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11/21/2019 

Mile High Club Kate Upton
Category: Roleplay Stories

The stewardess kept the free drinks rollin'. I had four and the fact she was hot just made the flight even nicer. What made it even better? Well... The passenger to my left... Kate Upton. We had been chatting for about 45 minutes and thanks to the free drinks, I had found out a few interesting things about Ms Upton. First, she didn't mind me gawking at her awesome tits. She told me so. Second, her inhibitions meter was lowered with each drink. She had five so... I was smiling. Her husband knows about the affects of alcohol on her sluttiness, so he keeps her intake in check. Fortunately for me, he wasn't on the flight and the sluttier she got... The happier I got. I love fucking other dude's chicks and if they're world famous supermodels, then I really love it. I was very confident she would be added to my list of supermodel fucks. I'm a pornstar, that's good looking and charming...So the pussy flows.

Kate was working on drink number six. She was turned towards me, smiling and very happy. "You know, my hubby thinks I shouldn't drink when he's not around. What do you think James?" She sipped her drink a D looked at me with a devilishly curious sexual look. She raised her eyebrows.

"Well, I have a simple philosophy Kate... Drink, be happy and fuck." I looked right at her, pushing the envelope, like I love to do. She leaned in to me, her lips inches from mine.

"Who said anything about fucking? I'm married, you know." She said, sipping her drink.

"Me... I said it and... I know you're married, that's why I wanna fuck you." The ball placed firmly in her court. She sipped some more, looking down at her glass. She sat back in her seat, thinking about what I said. She surprised me by getting emotional.

"Why is it that guys just wanna fuck me? I mean, I know I'm hot and I know I've got great tits, but I like romance and feeling special too." I took her drink and put it down. I looked right into her eyes and showed why I get so much pussy.

"OK, no more fuck talk. I'm sorry Kate. I think you're very special." I leaned in and breathed softly on her neck. I didn't touch her, I just breathed my warm breath softly on her skin. I looked at her. "Tell me everything about you. I don't care about your tits or you being a supermodel. Tell me about Kate Upton. She's who I care about. You're who I care about." I leaned in, my lips almost touching hers. I put my hand on hers and rubbed it softly. I talked with my eyes, looking directly into hers. Non verbal sexual communication. Little things are so very important. So many guys don't realize that.

I held her hand. "Your special, you're wonderful. You're the kind of woman that shows me my life really means something. Just to be here holding your hand, getting to be this close to a woman so special. I softly caressed her beautiful face. She stared into my eyes. I had her hooked... Now for the home run. If I die tomorrow, I'll die with a smile. I got to meet you, Kate. I got to tell you how special you are. I softly rubbed her hand, held her face in my hand and told her, "thank you Kate. Thank you so very much."

She paused, looking at me, caught off guard by my sweet charm. "It's your move Kate, I'm here for you." She kissed me, her arms around my neck. She got in my lap and kissed all over my face, licking my lips.

"Fuck me James. Fuck me baby." I drop the bat and round the bases, stomping on home plate. Take that Verlander... Smiling... I groped those big fucking tits through her dark blue tee shirt. She has such perfect, natural tits. She undid my pants and pulled my cock out. She wanted it right there in front of everyone. I fucking get off on public sex, so it was cool with me. She stroked my cock and kissed me. She got down in the floor and engulfed my already hard cock. She smiled up at me and suck me hungrily. I put my hand on her head. She sucked me fast, jerk in my shaft and rubbing my big balls.

I was so fucking turned on being sucked off by Kate Upton in front of the rest of first class. Some people took pictures, some just stared. I fuck a lot of chicks, but I was really enjoying this one. Kate shook her head wildly, as she sucked me, her saliva coating my cock. She took it down her throat, gagging slightly, but pushing forward, sucking it all down. She massaged my balls with my whole cock down her throat.

She pulled her tee shirt off. She took off her dark blue sports bra too. Those naked juggs of perfection were right there. I squeezed and shook them, roughly groping them. Kate sucked my throbbing cock faster, wanting my protein shake. She sucked my whole cock faster faster faster fasterrrrrrrrrrrrrrrrr. I blasted that gorgeous mouth full of my creamy jizz. She sucked every drop down, swallowing and sucking. She moaned around my cock. She wrapped those big, perfect tits around my cock and fucked it with them. She sucked my head and fucked my cock with the most awesome supermodel tits ever, even better than Tyra Banks'.

It felt so fucking good. She smiled at me, as she sucked my cock. Those soft tits enveloped my cock. She rubbed them all over my cock. She sucked my plump cock head faster, her pink lip gloss all over my cock. Her bare lips sucking me beautifully. I fucked her tits and mouth, my ass flying off my seat. "Cum all over my tits James. Cover them with your jizz baby." Kate wanted it, so I gave it to her. I grunted and she pointed my cock at her perfect tits. I cum blasted them, covering those awesome juggs in creamy jizz. She smacked my cock on her big tits. When I finished cumming she sucked my cock dry and looked up at me smiling. She shook her big cum covered tits and stuck out her tongue. She slowly licked my jizz off of her tits. She twirled her tongue in it, letting it hang off of her tongue and sucking it up into her mouth. She licked it all up, swallowing every drop.

I looked at her and surprised her. I pissed on her tits. I just looked at her. She was in shock, but quickly snapped out of it. She stuck her tongue out and lapped it up. She took my cock in her gorgeous mouth and swallowed my piss. She sucked my cock and pushed it down her throat, letting me piss right down into her stomach.

Once I finished pissing I picked her up and took her in the bathroom sitting her on the sink. I took her short shorts off. I took her blue thong off and kept it. She didn't mind. I sucked her pussy ravenously. I snaked my tongue up it and rolled it over every inch of her pussy walls. I licked her out and smacked her clit, soft then hard. I rubbed it fast. My tongue worked its magic, licking her pussy quickly, touching and tapping her insides. Kate played with my hair. "EAT MY PUSSY BABYYYYYYYYYYY!! I LOVE YOUR TONGUE JAMESSSSSSSSSSSS!! MMmmmmmmmmmmmmmmm!!" I licked her out faster, rubbing her erect clit with my thumb, up and down, so fucking fast. My tongue was rollin' and rockin' inside her pussy. "I'MMMMM FUCKINGGGGGG CUMMMMMINGGGGGGGGGG!!" Kate squirted in my mouth. I licked it all up. She's tasted so fucking good. I licked up every drop and kissed her pussy.

I stood up and shoved my cock up her famous pussy, banging it hardddd. All 7 inches drilled up that gorgeous bald snatch. She loved it. "YESSSSSSSS!! FUCK ME BABYYYYYYYY!!" I pounded that cunt mercilessly, squeezing her big tits, pounding her snatch harder harder harder harder harder harder harder harder harder HARDERRRRRRRRRRRRRRR!! Kate squirted all over my cock. I kept slamming her snatch. My pussy thumper working overtime.

I turned her over, facing the mirror. I slapped her ass. She moaned. "Now watch yourself get fucked baby. You're my bitch now Kate. Be my freaky bitch baby." She smiled and kissed me. I slapped her ass again. I shoved up her pussy and fucked it faster faster faster faster faster faster faster faster faster fasterrrrrrr!! She fucking squirted again, all over my cock and out the sides of her pussy. I pulled out and it flooded out onto the floor.

I spread her sexy cheeks and spit on her anus. I shoved my rock hard ass thumper up her famous, soft ass and pounded it into sexual nirvana. I slapped that ass hard! "FUCK MY ASSSSSSSSSSSS JAMES!!" I thumped it big time. My cock flying up that soft, sexy ass with reckless abandon. In and out, faster harder deeper I plowed her ass, rubbing her clit fast.

Kate squirted again. It covered the toilet. I laughed, slapped her ass, pulled her blonde hair and POUNDING HER FUCKING ASS HARDER HARDERRR SO FUCKING HARDER AND FAST, SO FUCKING DEEP!! Kate screamed in ecstasy and squirted again. I kept pounding, that how I fuckin' roll, fuckers. I slammed up her ass SO FUCKING HARDDDDDDDDDDD!! "YESSSSSSSSSSSSSSSSS SSSSSSSSSSSSSSSS I'M YOU'RE FREAK JAMES!! ALL FUCKING YOURSSSSSSSSSSSS!!" Kate screamed out, squirting again, totally covering the toilet with her pussy nut. I squeezed those perfect hanging tits. I shook them hard and squeezed them harder. I fucked her ass faster faster fasterrrrrrrrrrrrrrrrr and I came deep in her fucking ass. My throbbing cock spasming and shooting out my cream. I held Kate and filled her ass. "Damn baby, you can FUCK!!" She complimented my skills.

"Thanks babe, it's my job and my hobby... So I get a lot of practice." We laughed and kissed. I played with her tits. We could hear the other passengers applauding our performance. We laughed again. We got dressed and cleaned up the toilet. We walked back to our seats and got a rousing standing O. We high fived and kissed. Some passengers took some pictures. It was a fun flight for fucking sure. Kate gave me her number. We Skype fuck and we meet up when we can for some real life fucking and sucking craziness. Kate Upton is a cool ass chick, a very special one and a very hot one. I'm so fucking glad I visited the... Mile High Fuck Club Kate Upton.

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