories: First Time, Shemales  |  Views: 2019  |  
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Halloween Pt3

My enthusiasm waivered a little once his crotch was in my face. I could see his cock straining against his sweat pants. But, I considered the alternatives: He was horny, and he was expecting relief. We were in his frat house. And he was much bigger than I was. And, I was dressed like a young woman hot for the D. If I told him no, he could easily beat the shit out of me. And then tell everyone he was fooled. God knows what his frat b*****rs would do.

Besides, he'd sucked my cock. How bad could it be? Women liked giving blow jobs, and obviously some guys did too. It's not like anyo... Continue»
Posted by TransContinental 25 days ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1609  |  
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My First Time with Brian.

Heya there boys and girls! My name's Nicole and i'm a pre-op transexual from the UK, by chance I came across this website about a month ago and despite noticing that most of the user's seem to be madly perverted (lol) the rest seem civil enough to the point where I thought, "why not share my stories?" Who knows? You might just get a kick out of them. ; ) x

Back when I was 17 I had been cross dressing for just over a year, I was never tall (5'5 if you must know) and didn't have a masculine frame to boot (I guess I was always meant to be a girl - clearly haha) ANYWAYS one weekend when I was o... Continue»
Posted by NicoleB90 25 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 1918  |  
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fucked by indonesian ladyboys

this is a true story of what actually happened to me in bali

When i was 17 i was on holiday in bali, indonesia. i'd only had sex once prior, with a genetic girl, and i barely managed to get hard and wasn't able to cum so i knew pussy wasn't for me.
i had been clubbing several times on this trip to bali and had been hassled by numerous prostitutes while out but wasn't interested, except for one night whilst walking back to my hotel on a quiet street in legian, a deep but seductive voice called out "hello" to me from the shadows of a run down apartment block, emerging from the dark stood a ... Continue»
Posted by yuneeqboi 25 days ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 3720  |  
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Halloween Pt2

Todd, er, I mean Colette, stalked proudly out the front door, confident as hell. I hesitated, watching him, er, her, er, him, whatever, take about ten sashaying strides down the sidewalk. He'd obviously got the trick of walking in heels down, because his hips swayed ever so sexily. Hips! I suddenly realized he had hips! His waist was tapered, and he had hips. His ass looked amazing when he, she walked. (I learned later Todd had bought a waist cincher to narrow his midsection, and emphasize his hips. But I'm getting ahead of myself.)

"Damn. You look hot," that was all I could say, ... Continue»
Posted by TransContinental 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2424  |  
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Basketball Star & Math Tutor

The crowd cheered profusely as the Francis Marion High School Swampfoxes dominated the opposing team. The home team had been led by the five-foot-eleven-inch junior Anton Jones. The slender point guard ended the night with a triple double – 21 points, 11 steals, & 12 assists. The scouts loved him and he loved them. He was being looked at seriously by numerous Division One colleges and he had designs on the University of Kentucky. His parents were steadfast Apostolic Christians and told he would attend whatever school gave him the best scholarship. Secretly, they hope their son would make it bi... Continue»
Posted by faggyboi 1 month ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 2909  |  
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