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Moms Trannie

Moms Trannie

... was stare, mom broke the trance by smacking my butt, and offered up more drink, the conversation got ... now.

Sharon (moms name) and I climbed into bed and Jamie excused herself to the bathroom, Jamie ... mom.

Before I realized it she had swung her leg up over my head and as I looked up I could see... Continue»
Posted by frswriter 3 years ago  |  Categories: Shemales  |  
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The Secret Of Angel

... big cocks. She then pushed me against the door of my moms car in the driveway , & she put her hand ... stomach , arms , & cock , leaving me soaked in her tranny cum like wet dog in rain .
... Continue»
Posted by shemalecum1 2 years ago  |  Categories: First Time, Masturbation, Shemales  |  
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Never Wanted To Be Your Girlfriend Ch. 01

... of import business, so his Mom, and older siblings, s****r Brittany and step-b*****r Derrick, pretty ... and opened a folder full of movies.

"I got a a ton of videos like this. Trannys rule!"

I stared at him ... nodded as I clicked on hot tranny movie after hot tranny movie. I lost track of time as I watched... Continue»
Posted by sparkyking 1 year ago  |  Categories: Taboo, Shemales  |  
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Pearl

... ? That's an understatement. At least I don't
have to worry about upsetting any of them with all this. My mom ... the next few months," she said. "Eventually
he left Mom, and that was the last time I saw him."

"See ... spend much time on the murder of a trannie
whore."

"Why did you have to tell them that you knew her... Continue»
Posted by klammer 2 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Party Skank Shares a Great Show

... scene on the TV - a woman being fucked by a tranny, sucking his tits while his elegant cock moved ... and the tranny.

My friend's soft voice interrupted. "How do you like MY wide-screen show? This guy ... erect penis. For a moment everyone turned to the TV to watch cum from the tranny's cock leak from... Continue»
Posted by smallfurrycreature 3 years ago  |  Categories: Group Sex, Masturbation, Taboo  |  
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Part 2 to First Time I shared My Dad

... to party with dad just about every other weekend as mom was always gone then. The first time back we had ... on a Friday but my mom dragged my dad to some dam work dinner of hers so we all couldn't leave till Saturday ... an early start but he just hung his head and said " No you have a phone call. "
It was Lisa's mom... Continue»
Posted by Mluvsdad 5 years ago  |  Categories: First Time, Taboo  |  
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Busted Wearing Panties Ch. 04

... Tranny – bisexual – bdsm – nipple play – anal – first time

Chris and Jessica had to leave ... make sure that we make our fantasies come true. Mom and I have been talking and we have similar ... trip. No need to be shy around us, Mom and I find you both to be very sexy when you wear lingerie... Continue»
Posted by naughty_bi_interest 1 month ago  |  Categories: Anal, BDSM, Shemales  |  
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Sissyboy Conversion Therapy

... . Like, you fuck a tranny and
find out she s a he later on. If you a) kill b) maim or c) walk away ... from
(he couldn t recall which, said tranny within five minutes, your
heterosexuality remained ... . And selected times during the day.

Mom was OK with it, and so was Jack.

Jack wasn t braggy... Continue»
Posted by swallow4fun 8 months ago  |  Categories: Fetish, First Time, Mature  |  
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A little dancing, a lot of cocksucking

... of my mom’s friends if I could lick her pussy and although she scolded me on that day, she parted ... it, however, because now I have more jerkoff time with my bisexual and tranny videos.
I think I’ll... Continue»
Posted by bibands 5 years ago  |  Categories: First Time, Gay Male  |  
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Fucking a Mom and Son In Bangkok (Part 1)

... women, trannys, gays..My idea of heaven! Went online, did some research and went ahead with the bookings ... included being with 2 guys... having sex with a tranny and a girl at the same time etc. She laughed me ... ****y. This chick was wild.

I acted hesitant. She said that her bisexual b*****r and mom had been... Continue»
Posted by adm19842 4 years ago  |  Categories: Gay Male, Group Sex, Taboo  |  
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My first piss experience

... a face but then i saw a tranny with saggy tits and a big cock sucking cock. Suddenly my cock ... , ass fingering and trannies.
Suddenly after some time i had the urge to piss and i told him ill go ... to bring my mom's unused lingerie and wear it . It fitted me as my mom has big tits and busty ass. I... Continue»
Posted by johncool21 1 year ago  |  Categories: Fetish, First Time  |  
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Fucking a Mom and Son in Bangkok

... women, trannys, gays..My idea of heaven! Went online, did some research and went ahead with the bookings ... included being with 2 guys... having sex with a tranny and a girl at the same time etc. She laughed me ... ****y. This chick was wild.

I acted hesitant. She said that her bisexual b*****r and mom had been... Continue»
Posted by adm19842 4 years ago  |  Categories: Gay Male, Group Sex, Taboo  |  
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Gary's Dressup Sissy

... from about 10 am till 4 pm when his mom came home. His dad seemed to have hundreds of movies. One ... in the front of Gary's jeans and knew his cock was doing the same.
Gary then moved to his mom’s wardrobe ... it to me he said
"Cum in that, don’t get any on my s****r's or mom’s clothes"
I positioned my cock... Continue»
Posted by palmorr 8 months ago  |  Categories: Anal, First Time, Shemales  |  
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My Step-Sissy

... I divorced his mom, I got a little harder on the k**. I didn't want to hit him when he fucked up ... sweet asshole to give my tranny boy's big dick some attention.

"You got a big dick, boy. Real big... Continue»
Posted by nymphRiley 7 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Never Wanted To Be Your Girlfriend Ch. 02

... , and Michelle's mom passed out -- After catching her son and his best friend in drag sucking each other off, I ... along with cash she swiped from her mom, and some make-up. She handed me the purse and smiled. We ... scream. If your mom finds out what you've done, you're fucked," I spat.

"Oh, no you won't. You see... Continue»
Posted by sparkyking 1 year ago  |  Categories: Taboo, Shemales  |  
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SWEET TABOO

... ?"

"Alright, this should be a good one. My b*****r has turned into a tranny because he has to," Tisha ... . Now, up until about a year ago, everything I've been telling you and mom has been pretty accurate ... to meet up with some people during the day, but that's about it. How's mom doing?"

"She's OK. Work... Continue»
Posted by sexaddict66 3 years ago  |  Categories: Taboo  |  
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paying to be used as a girl

... i's been dressing up in girls clothes since i was 11. my mom's and my 2 elder s****rs suff. they'd ... ....sometimes the fantasy would involve several men.this had come about ever since my mom had bought our first ... home computer. I'd spend hours when home alone watching tranny porn on the internet. i'd even posted... Continue»
Posted by hornyTVluvr 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Kelly Pimps Out Chrissie (a Chrissie Conway story)

... of the reason I'm a high paid "tranny whore" today. Kelly never missed on opportunity to
"pimp me out ... any lights
on or you might wake my mom."
"Got it" he said "10:00 PM, side door and no lights ... ."
The truth was that my mom was currently working four to midnight and wouldn't be home anyway but he... Continue»
Posted by chrissieCD 3 years ago  |  Categories: Sex Humor, Shemales  |  
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How I started Cross Dressing and other first times

... .
My Mom did the laundry. I have an older s****r. One day, as I was getting ready for school, I ... a dollar store pair, which would not be unusual in my house as Mom was a great penny pincher. Being ... along with any of them.

Trying on the Neighbors' mom's bra in front of him.
Through High School... Continue»
Posted by pantiesdave 6 months ago  |  Categories: Fetish, First Time, Taboo  |  
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Missed You

... his grandparents’ house that he shared with his mom and b*****r. Jessica owned her townhome ... became wetter.

“I love how my tranny pussy creams on my dick,” Kamal announced.
“Yes, Mr. Stewart ... . It’s your tranny pussy,” Jessica cooed.
“Damn right! Ride your dick, baby!”
“Yes sir,” Jessica... Continue»
Posted by faggyboi 1 year ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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