Shemales Porn Stories
Page 12

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 3 months ago  |  Categories: Shemales  |  Views: 1634  |  
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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 3 months ago  |  Categories: Anal, BDSM, Shemales  |  Views: 2695  |  
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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 3 months ago  |  Categories: First Time, Shemales  |  Views: 1763  |  
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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 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1535  |  
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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 3 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1372  |  
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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 3 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 3978  |  
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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 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2425  |  
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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 3 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 1228  |  
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Court Date

Aubrey James Phillips sat quietly in the municipal courtroom as he waited for his destiny to be decided. He had hired a lawyer to help get him off the charges he was facing. Court was slated to begin at 2:00 p.m. so he made sure he was in place at 1:15 p.m. Twenty minutes after he arrived wearing black slacks, a light blue button down shirt, a red tie, and black Stacy Adams, in walked an extremely attractive light-skinned woman. He stared at her, but not too hard. Typically, he liked dark-skinned chicks as he was a relative red bone himself. But this lady had that indescribable characteristic ... Continue»
Posted by faggyboi 4 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2336  |  
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Cum hungry paper boy sissy

Cum hungry paper boy sissy



When I was thirteen our next door neighbor Pat offered me a summer job
helping him deliver papers and magazines. I quickly said yes and my
foster parents agreed. I liked Pat a lot as he always patted my ass when
Vance and Liz were doing something when he came over for dinner as he
smiled and winked. I loved the way it felt and smiled back as my cock got
hard.

I was light build and kept my long blonde hair in a pony tail and always
wore cut off jean shorts. I had also been jerking off and eating my
creamy delicious cum loads for over a year as I loved... Continue»
Posted by jayymie 4 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 6333  |  
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Halloween Pt1

Another damn Halloween story. Pure fiction.

We were probably stoned when we came up with the idea. Todd and I had been roommates for our first two years on college, and got on well enough that we moved off campus for our junior year.

Anyway, in late September we were talking about Halloween, and trying to come up with ideas. One of us, I forget whom, suggested we go on the usual pub crawl in drag. We laughed and laughed and laughed, before laughing about some doofus who fell into a swimming pool on some blooper show on TV. And then we laughed some more.

A couple of days la... Continue»
Posted by TransContinental 4 months ago  |  Categories: Shemales  |  Views: 1098  |  
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Fantasy of a Fantasy

It wasn't that I was opposed to man-on-man sex. It's that I wasn't for it. I mean, it didn't get me hard, but it didn't turn me off either. I know this not because I sought it out, but a gal I dated for a while confessed she loved gay porn, and had a fantasy of a threesome, where she'd back off and watch the two guys go at it. This was years ago, of course, and being the open minded guy I was, I said I'd consider it, if, big if, the other dude was okay.

But, as I said, this was years ago, and we never got around to trying. She went her way, I went mine, and eventually found myself in a... Continue»
Posted by TransContinental 4 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1717  |  
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Becoming a Black studs ultimate fuck toy

It all started the day I laid my eyes on my first BIG BLACK COCK ,I had been dressing up as a girl since the age of about 12 wearing my mums panties and pantyhose around the house getting turned on by the feel of the pantyhose and panties . At the age of 15 I realized that I loved pretending to be a girl as much as being a boy ,one day I approached my mum to tell her of my sexual orientation. My mum so supportive and helpful I was really surprised with how she reacted . Son you will always b... Continue»
Posted by foxxiroxxi 4 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 6316  |  
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3 Sissies at Lake House have Fun

It has been almost a year and a half since Steve, Mike and Joe have been meeting at Joe's secluded lake house every month. Of course, it's really a secret meeting of three sissy cross dressers who love to dress femmie and let go and have slutty girlly hot sex. ... Continue»
Posted by Sissybra 4 months ago  |  Categories: Hardcore, Shemales  |  Views: 1443  |  
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My First Day as a Hooker or a Busted Date Part 3

"So what did you have in mind?" I said in my best sultry voice while turning part way around. My back was arched slightly to make my ass stick out just right. It must have made the two young men a little nervous. One, for being so forward and assuming in my nature and what would you expect. My body was well worked over finishing less than a hour ago by four delicious cocks and the opportunity to make a couple more quite happy was, well, when on a roll, to be taken advantage of. And two, that's simple. I loved being the instrument to give someone else pleasure and here I was answering that call... Continue»
Posted by LeslieStone 4 months ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 2116  |  
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The alleyway

She pressed close against his body, so close that he could smell the leather from her jacket. As they walked along, her arm around his waist, he could feel her nails through his shirt gently stroking above his pubic region; with each stroke he felt the bl**d rush towards his cock.

They turned the corner and walked further into the alleyway, him guiding her into the shadows. He looked down at her face, her eyes staring back up at him and what little light there was reflecting off of her lipstick. He slid his hand down her back and slid it under her coat where her could feel her bare back bel... Continue»
Posted by ass_pussy_fucker 4 months ago  |  Categories: Shemales  |  Views: 1010  |  
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Three Sissies At The Lake House Sucking Cock

It has been almost a year and a half since Steve, Mike and Joe have been meeting at Joe's secluded lake house every month. Of course, it's really a secret meeting of three sissy cross dressers who love to dress femmie and let go and have slutty girlly hot sex. ... Continue»
Posted by Sissybra 4 months ago  |  Categories: Shemales  |  Views: 470  |  
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My sexy wife has a secret

My wife, what can I say she is tall and leggy with thick, natural wavey orange red head with beautiful porceline skin and just enough freckles to tell you she is a ginger. Add to that smokey green eyes and thin sexy lips and you can see why people refer to her as Gorgeous Gwen.
From the time we started dating my friends all expressed their envy at me landing such a smoking hot piece of ass. She is a freelance writer for fashion magazines and on-line blogs so she is pretty dressed up where ever she goes.
I got home one Friday evening from an afternoon shift. I knew she was home because ... Continue»
Posted by triphammer73 4 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 5707  |  
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His Dirty Little Slut

He'd been watching her at the party all night; fishnets, short tight leather skirt, tight top, scarlet red lips, and dark hair. She looked like such a dirty whore, and she was living up to her looks; time after time she'd lead another man out the back of the house, and each time she'd return, wiping the cum from her lips, and every time he'd catch her looking him up and down with her sultry eyes as she walked back into the room.

****

He stood over the toilet and shook the last of the piss from his cock before putting it back into his jeans and zipping it up. The drink was starting to tak... Continue»
Posted by ass_pussy_fucker 4 months ago  |  Categories: Shemales  |  Views: 2972  |  
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The German Prince (or Princess) & The Nubian

“Greetings, Your Serene Highness,” the aging butler saluted the 4th Prince of Altberg-Langenstein-Briersdorf.
“Good morning,” replied Maxmilian.
“I have drawn your bath, sir.”
“Very good, Finkel! I will make me way into the wash room shortly. Please have cook prepare potato pancakes and fruited sausage for me. Kuluc, be a dear and inform Finkel of what you wish for breakfast,” the thirty-three year-old sovereign said to his bedmate.

Kuluc yawned and rolled over. Maxmilian Ferdinand Ernst Georg, the ruler of the small German principality, heard his African physical fitness trainer mumble... Continue»
Posted by faggyboi 4 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 615  |  
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