Penthouse Paradise (Kate Upton)

[Embered]

Disclaimer - No, I don't know Kate Upton and none of this happened. It is all fiction.

Penthouse Paradise

The cold winter had gone by. New Jersey was heating and at night, the city came to life. From the high-rise buildings, one could look down and see the lights of the city and all the movement of cars. It was a unique feeling for people who could afford such luxury. For one man with deep pockets, Roman Rosenberg, he understood that very well. A tech investor and billionaire with venture capital to throw around in the US. He spent most of his time traveling when he wasn't busy with work in Texas. Roman kept the company of famous women. One model who was once the star of Sports Illustrated often accompanied him. Kate Upton leaned against the railing, her curves hugged by a simple black cocktail dress that dipped dangerously low in the front. She watched Roman out of the corner of her eye. The way he adjusted his cufflinks, the confident set of his jaw, the slight smirk playing on his lips as he caught her gaze as it always did. They had just came back from a private dinner at a fancy restaurant that only booked via paid reservations.

"You've been staring at me all night," he said, smiling. "You have that look in your eye I know so well."

"Can you blame me?" She smirked, stepping out from the balcony. She had been watching the traffic move through intersections down avenues below. Her heels were loud on the hard floor as she approached him. Kate's hand drifted to his chest, her fingers tracing the line of his lapel.

"I love it when you wear a suit. You know how much I enjoy getting to take it off. Or shall I say how much I enjoy watching you take it off for me?"

Roman chuckled, stepping closer. He was tall enough to match her height. "We have all night ahead of us, Kate. I hope you're ready for a long one."

She nodded at him and it was time to go now. They walked to the elevator. Kate latched her arm around his, giving the appearance of them as a couple. A long time ago this would've been for a red carpet moment. But not now. After her divorce, Kate was single until Roman gave her an olive branch. She was glad to be away from Hollywood and the media, living more normal. After a short ride up to the top floor, the elevator doors slid open, revealing his penthouse in all its glory. Floor-to-ceiling windows showcased the glittering sprawl of New Jersey's skyline. Bright lights and skyscrapers close by. The living room was a masterclass in modern luxury: dark hardwood floors, a white leather sectional that looked like it cost more than most people's cars, and a wet bar stocked with the finest whiskey. Soft jazz drifted from hidden speakers, setting a mood that felt curated for exactly this kind of encounter. Roman had made the choice on purpose, wanting this to be perfect for them.

Kate stepped inside, her heels clicking against the floor as she turned to take it all in. "You did a good job, Roman. I love the way you live it up large."

"I do alright." He loosened his blue tie with a practiced motion, pulling it free and draping it over a black leather lounge chair. His eyes never left her. as he moved "Would you like a drink?"

"Something strong. I have a feeling I'm going to need it to get in the mood."

"Are you sure? You seemed just fine a few minutes earlier."

"Oh, Roman, don't give me that. You know how much I like to drink with you."

He poured two glasses of bourbon and handed her one. Their fingers brushed, and Kate felt the brewing heat between them. She took a sip, letting the warm alcohol spread through her chest.

"So," Roman said, settling onto the couch, "tell me what you're thinking about right now. I can see from the look on your face, that you're in the mood for something."

Kate set her glass down on the marble coffee table. She walked toward him, slow steps, the sway of her hips exaggerated just enough to draw his attention as if he weren't already watching the movement of her busty chest within the black dress. She stopped between his legs, looking down at him.

"I'm thinking about how much I want to see this expensive suit taken off. Like I said, either by me taking it off or if you want to strip for me." Her voice dropped, husky and full of intent. "I'm thinking about getting on my knees right here and showing you exactly what I do best."

Roman's hand found her hip, fingers digging into the fabric. "Is that so?"

"Mmmmmmmmmhhhhhhhhhhmmmmmmm." She let her fingers trail up his chest, over the crisp white shirt, until she reached the top button. "I've been thinking about this all night. We were talking dirty over the phone last week, remember? I haven't done that in years. I used to be a bad, bad girl." She leaned in, her lips brushing his right ear. "I know what you want, Roman. And I'm going to give it to you. All. Night. Long."

"You're still a bad girl, Kate."

"I'm a bad girl who knows what she wants. When I want something, I get it." She pulled back, meeting his eyes with a smirk. "And I have plans for you. Big plans."

She pushed him back against the couch and stood over him. Kate made the first move before Roman had a chance to react at all. She was in control, setting the stage for this moment. She wanted his entire focus to be on her and nothing else. For him to look at her body and explore with his eyes.

"Just watch," she said, reaching behind her back with her right hand. The zipper of her dress slid down with a soft, metallic hiss. The fabric loosened around her shoulders, and she let it hang there for a moment, teasing him with a smile.

She turned around slowly, one hand clutching the dress to her chest while the other slipped down her stomach. Her fingers dipped into the waistband of her black panties, just barely visible beneath the hem. She bit her lip, watching his eyes darken, concentrating on the view she offered to him.

"Like what you see so far?"

Roman's jaw tightened. He said nothing, but his breathing had grown heavier, his chest rising and falling beneath that crisp white shirt. She loved that—the control, the anticipation. Knowing he was at her mercy.

She let the dress fall.

It pooled at her feet in a glossy black puddle, leaving her standing in nothing but a pair of black lace panties and heels. Her body was a masterpiece of curves. Wide hips, a flat stomach, and those tits. God, those famous tits. Big, natural, perfect triple DDDs that swayed with every breath. He had seen them so many times in bras and bikinis in her famous modeling photos. One could say Kate Upton's boobs were legendary and Roman would agree. They looked even bigger in person. Busty, natural and beautiful. Her nipples were already hard like how her pussy was soaking wet.

She cupped them in her hands, squeezing gently, letting her fingers dig into the soft flesh. She rolled her nipples between her thumb and forefinger, rolling them until they were aching, sensitive. A soft moan escaped her lips.

"You have no idea how wet I am just from showing off for you," she said, biting her lower lip. She let her hands slide down her sides, over her hips, and then she hooked her thumbs into the waistband of her panties. She pushed them down slowly, inch by inch, revealing her perfectly hairless cunt. The panties dropped to the floor, and she stepped out of them, kicking them aside.

Now she was completely naked except for the heels.
Black fuck me pumps. Fitting for this night.

She turned in a slow circle, giving him the full view; the curve of her ass, the glisten of her pussy lips already slick and wet. When she faced him again, she let her hands cup her tits once more, lifting them, presenting them like an offering.

"These are going to feel so good wrapped around your cock later," she said proudly. Kate wasn't shy about how she liked to use her tits for pleasure. "But first, I want to taste you."

She dropped to her knees.

She settled between his legs, her eyes never leaving his. She reached for his belt, working the buckle free with practiced ease. The click of the metal was loud in the quiet room, breaking away from the sounds of their breaths. She tugged the leather through the loops, then unbuttoned his trousers, pulling the zipper down slowly.

Roman lifted his hips just enough for her to slide his pants down his thighs, leaving him in just his white briefs. The bulge was unmistakable, straining against the cotton fabric and pointed at her face. She could see the outline of his cock, thick and hard, and her mouth almost watered. She licked her lips and swallowed to stop herself from drooling looking at it.

She leaned forward, pressing her lips to the fabric, kissing the length Her tongue darted out, tracing the ridge of his cock through the cloth.

"Oh my god, Roman," she said. "You're so hard already. Is this all for me?" Kate looked up at him with an innocent smile and blinked.

He grunted, his left hand gripping the couch's armrest. "You know it is."

She smiled against him, then hooked her fingers into the waistband of his briefs and pulled them down. His cock sprang free, standing tall and proud pointed right at her face. She looked at it as it almost touched her nose and then She wrapped her hand around the base. Licking her lips, she was getting ready.

She didn't rush.

She leaned in, her tongue flat against the underside, and licked a slow, wet stripe from the base to the tip. A nice, slow lick to begin. She circled the head with her tongue, teasing, savoring. Then she took him into her mouth, just the tip, her lips forming a tight seal around it.

She let her tongue work slow circles around the head as she pulled back, then took him deeper, inch by inch, until her lips touched her own hand at the base. Her throat relaxed, accepting him, and she held there for a moment, breathing through her nose, feeling him pulse against her tongue.

When she pulled back, a string of saliva connected her lips to his cock. She licked it off, then spat onto the head, watching the saliva drip down the shaft. She used her hand to spread it, her palm slick as she stroked him slowly.

"You like that?" she asked, her hand stroking him. The spit was lube for her to make his cock wet. "You like watching me spit on your cock?"

She smiled and leaned back in, taking him deep down her throat again. She moved her head in a slow, easy rhythm, her cheeks hollowing with each suck. Eyes blinking, she was in her element, showing how well she could suck dick. A soft moan from her voice as Roman watched her raise her lips to the tip. She popped off with a soft slurp, then licked along the underside of his shaft, tracing the prominently visible blue vein. Moving her head below, she brought her attention to his balls with a quick lick. She sucked his balls into her mouth, one at a time, rolling them gently with her tongue, then released them with a wet sound and raised her head again.

She looked up at him, smirking with lustful eyes. Her hand grabbed it, stroking him nice and good as she licked the tip. "Mmmmmmmmmmmm, I love sucking a cock like this. Yours tastes so good, mmmmmmmmmm. I could slide it down my throat all night long. I'd do it if you could hold yourself back," she giggled, still stroking him, "but then, I'd have you cumming all night long. I'd drain your balls down to the final drop, and you'd thank me for it."

She returned his cock to her mouth, bobbing her head slowly, taking him deeper with each pass. Her hand worked the base, twisting and pumping in counter-rhythm to her mouth. Roman held on, despite how easily she would've made any other man cum by now. She would pause every few strokes, lift her head, and let a glob of saliva fall from her lips onto his cock, then smear it with her palm.

"Mmmmmmmffffffff…" she hummed around him, the vibrations making him groan in pleasure. Kate loved sucking dick. It wasn't just to make a man feel good. She indulged herself. He stayed still, letting her control everything.

She took him all the way down, her nose pressing into the coarse hair at his base, and held herself there. Her throat contracted around him without movement. She stayed there until she needed air, then pulled back, gasping, a long string of spit connecting her lips to his cock's purple tip.

"Mmmmmmmm, ohhhhhhhhh," she moaned, wiping her mouth with the back of her hand. "You're going to make me lose my mind giving head tonight."

She reached up and grabbed her own tits, lifting them, pressing them together around his cock. She rubbed the slick head against her cleavage, coating her skin with a mix of her saliva.

"That's for later," she said, letting her tits fall. His dick was only between them for a few seconds. "Right now, I can't get enough of your cock. I want to taste all of it. Every last inch."

She lowered her mouth again, taking him deep, and this time she didn't stop. Her rhythm was steady, unhurried, a slow and sensual worship of his cock. She took shallow breaths when she came up, never fully removing him from her mouth. The bulging tip remained between her lips, keeping him wet, keeping him coated. Her lips squeezed around it and she went down again, sucking more inches.

Her hand stroked in time with her mouth, her palm slick with spit and precum. She could feel him swelling, his breathing hitching, and she knew he was close. It was a miracle that he had lasted this long without cumming.

She pulled off with a pop and looked up at him, her lips wet. Drool fell from her lower lip, her chin glistening.

He had a look on his face like he was disappointed that she only put it between her tits for a few seconds. She knew what he wanted.

"Not yet," she said, her voice a naughty whisper. "I'm going to make you wait. I want to suck you off just a little bit longer."

She leaned in and licked the head slowly then took him back into her mouth, her eyes locked on his as she sank down, down, down, until her throat swallowed him whole.

Kate's throat gripped him tightly as she took it all the way down again. More deepthroating without any gags. She held him there, her hands pressing against his legs, her eyes never closing. The pressure built in her chest, her lungs screaming for air, but she didn't pull away. She wanted to feel every inch of him down her throat to prove she could take it all.

"Kate," he said, his voice strained with a grunt. "Kate, enough."

She ignored him, her hands sliding up his thighs, her nails digging into his skin around the hairs. She pulled back just enough to breathe through her nose, then drove her mouth down again, taking him deeper than before. Her tongue worked the underside of his shaft as she swallowed him again.

The room was filled with the wet, obscene sounds of her sucking—the slurp of saliva, the soft gagging, the heavy breathing. The jazz music had faded into background noise, irrelevant compared to the symphony of her worshipping his cock.

"Fuck!" Roman cursed, "Kate, I think I'm gonna..."

He couldn't finish the sentence. She had him too deep, her throat contracting around the head of his cock. She hummed, a low vibration that traveled through his shaft and straight to his balls. Time was drawing short.

He reached down and carefully, gently, wrapped his fingers around her jaw. He didn't pull, just held her there, his thumb brushing her cheek. "Stop," he told her. "Stop. I need a little break."

She looked up at him as she slowly pulled back, inch by inch, until just the head rested between her lips. She let it sit there, her tongue flicking the slit, tasting the grey precum that beaded there.

Then she released him with a soft pop.

A thick strand of saliva connected her bottom lip to the tip of his cock, stretching like a web of honey before breaking and dripping onto her chin. The whole length of his cock was covered in her saliva.

She looked up and spat directly onto the head of his cock.

The glob of saliva landed with a wet smack, sliding down the shaft, mixing with the bit of precum that still oozed from the tip. She watched it drip and smirked.

"Now fuck me," she said, her voice hoarse but still strong enough to be commanding. "I've had my fun sucking you off."

She was still in control, making her demands. He stood, his cock bobbing in front of him, slick and hard. He reached down and took her hand, pulling her to her feet. He stepped out of his pants and underwear, leaving them on the floor but keeping his shoes on as he pulled them out of the pants. She wobbled slightly in her heels, but he steadied her, his hands on her hips for the first time that night.

She smiled, a wicked, knowing smile. "There he is."

He spun her around, bending her forward over the back of the leather sofa. The cold leather pressed against her stomach, her tits hanging heavy beneath her. She reached back and spread her ass cheeks, revealing her cunt, already soaking wet and ready. He looked at her ass.

"Put it in," she demanded, looking over her shoulder at him. "Fuck me hard, Roman. Fuck me."

He stepped up behind her, the head of his cock pressed against her entrance. He paused for just a moment, feeling the heat radiating from her entrance. Then he thrust forward and entered her.

Kate's mouth fell open in a silent scream, her fingers clawing at the leather surface. She pushed back, her body telling him to go for it. "Yes! Yesssss! Fuck me! Fuck me!!"

He pulled back and slammed into her again, his balls slapping against her clit as he fucked her pussy. Then he did it again. The sound of flesh meeting flesh echoed through the penthouse, wet and raw. He set a punishing pace, his hips slamming against her ass. She closed her eyes.

"Harder," she moaned, pushing back against him, meeting each thrust. "Fuck me harder, Roman. Fuck this tight pussy."

He obliged, his pace increasing as she kept pushing back. They were working in a rhythm. The sofa creaked beneath them, sliding against the floor with the force of his thrusts. Kate's tits swung beneath her, slapping against her chest with every impact. She held herself up with her palms pressing into the couch. She stopped thrusting back and let him finally take control for the first time tonight. "Ohhhhhh! Ohhhhhhh! Yesssssss! Fuck me! Just like that, Roman! Fuck me!"

Her moans became a continuous stream, her words slurring into incoherence as he kept going and fucked her more. She could feel the pressure building in her core, the familiar coil tightening in her belly. She reached between her legs, her fingers finding her clit, rubbing in tight circles as he fucked her.

"I'm gonna cum," she gasped and cried. "Fuckkkk! I'm gonna cum!"

She did.

Her body arched, her back bowing as the orgasm ripped through her. She screamed, lowering her head and taking in the moment her pussy clenched around him. A gush of wetness flooded her thighs, dripping down her legs, soaking the carpet beneath her. She cried out, her voice breaking, her fingers still working her clit as the pleasure rolled through her.

Roman kept thrusting, fucking her through her orgasm, drawing it as his own approached. He had lost all of his thought and was trying to reach his own orgasm through fucking her.

Kate was still bent over, her body trembling, her breath coming in low She turned her head, her eyes finding his. They looked at each other, she had his attention.

"Save it," she cried out with a deep breath. "You're gonna need it for my tits."

And that was when he finally pulled out of her pussy.

A few steps back to prepare himself for what was coming.

Kate moved off the couch and lowered herself back to her knees facing him. She looked up at Roman, her eyes hungry, her lips still wet from how long she used them on his cock. Behind her, the New Jersey skyline glittered, a million stars reflected in the glass windows, but neither of them noticed the view from the huge windows. The only thing that mattered was the glistening shaft in front of her. Now it was slick with her cum mixed with her saliva. And better yet, it was still throbbing hard and ready to explode.

She cupped her tits and squeezed them together. Pressing them up, Kate created a tight channel of soft flesh for him to bury his cock.

"Come here," she purred, like she had done this with every past boyfriend before him. "Let me feel you between these," she licked her lips, rubbing her tits up and down.

Roman stepped closer to her. He placed one hand on her shoulder for balance, the other gripping the base of his shaft. He guided it between her tits, the head emerging just below her chin as she squeezed them together around his cock.

"That's it. Fuck my tits, Roman. Fuck them."

He began to move, his hips rocking forward, his cock sliding through the soft passage of her cleavage. The cum from her pussy acted as lubricant to make the glide smooth and effortless. With the first thrust, he moaned. Then he did it again and again. The head of his cock emerged with every thrust. Each time, Kate ignored it and kept her eyes on him the entire time. She made the experience so much more personal with her eyes.

"You like that?" she asked, smiling at him as his cock pumped between her boobs. "You like fucking my big tits? They're all yours now, baby. Fuck my tits. Fuck them."

"Fuck," Roman groaned, his pace increasing. It was driving him insane the way his cock disappeared and pushed up between her perfect tits. He kept going, faster now as he couldn't control himself. Fucking her tits brought so much pleasure to him.

Kate's hands moved a little bit, pressing her tits more tighter together. She tilted her head down, catching the head of his cock with her lips as it emerged, sucking it into her mouth for just a moment before releasing it with a pop and watching it slide back into her cleavage. When it thrust up again, she licked it. Then did it again before lifting her head to smile at him.

"Your cock feels so good between my tits," she moaned. "Look at it. Look how hot it looks pushing up between my tits. Mmmmmmmmm, I love doing this. That's all for me, isn't it? All that cum you've got building up in those balls, ready to explode. I'm going to make you cum so hard. You're going to cum all over me."

Roman breathed in, his thrusts becoming more desperate and erratic to keep up speed. The pressure was building in his balls, the familiar ache that came with blowing a load. It was coming from the ultimate pleasure. So many men dreamed of fucking Kate Upton's tits and now he was having that rare experience. One of the few to live it.

"I want it on my face," Kate said, her voice strong, firm as she demanded more. "I want you to cum all over my face, Roman. Cover me in your cum. I want to feel it dripping down my face and onto these tits you're fucking right now."

"Cum for me," she begged, her eyes locked onto his. "Cum on my face, Roman. Do it for me. Give me that load all over my face."

She kept her tits pressed together, her mouth open, her tongue extended, wiggling it to tease him.

With a roar, Roman pulled his cock from between her tits and aimed it at her face. His hand moved rapidly, jerking himself until he exploded The first rope of cum shot out, hitting her right cheek in a thick spurt. The second landed on her lips, the third across her nose and left eye. She closed her eyes, letting it land where it would, her mouth open, catching what she little could on her tongue. Kate got what she wanted. He came on her face, covering her good. When she felt the last spurt, she opened her eyes.

She reached up with one hand, scooping a glob from her cheek and popping it into her mouth, tasting his salty cum. She licked her lips clean, her tongue swirling around the edges of her mouth, savoring every drop as the rest dripped from her face and landed on her tits.

Roman's hand dropped to his side, taking in a deep breath. He looked down at her and took in the sight of this beautiful woman, kneeling before him, her face covered in his cum. Even better, she looked satisfied. Kate begged for it and she received.

She looked at him, the cum dripping down her chin. The line over her eye blurred her vision, she kept it there.

"Well," she said, smiling wide. "That was worth the flight out here."

Roman laughed too, reaching down and offering her his hand. She took it, and he pulled her to her feet. She wobbled slightly, her legs still shaky from how hard he pounded her.

They stood there for a moment, catching their breath. Kate wiped the cum from her eye with the back of her hand, then grinned at him.

"High five?" she asked, her voice playful.

Roman grinned back, raising his hand. Their palms met with a sharp slap that echoed through the penthouse.

"Best first date ever," Kate said, still grinning, cum still dripping down her face.

Roman shook his head, laughing. "Who says this is the first date? I'm thinking this is just the start for us."

Kate licked a stray drop of cum from her upper lip and smiled.

"I like the way you think, Roman. I really do. Let's do this again in another city."