Shemales Porn Stories
Page 82

He has made me the town slut

We live in a very very small town, and now I am the town slut. This is the story of how my obsession with one mans cock turned me into the town slut.
I had been sneaking over to see Phillip every chance I could after he had fucked me and let me suck him. I couldn't get enough of his cock. I tried to see him at least once a week. I would usually blow him, but sometimes he would have the time to fuck me good and hard. I get off work hours before my wife and Phillips wife works later so this gives me time after work to dress up and head over to their house for some sissy fun.
One part... Continue»
Posted by firstknightd 2 years ago  |  Categories: Group Sex, Shemales  |  
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Online Hookup

Jamie Harris typed in the user name and password of his account with his favorite online amateur porn hosting site. He was alerted to a new message. He clicked the envelope icon and viewed the correspondence from screen name ‘DLdriller’.

Damn fembunnybttm!!! I wanna get in that ass. Where are you located? I think we stay close.

Jamie fired off a reply with his location along with his email address and the number to his spare prepaid phone. He logged off the computer and hopped in the shower before heading to work at the clinic where he was the administrator. Later that day, Jamie retu... Continue»
Posted by faggyboi 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Daddy's Popper Challenge

Since I've been enjoying the users’ stories here so much I thought I'd share one.
I'm a pretty good looking guy, love girls and pussy, but I am a closet tranny chasers. I love hooking up with crossdressers and transgender. I dressed a little in high school and college; I left behind the clothes but not the lust for the femme bois.

Last week when work was tough I needed a five minute distraction to clear my head so I called up Craigslist and browsed the Casual Encounters T4M. This was around 2:00 in the afternoon, a very hit and miss time. The ad that peaked my interest was "Mature Crossd... Continue»
Posted by gypsy61 2 years ago  |  Categories: Mature, Shemales  |  
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Our naughty lesbian maid

Last summer my girlfriend and I went on holiday to the beautiful Greek island of Lesbos for two weeks of fun in the sun. I had a met Sasha a few months earlier at a club when I was out dressed as Tania. She was fascinated by my appearance and looks even though she knew that I was a slutty transvestite. Sasha was herself a free-spirited woman who was looking to meet other open-minded people so right from the start we hit if off with each other. We quickly got involved in a relationship and she completely accepted the male and female halves of my personality. So after a couple of months we decid... Continue»
Posted by lightwave40 2 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  
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Cum drenched afternoon

I was anticipating Marla's return from her work related trip out of town for a week. She was due to arrive around four in the afternoon. I wanted to make sure I was ready, so I spent the day preparing myself. I took a long hot bubble bath and made sure I was completely shaved. I sprayed on body spray and applied my make up and fixed my hair. Next I picked out my outfit, tonight would be my catholic school girl uniform. It starts with my white satin crochless panties with rows of little pink ruffles on the back. Marla always likes it when we have our love sessions in panties, and the cro... Continue»
Posted by slipn2panties 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Cum drenched afternoon

I was anticipating Marla's return from her work related trip out of town for a week. She was due to arrive around four in the afternoon. I wanted to make sure I was ready, so I spent the day preparing myself. I took a long hot bubble bath and made sure I was completely shaved. I sprayed on body spray and applied my make up and fixed my hair. Next I picked out my outfit, tonight would be my catholic school girl uniform. It starts with my white satin crochless panties with rows of little pink ruffles on the back. Marla always likes it when we have our love sessions in panties, and the cro... Continue»
Posted by slipn2panties 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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cross dressed cocks

I was looking forward to the fun I could have in my own place. I spent some time on the male chat line looking for someone to play with. he to liked to dress but like me was not at all passable . when he showed up at my place he hade on black thigh highs open toe heels and a corset ,he was taller then me and of average build . it was the bulge in his panties i was interested in. I was dressed in pink thigh highs red strappy heels pink panties and a light purple chemise with a pink bra under it.

we sat on the couch watching some porn he took out his semi erect cock and told me he wanted to s... Continue»
Posted by amitokinki 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Shemale Next Door Pt. I

(Note: This is an excerpt from "The Shemale Next Door" on sale on Amazon now)

It was a warm Saturday afternoon, one of the first really hot days near the end of spring and right before the beginning of summer and Ken was waking up late like he always did on the weekends and found the trashcan in their house completely full. He sighed to himself and was going to call to Roger to take care of it until he remembered that Roger had gone away for a week to visit his f****y and that he had left this morning. This one was all on him. He sighed as he cinched the plastic handles up, tied them... Continue»
Posted by rehumanize 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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The Adventurous Couple

"Whose ass is this?" Nancy screamed at me as she had me bent over the edge of the bed and fucking me in the ass with her 8" strap-on dildo.

"It's your ass Mistress; it has always been your ass!" I replied through gritted teeth.

Earlier that evening, my loving wife, came out of the bathroom with her jet black hair pulled back into a bun and wearing black rimmed glasses, letting me know she was in the mood to dominate me. She was also dressed in her shinny black teddy that pushed her large milky white breasts together, causing her cleavage to look even deeper than it already was, and her... Continue»
Posted by heatround01 2 years ago  |  Categories: Shemales  |  
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General Jackson's Unlikely Legacy.

Please note that this is not an erotic story but rather a story of Civil War and Civil Rights. Please forgive me if you have come looking for titillation and found it not. This is a different kind of story but an adventure nevertheless.

General Jackson’s Unlikely Legacy.


It would, I suppose, be hard to discern the link between a peaceful English park full of happy revellers in the year 2012 and a tortured bl**dy battlefield in North America in 1861. It would take, in fact, the sort of mind used to connecting up apparently unrelated dots; the sort of mind that... Continue»
Posted by Mikebasil 2 years ago  |  Categories: Gay Male, Lesbian Sex, Shemales  |  
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Frauen(?)party Teil 2


Frauen(?)party 02
bymic70©


Wir zogen uns beide aus und duschten erst einmal ausführlich. Beide hüllten wir uns in flauschige Bademäntel und Silke erneuerte unser Makeup. Also war der Abend wirklich noch nicht zu Ende.

Wieder im Schlafzimmer fragte mich Silke „bereit für ein neues Outfit?" Natürlich war ich bereit.

Aus den Päckchen, die immer noch neben dem Bett lagen, nahm Silke eine weiße Corsage und einen weißen Slip heraus. Es folgten weiße halterlose Strümpfe und weiße Pumps. „Das sieht ja aus wie zur Hochzeit." „Stimmt. Das ist der Plan." Ich begann mich wieder anzuziehen... Continue»
Posted by ICU123 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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My First Tgirl Deepthroat.

Before I, start, I will tell something of myself.

My name is John, I am 48 Yrs old, I never thought I would attracted to Tgirls,

I am average built, 5ft 10in tall, 190 lbs, I am Hawaiian, Phillinino, Chinese
Nationality.

Well 2yrs ago I was cruising in town (Honolulu) and went to a bar to chill for awhile a had two beers just cruising, when this beautiful Asian girl sat down next to me, She was hot smoking hot, damn.

We started talked, simple confersation. I kept staring at her full lips and I was getting a hard on. I was hope she would not notice my fidgeting around on my chai... Continue»
Posted by jkain 2 years ago  |  Categories: First Time, Shemales  |  
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Sissy Emma is Turned Chapter 7

Steve unlocked me from the cage and handed me over to Master. I went to wipe Steve's cum from off my face but was told to leave it.
'So Sissy that's 3 serious demerits you've earned for that little escape attempt. I warned you not to mess with me but you just couldn't help yourself could you?
'No Master' I said sheepishly.
'Right well get yourself home and learn to follow orders' he said. 'I want you to have an early night and watch the videos I have given you on your ipad. And don't forget to take your pill first. Finally, Steve here has agreed to keep an eye on you at work and ensure you ... Continue»
Posted by emmahighheels 2 years ago  |  Categories: Shemales  |  
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Double trouble

First of all this is a true story. My name is Jessica Judd and ive been dressing for 15 years. Ive always been interested in putting on panty hose and panties but it wasnt till about 7 yrs ago that I really took it to a whole new level.

Ive been with a couple guys while dressed but my last episode stole the show. I decided to rent a room at a local casino and gamble a little so I decided to take several outfits and all my accessories just in case I get wild. While at the casinos I began to loss my money too quickly so I decided to slow down and have myself a couple drinks.

It was ... Continue»
Posted by jessicajudd 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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little bitch




To tell you a bit about myself and my life, it is just me and my dad that live together
as my bitch of a mother left us to start a new life with my dads b*****r, my uncle.
I am a 12 years old boy, but i'm not like most young boys from as early as the age of 5
i have always wondered what it would be like to be a girl. So from when i was around 10
i would try on my mothers clothes and after a while of doing this i decided to take a pair
of knickers and bra they wasn't too sexy but they made me feel sexy i could only take them
ones as im sure my mother would of noticed if i had taken ... Continue»
Posted by vince01 2 years ago  |  Categories: Shemales  |  
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Daddy's whore

I had always been fascinated by the feel of womens clothes against my skin, and today was no different. Mom was away on a business trip to Canada, and dad was away at work for the next couple of hours.

I had always had an effeminate look to me, with me being 6’1” and thin as a twig at 19, I was scrawny. I had bought a black wig to go with the outfit that I had picked out. It was black 6” heels, black pantyhose, a black garter belt and panties, with a short black skirt and a little black tube top. I was hard just thinking about what I would look like.

I took a shower and completely shaved... Continue»
Posted by vince01 2 years ago  |  Categories: Gay Male, Shemales  |  
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Impossible Virgins Chapter 15 The Avalanche - The

Chapter 15: The Avalanche - The Finale

"All right, here's what we're gonna do," said Tiffany. "Lulu, you're still dying for more cock, so I'm gonna turn you over to Ebony, for the last ride of the day. If that doesn't satisfy a nymphomaniac like you, I'm not sure what else we can do around here."
"Don't worry, Tiffany," said Ebony. "I'll fuck Lulu so hard, she'll be lucky if she doesn't pass out."
"Ooh! Promises, promises!" Lulu squealed with delight. All Toppsy could do was shake her head in disgust and disbelief.
"Don't worry Toppsy, I haven't forgotten about you," said Tif... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
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Impossible Virgins Chapter 16 Aftermath

Chapter 16: Aftermath

Toppsy and Lulu awoke in their quarters. They had both been dressed in light pink panties, and a matching negligee, which covered most of their prodigious breasts. As both of the blonde dancers arose from the beds and stretched their limbs, they looked at each other somewhat quizzically.
"What's the matter, Lulu?" asked Toppsy.
"I don't know. You look...different...somehow today."
"I was just thinking the same thing about you, but I can't put my finger on it."
"Maybe it's just this new lingerie they put on us. I don't remember packing anything like t... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
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Impossible Virgins Chapter 12 The Avalanche - The

Chapter 12: The Avalanche - The Second Round

Dee Dee had gathered the other three girls who would be Milking this day off to the side of the stage. They could clearly see all the action that was taking place with Toppsy and Lulu, but they weren't immediately involved with it.
"Okay everyone, pay attention," said Dee Dee. "They're counting on us to really deliver a mammoth cum shot for the grand finale of this little escapade today. I don't mean to sound like a cheerleader, but we've got our work cut out for us today."
The other three girls nodded their heads in assent to Dee Dee.... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
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Impossible Virgins Chapter 13 The Avalanche - The

Chapter 13: The Avalanche - The Deluge

Toppsy could feel her asscheeks parting lewdly as Tiffany f***ed her shaft into her. Tiffany stood between her legs, as she had done before. This time, when Tiffany nudged Toppsy's ass with her mighty cock, Toppsy scooted forward a couple of inches, forcing her prick deeper into her asshole.
"That's my girl," said Tiffany. "Work that ass of yours onto my cock."
"Fuck that ass, Tiffany! I want to see your cock fucking right up into her guts!" said Ebony, as she felt herself rushing towards a climax.
Toppsy thrusted her ass up and back aga... Continue»
Posted by gregster 2 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  
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