Try Me Too Pt. 02

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Kate Upton puts Anthony to the test.
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Author's Note: This story is completely fictional and did not happen. All characters and names are fictional and were made up. I do not make money from these stories. Please do not copy and plagiarize my work.

This story was written for Galva82 and is dedicated to him.

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Nassau, Bahamas

A deep breath taken was audible throughout the quiet living room. Gasping for air, followed by a soft whimper. Daylight rays poured out from the windows, uncovered from curtains to cast rays across the plain white walls. The wooden floor below was covered with clothes that had been thrown off an hour ago upon Anthony's arrival. Morning hours at the Rosewood Baha Mar hotel would normally lead to an early shift to begin the day. Not on this fine Tuesday morning. After getting up early, he took the usual shower, shaved and then threw on some casual clothes. His first destination wasn't the offices down at the lobby floor. He had a special trip to make up to the seventh floor, ready to begin the day early with one Miss. Kate Upton-Verlander.

Anthony knew that Kate had a photo shoot today, so he took it upon himself to start this day early. After all, Kate had said she was planning her entire day around them fucking between her work hours. This was also something he had to consider for himself. While Kate would be gone, Anthony had to make a phone call to his supervisor and figure out an excuse for why he was skipping work. It was something he should've spent the night thinking about instead of now. After leaving Kate yesterday to go back to his room, Anthony wasted the night thinking of his cock shoved between those perfect tits multiple times. The time had passed, thinking of what they would be doing the next day come now. Once again, he ignored his phone like yesterday, leaving it on the counter in the bathroom. After arriving at Kate's door step, he was greeted with a kiss and the offer of a cup of coffee.

That cup of coffee had been the only thing Anthony swallowed to start the day besides a bit of water. It was the only flavor of anything he tasted, until he found himself down on his knees in front of the couch with his lips embedded to the pink folds of Kate's wonderful pussy. He had avoided any breakfast to start the day, instead feasting himself with Kate's cunt. Her legs were spread out, bent over his shoulders with her feet dangling behind his back. Moving her hands to her breasts, Kate squeezed them and played with her nipples as she closed her eyes and let out soft moans. Time was not on their side, as she told Anthony when he had first arrived that they had to make this quick. She was waiting on a phone call from her agent and the photographer across the island to prepare a shoot.

The question begged of where they should begin the first round of lust for the day. Anthony was thinking of taking Kate in the shower, but she laughed since they had both come out and her hair was finally dry. "Why not get started in the living room?", a question that he couldn't argue with whatsoever. She pinned her golden hair up in a high pony tail and peeled off a black robe to reveal her voluptuous body. After some passionate kisses and stripping Anthony of his clothes, they found their way onto the couch. He was eager to get a taste of her pussy after not having any yesterday. Anthony planned to spend today exploring Kate's body and learning her kinks. He still believed he had more than a day to fuck her, so there was plenty of time to learn how to bring her wild side out. Kate however, had other plans.

"Ohhhhhh, yeah! That's it, that's it!"

Her eyes opened as Kate gasped again. She could feel his hands pushing on the insides of her legs, shoving up her thighs as his tongue slowly slithered in and out of her wet delight. The temptation was there to reach down with her right hand and play with her clit, but Kate kept her hands on those giant famous breasts instead. She squeezed her tits, sinking the palms of her hands down to feel her own erect nipples, all while Anthony remained busy eating her pussy. The exhaling of her breath was a small reward for his efforts, but he wanted to take his time so they could both and enjoy this pleasure. Licking her lips, Kate moaned again, whispering to him.

"Nice and slow, take me nice and slow."

If not having his mouth full at the moment, Anthony was tempted to tease Kate with a dirty question. Did her husband pleasure her with his mouth on a routinely basis? It was the little things like that he wanted to tease a married woman about. Shaking his tongue in her pussy, he raised his right hand and placed it on her clit. That move was enough to make Kate grin, satisfied that she didn't have to move her hands off her tits. She was still squeezing them, but now panting at the feeling of his fingers pinching over her clit. Biting down on her lower lip, Kate mumbled and whimpered moans but Anthony just kept thrusting his tongue in and out of her pussy.

"Ohhhhh, ohhhhhh yeah. Keep going."

Still gasping, Kate finally moved her hands off her breasts and then shoved her right hand down to roam through his short blonde hair. She dug her nails down, taking in a grip as Anthony began to dart his tongue in and out faster. He knew she was drawing close to that sweet release.

"Ohhhhh god yes! Yesssss!!"

Her chest heaved as she continued to pant, now gasping her breath. Kate didn't demand him to stop, so Anthony kept going. Wiggling his tongue within her, he was begging to quench his thirst with the taste of her juices. There was nothing he desired more to start the day beyond that first cup of coffee. Kate's cunt was his breakfast and nothing else in the world was coming close on this day. Her toes curled up, knowing what was about to come. His fingers were still working on her clit, helping push Kate to that moment. As Anthony's tongue was still shoved inside of her, Kate closed her eyes. A soft whimper was heard before a loud moan echoed in time for her legs to begin shaking.

"Ohhhh, OHHHHHHHH!!"

Gazing forward with her mouth wide open, Kate pulled her legs out as they began to shake and tremble. Anthony tasted her warm juices as they shot to the back of his throat, nearly making him choke from the sudden force. He quickly swallowed down her juices, slithering his tongue from her cunt and pulling his face away to receive a splash of her squirting juices into his open mouth. Kate was still gasping, now attempting to catch her breath as she moved her hand out of his hand and gazed down. Those big blue eyes followed Anthony's every move, watching his throat muscles clench as he swallowed down the last bit of her juices. Leaning up, he began to rise up from the floor while looking back at her. All Kate could do was nod before speaking.

"You've got skills. I take it you've done a lot of practice over time, or you really like eating my pussy."

Kate bit down on her lower lip and quirked her eyebrows after finishing her words. With a smirk, Anthony replied back to her.

"What can I say? I always dreamed of eating Kate Upton out."

She giggled, throwing her arms around his neck to pull him in closer.

"Really? Cause I think when it comes to me, you're more about these..."

Kate pushed her hands over her breasts, shoving them up and then grinning back at Anthony. She watched his eyes glance down and then she jiggled her boobs in her hands. He pushed his lips to hers for a soft kiss. That touch had only made Kate kiss him in return, then plunging her tongue into his mouth for a quick but tender kiss. Pulling back, he broke their lips apart and then Kate got up from the couch.

"Are you hinting at something, babe?"

She smirked at him as Anthony's eyes looked at her boobs still grasped by her hands. Kate let go of them, just so he could move his hands and give them a quick squeeze."

"Mmmmmm, maybe. You did make me cum, so I think it's fair I let you have a go with them next."

Those words were enough to make Anthony blush. He tried not to smile as Kate was teasing him.

"Sit down and let me have a turn on my knees."

Glancing away from Kate, Anthony looked down at the couch to see that some of her excess juices had splattered and rundown the black couch. The future stains were shiny and visible, making it easy for him to avoid sitting on that side. Instead, he plopped his buttocks down on the left side of the couch as Kate fell down to her knees and reached for his hard cock. All this time had passed and she had yet to give any attention to his love stick. Wrapping her right hand fingers around it, she gazed up into his eyes as she began to carefully pump her hand up and down. Anthony wanted to say something, but there were no words he could think of that could break this beautiful moment as Kate worked his shaft up and down with her hand. Licking her lips, she finally broke eye contact to glance down at his cock. Kate just wanted to make sure he was at full length first.

"Let's get you ready for this."

Those big blue eyes shot back to his face as Kate shoved the head of his cock between her small pink lips. Her eyes remained locked onto him as she began to slowly bob her head up and down, sucking his cock inch by inch. 'Mmmmm', she made a muffled moan before pulling her lips to the head and releasing it with a loud pop. Kate then lapped her tongue over the head, twirling it around before shoving that thick shaft back into her mouth. With her hand down at the base, she helped herself, bobbing her head up and down to suck him as she closed her eyes. Anthony let out a loud moan.

"Oh god, that feels so fucking good."

His words were enough to alert Kate. She almost came to a complete halt, leering her eyes back up at his face as she raised her lips to the head of his shaft. Another pop sound came, echoing throughout the room as she released that hard cock from her lips to reply.

"You think so?"

Nodding back at her, Anthony smirked.

"Fuck yeah I think so!"

Keeping her eyes locked on him, Kate twirled her tongue around the head of his cock to tease him. She shoved it back into her mouth. This time, she moved her hand away and began to devour his cock. Bobbing her head up and down, Kate began to make slobbering and sucking noises while moving her hands to the back of her to undo the ponytail. With a mouth full of cock, she let her blonde locks of hair flow freely, parting down the middle. Hair now free, Kate moved both her hands to those big tits down below, shoving them up. Her lips pulled back to the head of his cock for one final time. This time, there was a soft popping noise with a string of saliva dangling from his shaft back to her mouth. Kate appeared satisfied, keeping her focus centered on his hard shaft.

"Now you're ready."

She raised her giant boobs up and then Anthony sat back, watching as she pushed his cock right between her wonderful all natural breasts. He took a deep breath, now watching for the second consecutive day as his cock had disappeared between the breasts of Kate Upton. He was ready for sure, true to her words. As Kate squeezed her boobs around his dick, she glanced down to look at the head of his cock. The saliva string that dangled from her mouth had broke off, but it wasn't enough. She spit down on the head and then gazed up at his face. The time had come for her to use her big tits to work him. She began to pump them up and down, listening to him moan. There was always a special joy Kate found in watching a man become distracted by her tits. Anthony at least made the effort to look in her eyes before his view became fixated entirely on her tits fucking his long cock.

"Ohhhhh fuck, Kate!"

As he moaned out her name, she didn't stop. Kate continued to pump her tits up and down that cock. Smack. Smack. Smack. The sound of the undersides of her boobs slapping against his skin was heard loudly. She moaned, gritting her teeth as she glared back at Anthony.

"Mmmmmm, don't that feel good? You love having that big cock shoved right between my tits?"

"Fuck yes I do, Kate!"

"Ohhhhhhh yeah! I know you do, Anthony!"

Caught in the heat of the moment, Anthony bucked his hips forward slowly, but was unable to match her pace. Kate didn't stop. She worked those tits up and down, titty-fucking him to a pulp but she began to slow down. Anthony stopped his upward thrusts, now gazing into Kate's eyes as she was taking her time working those tits around his dick.

"Mmmmmmmm, you have no idea how much I enjoy this. To have you looking at me like that while your big cock is stuck between my tits. I just can't figure out which one of us is enjoying this more."

Quirking her eyebrows up, she made a soft smirk that only made Anthony chuckle. To hear his laughter, Kate suddenly busted up laughing. There was something cute about that, causing Anthony to blush but her laughter was only a momentary pause. Once Kate caught herself, she resumed pumping her tits up and down.

"You're funny, you know that?"

Kate smirked back at him, still pumping her tits up and down at that slow pace. She took a moment, working those boobs before she finally replied to him.

"Yeah, but you're funny too."

Tossing him a wink, Kate finally broke eye contact to glance down. She parted her lips and continued to pump her tits up and down. Each time the head of his shaft poked up, she lapped her tongue across it.

"Oh god, Kate. Yes, lick it! You are so perfect..."

Anthony moaned, unable to take his eyes off Kate, as she licked the head of his cock over and over. Still pumping those tits, she worked his cock with first hand experience. He knew from yesterday's time that titty-fucking was a special pleasure to this woman. From how Kate would slow down and then pick up the pace, that told him more of how much she enjoyed to feel every inch of a hard cock pumping between those tits. Raising her head back up, Kate made momentary eye contact. She could see the expression of pleasure across his face, as Anthony had yet to get a scrunched up look to hold himself back from exploding. That was all fine to her. Kate closed her eyes, letting out a soft moan before speaking.

"Ohhhhhh yeah. I love feeling that cock pump up and down between my tits. Mmmmmmmm, feels so good."

Purring her moans, Kate set her eyes onto Anthony's face. Lips pushed out, she revealed her gritted teeth. to go from a quick laugh to playing down right dirty, that was one of the many things that he loved about Kate's personality. Taking deep breaths, he groaned and then replied to her.

"Yeah, that's what those tits were made for, baby. They were made to be fucked."

Kate curved her lips into a grin, still working her breasts up and down his long shaft.

"Only by big cocks."

Those words made Anthony chuckle before he responded.

"Yeah, only by the big ones. Big tits love big cocks, huh? Let me hear you say it, babe."

She giggled, nodding to him before repeating that line.

"My big titties love big cocks!"

Hearing her words, Anthony began to chuckle with her. As they shared the laugh, Kate shook her head and began to slow down. Her eyes shifted back at Anthony, then down at his cock and back to his face.

"Come on, help me out. Fuck these tits, Anthony. Pump that big cock up for me."

Now it was his turn to do the work. Anthony obeyed Kate's request, bucking his hips upward to pump his cock up and down her breasts. She moaned, feeling every inch of that thick rod moving between her tits.

"Mmmmmm, yeah. That's it, that's it. Just like that, fuck these titties."

Letting out soft moans, Anthony pushed the palms of his hands down into the cushions of the couch. He made an effort to buck his hips hard enough that the head of his cock nearly hit her chin with a few thrusts. Kate moaned, leaning her head down to lick the head as it poked up. Moaning again, Anthony began to buck his hips a little faster. Kate responded to this by parting her lips, that way the head of his cock could slide into her mouth and then pull back out with a popping sound. Pop. Pop. Pop. Gritting his teeth, Anthony grunted and then he and Kate were both disturbed by a noise from the kitchen. A phone began to ring loudly and Anthony came to a sudden halt.

"Oh shit, that's your phone going off."

Kate looked back at him shocked. They had both lost all track of time through the morning. It had to be her agent or the photographer calling about the planned shoot. She was expecting that call after the clock was passed ten. As the phone continued to ring in the background, Kate spoke up.

"Yeah, I was supposed to wait for Steve to call me or-"

"Who the fuck is Steve!?"

She rolled her eyes at Anthony's question cutting off her speech.

"My agent!"

The phone was still ringing, but Kate kept her hands cradling those famous tits around his cock. Anthony didn't want to have to leave yet, not before finishing. Kate on the other hand, had the same thought in mind. She gazed into his eyes, still hearing the ringing tone of her phone in the distance.

"Come on, fuck my tits real hard and cum all over them. I can call Steve back, let's do this!"

A direct order was spoken from Kate. Anthony wasted no time beginning to buck his hips, thrusting that cock upward between her tits.

"Harder! Come on, Anthony! Fuck these tits!!"

That same dialing ring tone was still echoing in the distance. Anthony didn't let it hinder his concentration as he grunted and began to buck his hips as hard as he could. Kate raised her head up, moaning as she looked back into his eyes.

"Yes, yes, yes! Just like that! Fuck my tits!!"

Thrust after thrust, Anthony gave it to her as Kate called out to him in excitement. Her long blonde hair began to sway around, brushing over her shoulders as Kate panted and moaned. She wanted his cum just as surely as he was desperate to blow a load for her all over those wonderful plump breasts. The sound of the phone ringing was still heard in the distance, as it only made Anthony buck his hips as hard and as fast as he possibly could. The sound of their bodies smacking together became a louder and faster tempo than that ring tone. Gritting his teeth, Anthony scrunched his face up, giving Kate that sign she needed to see that he was close to exploding.

"Oh god, Kate! KATEEEEE!!"

When Anthony screamed her name, Kate pulled her breasts apart right as he made the final thrust. His cock went flopping freely, smacking against his stomach and then she quickly pushed her left forearm beneath her breasts to push them up. Anthony gasped when he felt her right hand fingers gripping his shaft hard right as the phone stopped ringing. Kate aimed his cock right at her breasts and began to jerk it back and forth at a fast pace. She didn't have to wank him for long, as Anthony screamed out again as the cum began drenching her skin.

"FUCK!! OHHHH FUCK!!"

Giggling at his loud screams, Kate let out a soft moan upon feeling the warm liquid substance that splattered onto her breasts. One string was so powerful it went up her neck, followed by a thick wad across her right tit. Anthony cried out in such pleasure, his moans loud enough to echo throughout the living room. Each time he groaned and moaned, Kate would softly giggle. She squeezed his cock, forcing every last spurt of cum to slather across her perfect breasts. When she felt he was done, she slid her hand to the head, squeezing it one last time to milk the final drops of his cum across her left nipple. As he was finally drained completely thus far, Kate let go of his cock as the sound of a voice mail notification went off for his phone.

"God Kate, you really know to fucking drain me. Right down to the last drop."

Anthony spoke up before groaning. His eyes looked all the strings and wads of cum over her breasts that were dripping down. Kate winked at him, moving her hands underneath her boobs to push them up. For a moment, she let him see the art he had created across the canvas of her tits. He could see a few drops and a string that went up to her neck, giving Kate a lovely pearl necklace. Her pink lips curved into a playful grin as Kate felt drops of cum dripping down both of her nipples.