One Night In Manhattan (Kate Upton)

[Cadeauxxx]

One Night In Manhattan
Starring: Kate Upton

Themes: Romance, Rumors/Gossip, Big Tits, Dirty Talk

Disclaimer: This story is purely fictional. This is fiction, it did NOT happen. Fantasy is legal. Please do not copy this story to any site without my permission.

I wrote this at the end of 2025 for my good friend Delirium and all my fans who have been asking for a throwback story with Kate Upton. It was originally going to be a series, but I don't have the time to commit myself to it right now. This story was written during a period when I was suffering in immense pain with health related issues. I have since had major surgery and am recovering. The series had to be cancelled due to life getting in the way of things. Despite this, I hope you all still enjoy this story and I apologize there isn't more coming.



September 2012

New York City, New York

The slow movement of traffic clogged the streets. A few horns were heard among the chatter of people talking as they walked by. For anyone who walked the streets on a regular basis, it was just another afternoon in Manhattan. Friday was around the corner. The payday for most working people who didn't receive early payments on Thursday. Luckily for Sam Wintergreen, his check had already been deposited earlier this morning. It was the last thing on his mind as he walked down the street in his white sneakers and blue jeans. A brown leather jacket covered the white T-shirt he wore underneath on his slim body. He didn't shave after last night. A fresh layer of tiny black hairs covered his once clean face. His brown hair was trimmed short with a swoop split from the right side. The dark hue in his eyes matched his hair. No wind came on this day as he walked down the street, feeling as if he had done this a hundred times before. There were many things about living in New York that Sam learned within the past two months. People moved fast. Decisions had to be made on time without waiting around.

Yesterday proved to be another learning experience. Sam's boss, Gordon Martin, was known locally in New York as a major publicist. His reputation grew through the decades, capturing thousands of photographs of the stars and publishing their stories. The halls of his office were decorated with his legacy of achievements in framed pictures. Vanity Fair, Harper's, The New York Times, and GQ were among the most notable publications that once printed the old man's name. Through money came power. Martin assembled a staff of thirty people to operate an upscale office in Manhattan. Sam lacked the experience of photographers and beat writers. More than anything, he was lucky to have a job even though he was relegated to playing the errand boy. The pay was decent enough to make a dent in the student loans he racked up from his time at the University of Wisconsin-Madison. The only reason Sam took this job was to get out of his home state of Wisconsin and see a bigger world. He was given the job offer from the friendship he had with a drinking buddy on campus.

What that friend failed to tell Sam was that he would be all alone in the city that never sleeps. He should've known beforehand. Sam's only contact was his parents, who were multiple states away. There was no one to contact for help if worst case scenarios unfolded. Martin immediately put Sam to work running errands for one of his best scouts. His boss was a red-haired woman named Anna. Most of the days were spent in crunch time with Sam typing on a laptop and sending emails back and forth. One of the first things Sam learned was the meaning of 'blind item.' Martin's business worked in the rumor mill of Hollywood gossip within the lives of the rich and famous. Deep down, Sam knew he didn't belong in this world. He was struggling to pay the bills on the studio apartment that the job granted him. He was happy to be away from home and in a place far away from Wisconsin. After his 22nd birthday, Sam wished to experience something amazing in life. He still had hopes he would come across something life altering while living in the Big Apple.

Within the first couple weeks at work, Sam made a new friend at the office. Tyler was slightly older than him. A man with an average build, notable for always wearing a black leather jacket out in public. He always stuck out among a crowd of pedestrians on the street for wearing a similar outfit on a day-to-day basis. His short, swooped back sandy blonde hair was always noticeable. Tyler was known as someone who could verify rumors among the gossip games played among the elite. This earned him the nickname of 'The Real McCoy.' Sam never considered asking if McCoy was his last name but assumed it was. Behind his blue eyes, the man knew how to present himself as a reliable source. Tyler was interested in Sam, as he immediately described him as 'a fish out of water.' It was easy for an insider to see Sam as someone who didn't belong in their world. Within a few weeks, they were hanging out at bars. Tyler told Sam several stories about the famous friends he had across town. He claimed to have connections stretching to Miami and Los Angeles.

Some of the stories sounded too good to be true. One specific tale that boggled Sam's mind involved Tyler's friendship with actress Scarlett Johansson. He casually mentioned that she liked to visit the city during the holidays while keeping a low profile. Sam didn't bother reading any of the blind items, but Tyler made sure to inform him that he was an expert regarding certain names. The Real McCoy was a nickname that stretched beyond his job and into the nightlife. People noticed Tyler when he would enter a room. Sam often wondered how many contacts he had across town. When the sun fell, New York became a different place. If you knew certain people in town, it was easy to get invitations to exclusive parties kept away from the clubs. There was always a party going on somewhere close by. Tyler hinted about one yesterday. He told Sam that he would call him about going somewhere after 10 PM. As long as the fun times didn't involve drugs, Sam was eager to participate. He enjoyed drinking as a way to socialize with others.

As he walked the streets, Sam tried not to think about work. He spent his morning in the office getting scolded by Anna. She liked to write down email addresses on yellow sticky notes. Sam found it difficult to read her handwriting at times. She wrote cursive in a way that only she could read. His duty was to send out a string of emails to her contacts. One typo was all it took to send an email to the wrong person. Sam made a habit of saving every contact onto his Outlook mail account to avoid further mistakes. It wasn't worth the condescending lectures and rude remarks Anna uttered when she was disappointed. While outside, he didn't think about her much. It was just a job at the end of the day. Tyler was his only friend in town so far. Sam hoped that he would eventually meet some new friends. If only at the right place and the right time, maybe something great would happen. As he continued to walk, he felt his iPhone vibrating in his right pocket. He reached for it without looking at the screen to see who was calling. Sam waited a few seconds, moving past a few people before answering and raising the phone to his ear.

"Hello?"

"Hey!"

It was Tyler's voice on the other end.

"I didn't see you at the office. Where are you at right now?"

"I'm taking a little walk. Not sure where I'm going yet."

Tyler chuckled.

"Did Anna cuss you out? She must've really bothered you if you're walking around aimlessly."

"No! I got chewed out earlier, but it wasn't that bad!"

His friend was still laughing. Sam felt slightly embarrassed despite this being a simple phone call. He tried to change the subject.

"Why were you looking for me?"

"I need to know if you're going to be free tonight. I want to take you somewhere."

"Where?"

"A party, duh! Come on, I need a partner to bring to this place. Tracy is throwing a party at her pad. It's a big place, and a lot of people are gonna be there."

"Wait a minute. Who is Tracy?"

"A friend of mine. You haven't met her yet. You'll be getting acquainted with her tonight. She knows some great people. I need you to be ready before eight o'clock."

"That's early for a party."

"Yeah, people have work tomorrow. It's not the weekend yet."

"Right. So what's the catch?"

"Just be ready. I'll text you when I'm on my way. My buddy Ryan is going to pick you up. Keep in contact with me throughout the day, alright?"

The phone clicked as Tyler hung up. Sam was left to think about what the night would bring. He stood there, not caring about the many people walking past him. After the short discussion, Sam felt the need to have lunch alone. Tracy wasn't the only stranger by name that Tyler mentioned. Sam had no idea who Ryan was either. Anytime Tyler discussed people, he would drop names like this, leaving Sam to wonder who they were. The hours of the party were far from midnight, making it convenient for him to be at work tomorrow morning. He didn't think much of this as he started to consider the possibilities the night would bring. Maybe it was worth the trouble of going out and having a few drinks. The one thing he would need to discuss with Tyler was who would be escorting them back home.

******************

9 HOURS LATER

Beyond the glass windows, New York City was lit up in the dark hours of the early night. Headlights of cars illuminated bright lines under the street poles. Across the buildings were random windows lit up. Sam was able to see this from the window of a high-rise building as he gazed through the glass. He and Tyler were escorted across town, spending nearly half an hour in the back of a black car. Ryan proved to be a talkative man from behind the wheel. He was a tall man with a slight beard across his face to match his short hair. Throughout the ride, Ryan and Tyler discussed typical subjects relating to their day. Sam kept quiet since he didn't have much to talk about. Back home, he took a shower and dressed in a blue collared shirt and black slacks. His shoes were the same sneakers he had slipped on earlier in the day. With the change of weather, Sam grabbed his grey zip-up hoodie before venturing out. Tyler was clad in a black leather jacket as always. It was unzipped, revealing the white shirt tucked in his jeans and silver belt buckle.

Sam was unsure of the exact location where they had gone. Tyler didn't bother telling him as they stepped out into the street and entered a high-rise apartment building. The elevator ride took them to the thirty-sixth floor. After all the chatting in the car, Tyler was quiet on their short journey down corridors with beige-colored walls and black carpets. No one guarded the door. The two men were greeted by Tracy. She was a short woman with flowing brown hair and a pair of glasses covering her blue eyes. Tyler gave her a hug while Sam offered his hand for her to shake. 'I haven't seen you before. You must be one of Tyler's new friends. Well, welcome to my home. Come in and have a good time.' The apartment was massive. Tracy's living space put into perspective how small Sam's own studio apartment was. A staircase led to the upper floor. Speakers boomed loud electronic music, but without a space for anyone to dance. Tyler shuffled off with Tracy and left Sam among the crowd. There had to be at least twenty or more people in the room.

A selection of alcohol was served in the kitchen. Everyone was free to make their drink of choice with a bucket of ice, empty glasses, and several bottles of whiskey, wine, and gin. No one caught Sam's eye. Not a single person stopped to engage with him after trading glances back and forth. Across from the room, the door opened. Tracy wasn't there to say hi to the person entering. All of time seemed to slow down around Sam as a woman made her entrance. Black stilettos audibly clicked across the floor as the door shut behind her. Standing tall in a short, black skirt that revealed her slender legs. The black leather sleeves of a jacket covered her arms until she pulled it off to reveal shoulder straps clinging to her shoulders. The bustier outfit gave a full display to her incredible cleavage. Right above was a shining gold necklace with her first name. A friendly smile ran across her pink lips. A beauty mark was visible directly above the right side of her upper lip. Long golden hair was parted down the middle. She blinked, gazing forward with her deep blue eyes. Her teeth flashed as she waved across the room at her friend. Without any introduction, Sam knew exactly who was standing before him.

For he had seen her face and those breasts on the cover of a special magazine earlier in the year. Kate Upton was the last person he expected to meet tonight. She strutted into the room as if she owned the place. Tracy waved at her from the distance, prompting Kate to wave back. She carried her jacket in one hand as she approached her old friend for a quick hug. Sam was starstruck. He stood there, not caring at all if she caught him staring at her. Throughout all this time living in New York, he wondered if he would ever share a room with someone famous. Tyler had told him so many stories about his famous friends. Now, he was finally in the presence of someone who was living in the spotlight. Sam imagined every hot blooded male back on his college campus keeping her Sports Illustrated issue close by their beds. Kate was the new 'it' girl, and her eyes were now directed right at him. She smiled, and he returned the favor with a nod. Upon gazing into her blue eyes, he felt his heartbeat rising in his chest. She walked on by, turning her attention towards another man. Tyler appeared shorter due to Kate's height.

"Hey there, Tyler. I brought my own leather jacket tonight."

He laughed as Kate stepped closer. She held the jacket up. Tyler shook his head before speaking.

"Why aren't you wearing it?"

"I don't need it. I just wanted to show you that I have my own so you aren't offering me one of yours."

They shared a laugh together as Sam stepped closer. Tyler was quick to notice his friend close by and motioned at him.

"Kate, this is my friend Sam."

Offering a hand to her, Sam avoided the distraction of her chest below her face to keep eye contact. Kate shook his hand and grinned.

"You're the new guy. Tyler told me about you."

"He did?"

"Yeah. You're from Wisconsin, right?"

Sam turned his gaze towards Tyler to see the grin on his face.

"Don't sweat it. I'm not from this town either."

Kate spoke again, turning his attention back to her. Once again, Sam had to avoid her cleavage that was mere inches away from touching his face. Kate grinned smugly, as if she knew the effect she had on him. There were many questions Sam thought of asking her to begin a friendly conversation. Kate was commonly featured on the front page of Hollywood gossip websites and was a hot name among others in the office he worked in. The last thing Sam had read about her was a rumor that she was dating the quarterback of the New York Jets. He wasn't here, so maybe there was a chance for Sam to mingle with her.

"Do you come to parties often?"

She shook her head while holding the leather jacket up.

"Only when I'm bored and need to get out and meet some new people."

Tyler walked off, leaving Sam alone with Kate. She slipped the jacket back on without connecting the zipper to the metal line. When her eyes shifted back to Sam's face, Kate caught his wandering eyes. He blinked, impressed at her huge cleavage. She smirked again, not offended by his rude gaze.

"What did Tyler tell you about me?"

"Nothing much. Just that you're the new guy and he has a hard time bringing you places."

Stepping forward, Kate walked across the room as if she knew he was going to follow alongside her. Sam moved to her right side, brushing past a few people as the supermodel led him across Tracy's large apartment. As they walked, they continued to chat.

"Do you know about Tyler's job?"

"How could I not? You boys work in the rumor mill."

Into the kitchen, Kate turned and flashed the front row of her teeth in a smile. She leaned against the bar where drinks were being served. Her pose and body language were enough for Sam to guess she knew the layout of Tracy's apartment. Sam didn't think of that at first. He figured Kate was waiting for him to offer to share a drink with her.

"Are you waiting on me to ask you for a drink?"

Shaking her head, she quickly replied.

"No. Look around. Everyone is going to see us together. There might be a rumor tomorrow that we're hooked up. You know who I am, right?"

"Yeah, I know who you are, Kate. But I'm just a stranger to you."

"Exactly. Whether you're a stranger or not, it doesn't matter. This is how rumors start."

After responding, she turned and grinned at him. Leaning forward, Kate teased with the sight of her heavy cleavage. Sam was taken aback at how much she flirted with him in only minutes of meeting.

"So are you going to make yourself a drink or what?"

Her question made Sam grin. He could sense that this was some form of game she was playing with him. He shook his head at her question.

"No. I'd rather us both be sober-minded while we get to know each other."

Kate raised her left eyebrow while gazing into his eyes. She hesitated, slightly tilting her head to watch his gaze. It became apparent to Sam that she was attempting to distract him with the view of her cleavage below her face. For a brief moment, they were locked in a staring contest reminiscent of a recent commercial she appeared in. The only thing missing was the orange bikini. As the seconds passed, Sam finally broke the silence.

"Do you know anyone else at the party besides Tyler and Tracy?"

Still locked on his eyes, Kate slowly nodded.

"I know a lot of people here and in town. I guess you could say I'm popular."

"You're popular outside of this place too."

She nodded again.

"I know. I'm sure you enjoy looking at my pictures. Do you look at me in the magazines or spend your time searching online?"

The last thing he expected from her was such a loaded question. Either answer would likely suit her. Sam decided to give Kate what she wanted by breaking eye contact to look down at her tits.

"I think I'd rather look at you right now. The real thing is better than any pictures."

His eyes moved back to her face. Kate giggled, raising both eyebrows at him. Sam spoke again before she had a chance to respond.

"I read that you were dating someone. An NFL quarterback."

"Do you believe that?"

"Well, he's not here right now. So I'd say you're single."

"Maybe I am."

Turning to face the bar, Kate reached for the metal ice scooper. She shoved it in the bucket, collecting only two pieces of ice. Sam watched her pour them into a glass. They hit the bottom with a loud clank.

"Or maybe I'm not."

The end of her statement clarified why she chose two cubes instead of a single one or more. Kate played a flirtatious game. Her words were subtle in a way that only made him want more. She grabbed a bottle of liquor and poured herself a glass. Sam grabbed a small shot glass and gestured for her to pour him a round. Kate did so without saying a word. They turned, facing each other at the bar as they raised their glasses towards their lips. Sam motioned, wanting a toast with her.

"To you, Kate... and your beautiful eyes."

"To you, Sam... and the rumors we make."

Once again, she surprised him with her eyes. Kate was the first to sip her drink, swallowing a small amount of the alcoholic liquid. Her eyes studied Sam's gaze, knowing that he wouldn't resist the temptation of her heavy cleavage directly under her chin. Sam did look again, even blinking his eyes to make sure she saw him peeking as he swallowed the whiskey. He turned and slammed the glass down on the table. The strong taste lingered, burning in his throat.

"Was that your way of trying to impress me?"

"What?"

Kate's glass hit the counter with a thud. She leaned over, smirking at him.

"You're not a drinker. You look like you're about to start gagging."

Sam blushed. She noticed his cheeks changing color and giggled. Kate raised her glass and took another small sip.

"You're right. I don't always drink hard liquor. What was that?"

"Whiskey."

"Yuck."

Kate pointed to the doorway with her left hand.

"The bathroom is down the hall to the left. Go rinse your mouth out. When you come back, you can drink some water. That will kill the aftertaste."

With a sigh, Sam followed Kate's suggestion. He left the kitchen and wandered down the hall to find the bathroom. Inside was a small room made up with white tiles on the walls. The door shut behind him. He was left alone with his thoughts and audibly sighed. The last thing he wanted to do was stop and think. So far, Sam had composed himself well. As long as he didn't overthink, Sam felt that he could avoid anxious feelings. Leaning over into the sink, he ran the cold water to rinse his mouth. He squished around a mouthful, spitting three times until he no longer tasted the nastiness. After he was done, Sam wiped his mouth and stared into the mirror at his own reflection. Exhaling a deep breath, he sighed. If he looked any longer, Sam knew that he would tense up and lose his composure. He glanced away and turned the doorknob to exit the bathroom. When he wandered back to the kitchen, Kate was gone. He looked around, hoping to see her among the many people.

"Looking for me?"

Kate stood behind him. When Sam turned to see her, she held two water bottles and offered her left hand.

"Here, I got you some water."

"Thanks."

Taking the bottle from her, Sam unscrewed the cap and raised it to his lips. As he drank a mouthful, Kate began to walk off. He followed behind her as she led him among many people. Tyler was a complete afterthought to Sam at this point. He didn't see his friend anywhere near. Sam was fine with that. Kate became his main focus on the night. He couldn't believe she was giving him so much attention despite the fact he was a complete stranger to her. She led him into the living space, where a girl waved at Kate. She returned the favor but didn't stop to socialize. The music had stopped playing, and the sound of people talking had filled the room.

"Come on, let's go to the balcony."

It was a short walk across the large space that led to the white doors. They were already cracked open to invite the evening breeze into the apartment. Kate slid one door open and stepped out. The cool air made Sam thankful for his hoodie. Two wooden chairs sat next to a round-shaped table. Kate ignored the chairs and stepped closer to the metal railing. As soon as they moved next to her, they gazed forward at the large building in front of them. Some windows were lit up. Sam took another drink of his water and screwed the cap back on the top. He placed it on the table. Kate opened her bottle and took two sips before placing it next to his.

"So, what do you do at work? I know Tyler likes to fancy himself as some authority on truth when it comes to rumors."

"I don't do anything like that. I'm just an errand boy around the office."

Sam let out a sigh. Of all the things he could've told her, he chose to be honest.

"I have a boss who keeps me busy on the laptop. Has Tyler mentioned Anna?"

"No. Does she make you call the paparazzi to follow people around?"

He shook his head.

"No, she's usually dealing with agents and other managers. If I'm not typing up emails for her, then I'm making phone calls and taking notes. Tyler is always telling me how he knows big names. He never mentioned you."

She laughed at him.

"That's because Tyler likes to mess around. He told me about you, but he didn't tell me exactly what you do. I figured you were a photographer or someone who dabbles in the gossip games."

A grin ran across Kate's lips after she finished speaking. She gripped the rail with her left hand and glanced down. The wind blew through her blonde hair. The gold necklace flashed her name, 'Kate,' glimmering in the dark. Sam thought about her words. He began to wonder if Tyler brought him to this party to create some kind of rumor.

"I'm lucky to be here with a job in Manhattan. I'm renting a studio apartment. It's a pain paying for the bill and trying to save any money. I'm up to my neck in student loans right now."

"Oh, wow. Tyler didn't tell me about any of that. He made you sound like you were something of a big deal."

Sam sighed.

"No, I'm just a nobody. The bigger deal is you."

Smirking at him again, Kate raised her eyebrows.

"Me or these?"

Kate grabbed the sides of her jacket and shoved her busty chest forward. She succeeded in making Sam blush for the second time tonight. He tried to hold back his smile but couldn't.

"I remember where I was when your Sports Illustrated cover dropped earlier this year."

"Were you looking at my face or staring at my tits in the pictures?"

"You sure like asking me loaded questions. I think you already know the answer."

The smirk remained on her face after his reply. Sam gazed across the balcony at the other high-rise building again. His eyes drifted below to catch the sight of cars moving through the streets. After a moment, he looked back in her direction and continued the conversation.

"Tell me something, Kate. Why are you talking to me? It can't just be because of Tyler's big mouth."

"You're different. Maybe I want to see what the new guy is all about..."

Biting her lower lip, Kate continued.

"And I feel like starting some rumors about myself."

"What do you mean by that, Kate?"

"Do you want to get out of here and go back to my place?"

Answering his question with one of her own, Kate smiled. She tilted her head to the side, gesturing towards the doors leading back into the apartment.

"All those people in there are going to watch me leave. They'll see you following right behind me."

Her eyes returned to Sam as she stepped a bit closer.

"We'll give them something to talk about. People will come to their own conclusions about seeing us leave together."

She set the stage for a mischievous game. All of Kate's cards were easy for Sam to read. He figured that she knew he wouldn't say no to this offer. Tonight he had the chance to make love to the most famous model in the world. At least that was how he felt about her. It wasn't a pinch of seduction but more of a fun game Kate played. His mind was already made up without the need to speak. Sam simply nodded to her.

"How will we get to your place?"

"It's not far from here. Once we're in the elevator, I'll call my driver. Have you ever taken a ride in a Rolls Royce before, Sam?"

"No."

"You're about to. Get ready."

"Alright then, let's get this show on the road."

******************

1 HOUR LATER

Outside the cold weather became stronger. Kate and Sam left the party together, with many people in the room noticing them. Tyler, Tracy, and the many strangers were the last people on Sam's mind as he reached for her right hand and clutched it. Kate smiled as she laced their fingers together, more than happy to hold his hand. He couldn't believe his fortune tonight. All those days Tyler spent bragging about the famous people he knew, yet the man never mentioned knowing Kate Upton. If she wanted to start a rumor about herself, Sam was eager to play along. He wasn't thinking about work tomorrow. Even though he needed to be up in the morning to head to the office, who cared? She knew he wasn't going to say no to her. Any other man in his position would gladly forget about their job to spend a night in her company. Once they were in the back of her silver Rolls Royce, Kate began to loosen up. She was more interested in telling jokes to get a laugh out of Sam.

The driver was quiet without uttering a single word. He knew the assignment was to escort them to the destination. Kate didn't anticipate them getting stuck in traffic a few times. The slow cars delayed their ride. The view of pedestrians side-walking and bright lights and flashing colors sped by in a blur when they were moving. Sam took a few glances out the window between breaks of Kate talking. She was interested to talk about her career and the many projects she currently had lined up. He avoided the temptation to ask her about the athlete she was supposedly dating. Sam wanted to tease her but chose not to mention another man. The car eventually stopped outside an apartment block leading into Kate's private home. Up a few steps and into a door led them inside. She ordered him to follow her as they made their way up a flight of stairs and to the fourth floor. After unlocking the door, Kate stepped inside and flicked on the light switch. Now that they were all alone, she took off her leather jacket. Sam watched her hang it on the coat hanger near the door.

"We're all alone now."

Kate spoke as she looked into Sam's eyes. He didn't bother gazing around all the surroundings of her apartment. He stepped forward, gazing into her eyes as she threw her arms around his neck.

"Yep. It's just you and me now, Kate."

She replied with action, pressing her lips onto his. Sam closed his eyes as they began kissing. He felt Kate's busty chest pressed against him as her tongue slithered into his mouth. She kissed with a flair of tenderness that made his heart melt. The longer they kissed, Sam's cock erected and grew in hardness. When the kiss broke, Kate grabbed the sides of his hoodie. She pulled it off, allowing his arms to slip free of the sleeves. It fell to the hardwood floor without any second thought. Sam pulled off his shirt next, exposing his bare stomach to her. He acted on instinct while Kate gripped the front of his pants and grinned.

"You're packing something big in there."

"And it's all for you."

Giggling at him, she made that smug smile he had seen earlier tonight.

"It better be."

That was all she could say before popping the button undone to his pants. Kate leaned forward to the point her breasts almost spilled out of the top. She slowly slid the zipper down on his pants, then stopped and raised herself back up.

"I like pulling zippers down."

"Really?"

Turning her back to him, Kate revealed the gold zipper to her bustier directly down the middle.

"But I want you to pull this one down for me."

"Is it too tight for your tits?"

Kate shook her head, causing her blonde locks of hair to move down her back. She waited until the zipper began to slide down, then she replied.

"Oh, you're about to be seeing them real soon. If you thought they looked good in this top, you haven't seen anything yet."

Her statement made him slide the zipper down faster. The bustier came undone, showing the small of her back. There were no bra straps visible, meaning that the outfit had enough support to push up her famous breasts. When she turned around to face him, it was time for the big reveal. Kate held her head high as she let the bustier fall to the floor. Sam gasped as he saw the world's most desired tits in all their naked glory.

"Oh, man."

His reaction made Kate smile in satisfaction. She raised her arms, placing her hands behind her head as she stood topless. Moving slightly to the left and right, she made her boobs shake around.

"What do you think of these tits?"

"They're big and beautiful."

"You really think so? Then touch them. I want to feel your hands."

With her absolute permission, Sam reached for her breasts and gave them a subtle squeeze. They were so soft in the grasp of his hands. He rolled his thumbs over her nipples, feeling the hardness as they poked upward. Kate bit her lower lip, purring low moans. Sam lowered his head, eager to rub his face against her tits. Kate knew what he was about to do and encouraged him by placing her right hand on the back of his head. She guided his face between her tits, smothering him. Sam licked and slobbered, motorboating her boobs while Kate made them shake in his face. His lips moved to her right tit, where he sucked the nipple. A small grin formed across Kate's face as she looked into his eyes. Sam squeezed her other boob. When he pinched her right nipple, Kate bit her lower lip.

"Mmmmmmmmm, you're making me so wet. I don't think we're going to get to the bedroom in time before the rest of my clothes are on the floor."

Sam quit sucking her tit and leaned up. Something about Kate's words made him want to strip completely naked. She stepped back, hands planted on her hips as she watched him pull his shoes off. When he pushed his pants down, Kate returned the favor by dropping her skirt. A white pair of panties covered her womanhood until she dropped them to her ankles. Sam noticed the wetness on her pink folds. Her pussy was soaked without a single hair visible above her clit. Kate bit her lower lip as she moved her legs out from the panties. She kept the high heels on, stomping loudly across the floor. Sam pushed down his red pair of boxers, but Kate wasn't standing near to witness the sight of his erect pole. She moved to the velvet red couch. Designer brand bags were lined up on the floor. On the far wall was a large television set with a shelf underneath it. Sam didn't give it much thought as Kate glared at him from the couch. She glanced down at his cock and smiled.

"That's what I want. Bring it to me."

Stepping towards the couch, Sam stopped once he was standing close to Kate. She moved in, rubbing her breasts against his chest. He cupped her face with his left hand, gently caressing her cheek with his thumb. Kate responded by kissing his lips. As Sam shut his eyes, Kate slid her warm fingers around his cock. She squeezed with both hands, twisting around as she stroked the length. He moaned into her mouth, kissing her again. When he pulled away, her divine blue eyes glared back at him. Kate's lips curved into a seductive grin. She didn't say anything as he lowered his buttocks onto the couch cushions. Her hands pressed against her mighty tits. No words were uttered as her knees hit the floor. Kate let go of her tits when she broke eye contact and gazed at his cock. She gripped it with her little hands, using both to hold it up under her chin. She kissed the tip and giggled.

"This is why I would rather do it on the couch. The bed is too tall for me to get down on my knees."

"Do you prefer a man to be sitting down when you're playing with his love pole?"

She raised her eyebrows in reaction to what he called his cock.

"Most of the time, yeah."

Hot breath blew from her nostrils and mouth across the head of his cock. Kate slid her right hand fingers down to the base. Her left hand brushed against his thigh as she parted her lips and slipped his cock into her mouth. Sam let out a moan as he studied her blue eyes. Kate went slow, tasting his shaft as she pushed more of it into her mouth. 'Mmmmmmmm,' she moaned a muffled sound as his hands gripped the edges of the cushions. Swallowing his breath, Sam had to take in the fact this was happening to him. He was still in disbelief that he ran into Kate Upton tonight. Now she was on her knees blowing him. She pulled her lips back to the head and released his cock with a loud pop.

"Why do you look all tense right now? Lean back and relax."

He sighed before resting his back on the couch. Kate gripped his dick and moved her hand up and down. Sam exhaled deeply as she jerked him.

"Just relax. If you get all tensed up like that, you'll cum before I tittyfuck you."

His eyes became enlarged at the mention of tittyfucking. That answered a deeper question he had in terms of kinks. Sam had something more to look forward to than a simple blowjob. His mind wandered about how much practice Kate had with using her tits. He quit thinking about it when she pushed his cock back into her mouth and resumed sucking. As she bobbed her head, Sam groaned lightly. Kate used only two fingers to grip his shaft from the base. Her left hand cupped his balls and gently squeezed them. She shut her eyes to concentrate, and Sam lifted his head. His gaze wandered around the apartment living room until he shut them and embraced this moment of pleasure. Kate took her time, tasting his cock by the inch as she sucked at a slow pace. Moving her lips back to the head, Kate went back down on it and pushed his cock down her throat. Sam opened his eyes to witness this moment of her deepthroating him.

"Ohhhhhhh, man..."

Kate opened her eyes at the sound of his groans. She pulled her lips back and extracted his shaft from her mouth.

"Mmmmmmm, yeah..."

Sam's shaft was soaked in a shiny coat of her saliva. Kate licked the head before pushing it back into her mouth. She wasn't done sucking him just yet. Her lips enveloped around the head again. Kate pushed the length down her throat again. This time she undid the grip of her two fingers at the base. Sam gritted his teeth, groaning loudly as he felt the head of his shaft rubbing at the back of her throat. Kate gagged, moving her lips back. Her eyes glared at him as she resumed bobbing her head up and down. As she sucked, Kate moved her left arm to wrap around her chest. The move created the 'hand bra' pose that she did when topless. It was the only sign she gave him that they were close to the next phase of pleasure. When Kate pulled her lips back to the tip, this time she released it from her lips with an audible pop.

"Ready for my tits?"

"Yeah. Are you ready, Kate?"

"Just hold your cock for me."

She let go of the shaft from the base. Sam reached down and gripped it with two fingers, just as Kate had done. He watched her hands shift to her breasts. Kate lifted them up and created a passage down the middle. When she lowered her tits, Sam shoved his cock right between them. He removed his fingers as she shut her boobs, trapping his cock between them. He moaned at the feeling. Only the head of his cock could be seen poking forward. Directly above it was her golden necklace glimmering. Sam swallowed his breath before speaking.

"Have you had a lot of practice doing this?"

Kate nodded.

"You have no idea how good I'm about to make you feel. Just try not to cum too soon, okay?"

Returning the nod, Sam leaned up on the couch to watch her tits go to work. This was a dream he was experiencing. So many men across the world fantasized about having Kate Upton's tits wrapped around their dick. Sam bit his lower lip as she began to slowly pump her tits up and down. The entire length of his shaft disappeared from view until the head poked up. Kate glanced down, watching as she moaned softly. Within seconds, Kate found a rhythm and pumped at a slow pace. She handled herself so well that it became apparent to Sam that she took great pride in the way she used her busty chest.

"Oh my god. This feels so fucking good, Kate."

"Mmmmmhhhhhhmmmmm. Your cock is throbbing between my tits."

Giggling to herself, Kate flashed her full teeth in a grin as she looked at Sam. She bit her lower lip and began to work her tits a little bit faster. His face contorted as Sam bared his teeth at her.

"I hope you can hold out a bit longer. I love doing this."

Slowing down the movement a bit, Kate glanced down again. She watched the head poke up as she continued to work her tits. Sam exhaled a deep breath and groaned at the feeling of her tongue flicking across the head of his shaft. Once, twice, thrice, and then a fourth lick caused him to moan loudly. He endured her playful teasing. Kate's eyes shifted back to his face.

"Your tits are fucking amazing. Ohhhhh, god. This feels so good."

"Mmmmmmm, yeah. I know it does. I bet you were thinking about tittyfucking me back at the party."

Her voice fell to a lower tone. Kate continued to pump her tits, rocking at a slow pace as she spoke again.

"You have me so wet right now. I just hope you can control yourself long enough for me to get on top."

In that instance, Sam wanted to take control. He didn't care about his orgasm at all. Whether he could hold on long enough or not didn't matter. Kate got a rise out of him. He grunted as he began to thrust upward. She quit moving her tits now that his shaft was driving between them.

"That's it. Fuck my tits."

This is what she wanted to see from him. Kate uttered the right dirty words to make him take control. Sam thrust hard, making his cock reach the nameplate of her golden necklace. Kate smiled, flashing her teeth before she lowered her head and spit on the head when it poked up. Sam continued with the hard but slow thrusts. The impact caused her to adjust her left arm. Kate's grasp on her boob almost slipped. A big grin ran across her face as she looked up at him.

"Ohhhhh, yeah. Mmmmmmmmm, yeah. Are you enjoying yourself, Sam? Are you having a good time while you fuck my tits?"

He didn't reply. Sam continued to buck his hips, pumping his cock harder and faster between her wonderful, soft tits. His movements caused the pendant of her necklace to bounce around. As he grunted, Sam eventually slowed down. He could feel his heart beating loudly within his chest. His orgasm was merely seconds away. Kate resumed control as she pumped her boobs a few more times. She stopped and slipped her right hand between her tits to grab his cock. Once again, Kate used her left forearm to wrap around her tits. Sam let out a deep breath as he watched her rub the tip of his shaft against her left nipple. Her angelic blue eyes glared at him, and she bit her lip as she moved it to the other tit. Smack. Smack. Smack. That was the sound of Kate beating his cock against her hardened nipple. She squeezed his pole hard, leaning down to witness a drop of pre-cum oozing out of the head.

"You managed to go this far without cumming."

"Are you satisfied?"

"I'm surprised. For a moment there, I thought I was going to make you explode between my tits."

"You almost did."

Her hand released his cock. Kate pressed her palms against his knees to elevate herself up from the floor. She leaned in, shoving her busty tits onto Sam's chest as she lay atop him. Their lips connected for another kiss. Before he had the chance to wrap his arms around her, she straddled him. Kate reached for his dick with her right hand and held it upward as she bent her knees on the side of him. Her tits were shoved in his face. Sam grabbed them and smothered himself for the second time tonight. He closed his eyes and moaned at the feeling of his cock rubbing against her wet folds. Kate purred as she lowered herself down, sending his shaft into her tight pussy.

"Ohhhhhhhhh, yeah. I've been for this, and I know you have too."

Biting her lower lip, Kate purred again. She ran her right hand to the back of Sam's head, rustling her fingernails through his short blades of hair. Her left hand pressed against his stomach. Sam pulled her tits apart so he could smash them both against his cheeks. He felt her hardened nipples poking against his face. He didn't hesitate to begin bucking his hips upward. Kate gasped at the feeling of his cock driving into her.

"Ohhhh, ohhhhhhh! Yeah!!"

Sam didn't get to witness Kate throwing her hair back. He moved her left nipple to his mouth and began sucking on it. Her hands went to his shoulders, fingernails lightly grazing his skin. Sam continued to thrust hard and fast. His balls bounced, touching the undersides of her bum. The stinging pinch of her nails made him increase speed. Kate gasped before screaming loudly.

"OHHHHH, FUCK!! FUCK!! YES!! OHHHHHHHH!!"

He suddenly halted, giving her a chance to regain control. Kate slid down, slamming every inch of his cock into her tight cunt. Her tits were no longer in his face. Sam's hands roamed across her curves, finding her ass below. Kate bounced atop him, making her huge boobs shake around. She threw her arms behind her head, flexing her elbows as she rested her hands on the back of her head. It was the same pose she made earlier to show off her breasts. Up and down. Left and right. Saw was mesmerized at the sight of her tits swaying around. He allowed them to bounce since his hands were squeezing her ass cheeks. Kate went slow, riding him as she worked her hips. Sam eventually wrapped his arms around her, pulling Kate closer for another kiss. When the kiss broke, Sam cupped her chin with his right hand and slipped his thumb past her lips. Kate sucked on his thumb, causing vibrations when she moaned, 'mmmmmm.'

"Fuck! FUCK!! Kate, I think I'm gonna cum!"

Plucking his finger out of her mouth, Sam looked into her eyes as she pressed her warm hands against his chest.

"Not inside me. I want you to cum on me instead."

His eyes widened at her admission. Kate quickly moved, slipping his cock out of her pussy as she stood before him. She offered her right hand to Sam, pulling him up from the couch.

"But before we do that, I want you to fuck me in my bed."

"Take me to your bedroom then."

Stomping forward, her heels boomed loudly. The sound echoed throughout the room as Kate tugged Sam's hand. She led him out of the living room and past the small kitchen. As he moved behind her, he took in the amazing sight of her ass. Kate's buttocks was overshadowed by her amazing tits. Sam quite enjoyed the sight of her firm cheeks rubbing together as she strutted forward. All the lights were off, leading into an open doorway. It was pitch black inside. Kate let go of Sam's hand. Her heels were muted under the white carpet flooring. A lamp on the nightstand gave them light. Kate's bed was large and made up with white sheets. She turned, smiling at Sam as she climbed onto the bed. Four white pillows sat against the headboard. The walls were a yellow color, darkened by the hue of the lamp's dim light. Kate formed the position she wanted. She moved on her hands and knees, pushing her ass out at the end of the bed. Sam didn't wait to climb onto the bed, moving behind her. She flipped her golden locks of hair around to glance behind her right shoulder.

"Fuck me, Sam. Fuck me until I cum."

Gripping his shaft, he guided it between her thighs to find her entrance. Kate bit her lower lip and moaned as he entered her.

"After you make me cum, I want you to fuck my tits again."

Chuckling at her words, Sam raised his right hand and smacked her ass. Kate moaned at his stinging touch. She pushed back to bring more of his cock in her pussy. Sam gripped her hips and began to thrust forward. Once again, she glanced over her shoulder to look at him. He was tempted to grab and pull her hair. Kate's necklace was swaying, bouncing around underneath her. As Sam picked up the pace with hard thrusts, her tits were also shaking around.

"Ohhhhhhhh, yeah! That's it! Fuck me! Fuck me!!"

Kate gripped the sheets below, pulling and tugging at them. Sam thrust harder and faster, driving his cock in and out of her tight pussy. His efforts were rewarded with the delightful sounds of her moans and cries. Kate hung her head down, screaming loudly.

"YEAHHHHH!! OHHHHHHHHHH, YEAH!! FUCK ME!!"

Pushing back, Kate met his thrusts until they were working together in a perfect sync. She wanted this as much as he did, if not more. Sam wanted to lean forward and grab her bouncing tits, but he fought off the temptation. Kate's climax was more important. He had to fight off his own orgasm. To be able to fuck her tits a second time was a major motivation. Gripping her hips tightly, he continued to pound her pussy. She stopped pushing back, allowing him to fuck her at his own pace. Sam couldn't see her eyes closed. Kate held her head forward and cried out in pleasure.

"OHHHHHH, GOD!! OHHHHHHHHH, YEAH!! THAT'S IT, THAT'S IT!! KEEP GOING!! FUCK ME!! FUCK ME, SAM!! FUCK MEEEEEEE!!"

Thrust after thrust was met with the tightening feeling of her cunt wrapped around his dick. Sam didn't consider how close Kate was. He kept going and finally pushed her to that long-awaited orgasm. Kate gasped as she gripped the sheets. She collapsed, laying her chest on the sheets and raising her ass. The pleasure was too good. Sam didn't want to pull out but made sure that he carefully removed his cock before he exploded. Kate balled her right hand into a fist and slammed it down on the bed several times.

"Oh my god! Ohhhhhhh, god!!"

Kate rolled over, resting on her back to see Sam standing over her. She caught her breath, swallowing a few times.

"That... that was good. Real good."

Her eyes fell from his face to the sight of his cock. It was glistening wet in her juices. A shadow cast over her fine stomach. Sam grinned at her as Kate shifted her hands over her breasts. She gave him that same smug grin from earlier in the night when they first met.

"Still want me to fuck your tits again?"

Nodding her head, Kate moaned.

"Yeah. Get over here and fuck these tits, Sam."

With another step forward, Sam lowered himself on her stomach. Kate licked her lips as she pulled apart her breasts, creating a narrow passage for him to slide his pole between. As soon as he pushed through, she pressed her tits together to trap his cock between them. Sam began to thrust forward, watching every passing second as he fucked her tits. The slick wetness of her juices made his shaft glide through with ease. Kate purred, speaking in a low voice to him.

"I'm gonna make you cum so hard..."

She grinned, flashing the front row of her teeth. Kate studied the expression on his face, but Sam's eyes were locked on the action below. He couldn't stop watching his cock pump up and down between her tits.

"You managed to go this long without cumming. I know when you finally do, you're going to blow the biggest load of your life."

If she was trying to make him cum with her words alone, Kate almost succeeded. Sam grunted as he continued to thrust. Again and again, his cock moved between her tits. When he gazed up from her chest, he was met with her smug smile and big blue eyes glaring at him.

"Fuck these tits. Keep fucking them until you cum."

Gritting his teeth, his groaning voice became more primal and guttural. He couldn't hold himself back as he reached the breaking point. Sam cried out as his cock erupted between her tits.

"FUCK!! FUCK!! OHHHHH, GOD!! KATE!! KATEEEEEEEE!!"

The smug grin across her face became one of immense satisfaction at the sound of his voice yelling her name. Sam's moans echoed throughout the room. Kate closed her eyes as the spurts of cum splattered onto her neck. Sam was still grunting with his teeth bared. He made one more thrust, pushing his cock far enough to watch a string of cum fly out from the head and coat her neck. He pulled back, pushing his cock between her tits again. More spurts of cum came gushing out and streaming down her neck. It covered the nameplate of her necklace, covering it entirely. He didn't pull out. Sam kept his cock lodged between her tits to give one more thrust, then watched the wads of cum flow out. His creamy seed covered the thin gold line, giving her a true pearl necklace. Kate opened her eyes as he breathed heavily. She let go of her tits, freeing his depleted shaft. Sam climbed off her and nearly collapsed on the bed in fatigue.

"I told you that I'd make you blow the biggest load of your life."

"You weren't kidding. I didn't think I had that much cum in me. Good fucking god, that was a lot!"

Kate laughed loudly. She pressed her tits together for what seemed like the last time. She rubbed them up and down to smear his warm seed onto her skin.

"Go ahead and lay down. I need to clean up this mess you made, then we're going to go to sleep."

All of his worries had vanished through the passing time they spent fucking. Any thoughts of tomorrow were completely lost. Sam didn't think about work. Just knowing he would wake up next to Kate was enough to make him want to fall asleep. She got up out of bed and pranced off to the bathroom. By the time he pulled the blankets back, Sam could hear the spraying water of a faucet. His last thought was about her as he rested his head on the pillows. Little did he know the bond they had created on this night and where the future would be headed. New beginnings came when they were least expected.

THE END