Tony is currently at a very fancy and expensive restaurant nearby the neighborhood, with his date Y/N. Stark originally had a meeting with the team, but he never cared about boring meetings. He's wearing a black tuxedo with a red blouse. His date, Y/N, got a tuxedo from his boss. He also has a black tuxedo, but with a white blouse. The two men sit on a table with a clean white sheet on the table.
"How much money did you spent on this restaurant?" Y/N asks.
"I dunno, but it was pocket money for me." Tony shrugs with a smirk. Y/N and Tony grab the menu and read it. "Get anything you want; I pay for it."
"You shouldn't spoil people. Other people may interpret you are a sugar daddy." Y/N calls Tony out.
Tony chuckles and look up at Y/N, beyond his menu. "You have a good sense of humor. I like when a man has that."
"I wasn't making a joke."
The waiter walks up Tony's table. Both men look up to the waiter. "Good evening gentleman. I hope you two have a good time." He greets the couple.
"We have." Tony responds with a handsome smile.
The waiter smiles. "Is there anything you want to drink?" The waiter grabs his paper block and a pen.
Tony looks back at Y/N. "Red wine?"
"Sure."
The waiter writes it down. "Your order will arrive shortly." The waiter gives one smile at Tony and Y/N before walking away.
Tony looks back. "You look handsome in a suit."
"Thank you." Y/N says back. "You as well Tony."
Tony smiles widely. "Oh, you didn't need to say that." He tries to be humble, but Y/N didn't believe Tony.
After waiting a minute or two, the wine arrives which both men begin to enjoy. Tony notices Y/N wasn't really enjoying his time with him. Tony decides to change that by talking to his date on a deeper scale. "So, Y/N, you ever been on a date like this?" Tony raises his eyebrow, trying to charm Y/N.
"No, usually the men I date aren't rich guys." Y/N responds.
"First time for anything." Tony says back. "What do you seek in guys? Like personality wise?"
"I like a man with a good sense of humor, who also have a serious side. Confidence is also attractive. He also has to be attractive." Y/N answers.
Tony grins proudly. "Meaning I'm the perfect date."
"I also want him to be a guy around my age." Y/N adds.
"Good thing I'm as young as you." Tony takes a sip of his wine.
Y/N looks doubtful at his boss. "How many years are you older than me?"
"Enough to be around your age." Tony quickly responds. He wants to change the subject. "Waiter!"
Both men ordered food and soon they got it. They begin eating their beef wellington in peace till a guy walks up to the table. "Tony, is that you?"
Tony looks up to see one of his hook-ups. The guy is well build, around 30 years in a tuxedo with slick back black hair alongside a tan. "I'm sorry, but I'm not Tony." Tony really didn't want to face one of his hook-ups in front of Y/N.
Y/N looks up at the scene. "Tony, I know it's you. I won't forget the guy who promised to call me." The stranger counters with spite in his voice.
"I lost your number." Tony responds.
"Isn't that the same excuse you used to my sister?" The guy says back.
Y/N looks judgmental at Tony. Tony let out a sigh in his thought. He remembers he also slept with his sister. "No, I didn't." Tony responds.
"Yes, you did! And what about my grannie? You said you were going to marry her!" The guy says back.
Tony now remembers the entire story. He first slept with the grandmother, who was looking fine according to himself. Afterwards, he slept with the black-haired man sister, and afterwards the guy himself. Tony knows this is going to get worse, and he really wants to set a good representation about himself to Y/N. Tony knows what to do. "Security!"
With the man escorted out by the security guards, Tony turns his attention back to Y/N like nothing bad happens, merely smiling charmly at his date. Y/N merely look back dead faced. "You slept with a guy after you slept with his sister and mother?"
"How about we focus on us instead of other people?" Tony suggests, still smiling.
Y/N still look dead panned. "I'm going home." He stands up and walk away.
Tony stop smiling and look surprise at Y/N. "Wait, wait, Y/N, don't go!" Tony sees Y/N walking out of the restaurant. The billionaire sighs and turns back to his wine. He grabs it and pour it entirely in his mouth. He stops drinking when it's empty. "I need more drinks."
-
It's the next day, Y/N is again working. He's currently in Tony's beach house, making breakfast for his boss. When done, he walks towards Tony's bedroom with breakfast in his hand. He walks in. Tony is sleeping in his bed in his dark bedroom. Y/N puts the breakfast on the nightstand next to bed and open the curtains. Tony hisses when he gets greeted by the sunlight.
"Close the curtain before I fire you." Tony groans. He turns his face against his pillow, trying to ignore the sunlight.
"You have a meeting about 2 hours. Wake up." Y/N grab Tony by the shoulder and turn him around. Afterwards, he forces to let Tony sit up. Tony is shirtless and his hair is messy. Y/N knows he's been drinking by Tony's face. He puts the breakfast on Tony's lab. "Eat."
Tony opens his eyes and look back at Y/N, however, look hurt. He grabs his head with one hand. "What happened yesterday?"
"We went to the restaurant and before we got to order food, a guy confronted you and call you out because you slept with him, his sister and his mother and never called them." Y/N answers. "Afterwards, I go home via the bus. I don't know exactly what happened to you, but since you got a hangover, I'm guessing you got drunk."
Tony sighs. "Wait, how did I go home? Did I use my car?" He asks, but Y/N didn't answer. Tony looks back at Y/N, who still doesn't seem happy with his boss. "I'm sorry Y/N."
"Y'know, I used to admire you. I remember before I got the job, I thought you were the coolest guy ever. Money, fame, gorgeous looking and a fun character. But then it turned out you wanted to date me and knowing your track record, you just want to have sex with me and dump me." Y/N says.
Tony looks regretful at Y/N. "Look Y/N, I don't blame you for thinking that way about me. I slept with many men and women and dump them. However, I do want to settle." He explains. "I have no intension to mess around the rest of my life, even though I probably could though." He jokes, though Y/N doesn't respond. "I want to get married one day. I want to get home to greet my future spouse. I want to build these dumb gadgets just to surprise my future spouse. You have any right to judge me Y/N, but know I want to change."
"Then why are you acting so proud about sleeping with everybody?" Y/N still doubts him.
"Because that's how I act. If I done something shameful or stupid, I take pride in it. Like a few years ago, I went to the pool with other celebrities, and I was drinking heavily. I didn't want to go to the toilet, so..." Tony grins while telling the story.
"Are you serious?" Y/N asks.
"Like I said, I act proud about anything. Trust me." Tony tries to reassure Y/N. "You don't have to date me. If you just want to work for me or want to quiet, I understand."
"Why did you even want to date me in the first place? Did you just hire me because you want to have sex with me?" Y/N continue to ask. He's slightly off edge.
"I will admit, I hired you because I had the hots for you. I also wanted to date you because I want to sleep with you." Tony answers with regret. Y/N is mad again. "I shouldn't have done that. For what's worth, you do your job good as a devout assistant. Any boss would be lucky to have you. You also have a good attitude and I enjoyed spending time with you."
Y/N sighs tiredly. "Do you really regret it?"
"Yes. I promise you, if you want to stay, I won't hold you back. Feel free working for me. I won't fire you." Tony answers.
Y/N looks down and think what he should do. Tony waits for Y/N's reaction. Y/N walk pass Tony, towards the other side of the bed. He sits down on the bed. "I forgive you, however you must earn it by having a genuinely date."
"Meaning?" Tony looks confuse.
"No fancy place, no fancy food. Just me, you on a bed talking." Y/N smiles.
Tony smiles back. "I truly have the best assistant."
Y/N chuckles. "So, if you were giving a gadget to your future spouse, what will you make?"
Tony thinks for a second. "For a woman, I would make a machine that would instantly set make-up on the face and make the hair well done. For a guy, I would, as a joke," Tony adds. "a sex toys." Tony smirks sincerely. Y/N laughs, making Tony happy. "But for the real deal, I would make a photo frame that would slide different pictures of us."
"How romantic and sweet." Y/N smiles.
"Thank you. How about you tell something about yourself? Do you got any hobbies or something?" Tony asks.
"I love to watch movies, play video games, plenty of nerd stuff." Y/N answers, making Tony chuckles.
"It's nice to know you're a fellow nerd." Tony jokes.
"If I got to be honest, I thought you were more a jock type." Y/N says back.
"I can be both." Tony smirks.
Tony and Y/N were talking to each other, having a nice heart to heart till Tony had to go to the meeting.
-
Three days later, Tony is working in his lab, creating another machine, specifically a small gadget for his teammates. He's working at his bench, concentrating on his task. Y/N walks in with two donates and a cup of coffee for his boss, knowing he probably forget to eat.
"Don't forget to eat." Y/N sets the food next to Tony, as well the coffee.
Tony looks up at Y/N and smile. "Thank you." He reaches to Y/N and gives a peck on Y/N's lips.
Y/N smiles back. "You've been here for 4 hours. Maybe it's time to get out?"
Tony turns back at his job. Before continuing working, he grabs a donut and takes a bite of it. "Nah, I'm almost done." He says between bites and tinker on the gadget.
"How long will it take?" Y/N doesn't trust Tony's words.
"Just 2 hours." Tony answers.
Y/N sighs. "How about we instead you focus on you're machines, you can instead focus on me." He smirks.
Tony turns back at Y/N. He raises a suggestive eyebrow. "Oh, well, I guess I can do this later."
"Great, let's go on a date." Y/N smiles.
"To a restaurant?" Tony asks.
"I prefer laying down on bed and watch a movie." Y/N puts his arms around Tony. "No rich business, just something relaxing."
"Not really my style, but if it's for my boyfriend, I will do anything." Tony says back, enjoying Y/N's arms.
"But I'm not your boyfriend." Y/N says back nicely.
Tony raises his right eyebrow and smirks. "Do you want to be my boyfriend?"
Y/N chuckles. "Sure thing." Tony smiles back. Y/N kisses Tony on the lips. "I think it's time to go."
Tony stands up as Y/N removes his arms around his new boyfriend. Tony grabs Y/N's hand. "Want to snuggle in bed?"
"Sure thing."