A/N: This story was requested by -_Yudhis1_-. If you haven't already, go check him out. He does some pretty good stories.

3rd Person POV

"Y/N, isn't she so beautiful? I think we'll name her... Summer. After her grandmother." Tears slid down Ruby's face as she held her newborn daughter in her arms. Y/N, crying from his seat, placed his hand over his mouth to hold off his sobs. Ruby was right to say that she was beautiful. Slowly rising up from his seat, Y/N walked over to Ruby and wiped away his tears. "You know, you're crying more than I thought Y/N. It's kind of... cute in a way." Just as Y/N reached out to hold Summer, he felt a slight jolt in his body, causing him to jump slightly. "Y/N, are you okay?" For a brief moment, he could've sworn he heard a familiar voice. "Y/N?" Ruby said softly. Before he could turn around to see who the voice was, he felt the jolt again.

"Y/N! Oh for the love of... Y/N get up!" Y/N's body jolted up as he heard Sean's voice. Quickly, he looked around to see that he was still in his office and not in the emergency room. "S... Sean?" Y/N tired asked as he rubbed his eyes. "Yeah, it's me. Look, you need to stop falling asleep so much. Do you sleep when you get home?" For a brief moment, Y/N just stared at Sean, blinking every two seconds. "I... Yeah. It's just that I have to worry about a few things. My cousin is getting married in Mistral and I'm not sure if I'll make it. My sister hasn't been speaking to me lately and I think something may have happened. It's just... a lot to take in, you know?"

"Yeah, I get it. If you gotta talk to someone about all of this, I'm here alright Grandpa?"
"Grandpa?! I'm not old!"
"Says the person who collects stamps."
"I'm not old! Just because I collect stamps doesn't mean a thing."
"Whatever you say dude. It's fine if you do. Just don't tell us stories about how it used to be and please don't call us whippersnappers."
"...Why do you have to do this to me?"

As Y/N rubbed his temples, he heard the sound of someone clearing their throat. Both he and Sean turned to see their manager. Ruby Rose. "Sean, stop bothering Y/N. If you bother him about stamps, then you wouldn't mind telling him about the thing in your drawer. The rather... large... black thing." Sean's eyes went wide and he ran off to where he was meant to be. "Now that he's taken care of... Y/N, why didn't you tell me you were going through a rough patch?"

"Well I... Didn't want to bother you Ms. Rose."
"If one of my workers needs a break, then they should come and tell me." Ruby flashed Y/N a genuine smile before crossing her arms.

"Just don't sleep too much, okay?" Babe. Y/N nodded slowly as Ruby walked away. He could've sworn he heard her say babe at the end of that sentence. Perhaps it was just his mind playing games with him...again. Sighing, Y/N took a sip of his now cold coffee. "Some day... I... I know I could do it, but... No... Why would she settle for someone like me?" After looking around for other workers, Y/N placed his head down on his desk and slowly closed his eyes. "Y/N, how does this feel~?" Once again, his eyes shot open. He definitely didn't need those dreams at work.
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"Home at last..." Throwing down his bag, Y/N hopped on his bed and took out his scroll and earbuds. "Now let's see. Not in the mood for that... nope... not that... There it is!" Once he pressed the song, he smiled and closed his eyes.

I've got you under my skin... I have got you, deep in the heart of me
So deep in my heart that you're really a part of me.. I've got you under my skin

I'd tried so, not to give in... I said to myself this affair it never will go so well... But why should I try to resist when baby I know so well 
I've got you under my skin

I'd sacrifice anything come what might... For the sake of having you near... In spite of a warning voice that comes in the night 
And repeats, repeats in my ear

Don't you know, little fool... You never can win... Use your mentality 
Wake up to reality... But each time I do just the thought of you 
Makes me stop before I begin... 'Cause I've got you under my skin

I would sacrifice anything come what might... For the sake of having you near... In spite of a warning voice that comes in the night 
And repeats how it yells in my ear

Don't you know, little fool... You never can win... Why not use your mentality... Step up, wake up to reality... But each time I do just the thought of you... Makes me stop just before I begin... Because I've got you under my skin... Yes, I've got you under my skin...

Once the song ended, Y/N's mind began to drift off elsewhere. To a work where things were his way. To a world where he and Ruby had a family... To a world where they grew old together.
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As Y/N stood in front his boss' door, he began to have regrets about this whole idea. Did he really have the courage to tell her how he felt? What if she laughed in his face? What if she fired him on the spot for telling her such a thing? Just as he was able to turn away, the door opened, revealing a tall blond man in a dark suit. "Oh, excuse sir. Didn't mean to be in your way." As the tall man walked by him, Y/N could've sworn he had seen a mark on his neck. Possibly a bruise? "Y/N? What do you need?" Ruby's voice quickly snapped Y/N out of his thoughts. "I... I needed to tell you something." Once he walked in, he was careful to shut the mahogany door behind him. "Well, what is it? Are you taking my advice and having a break?"

"W... Well no actually."
"Y/N..."
"I know, I know but this is important!"
"...Fine, but after this you're taking a break."
"Ms. Rose..." Y/N's eyes began to move across the room, trying not to lock on with hers. "When you first started here... I couldn't help but notice the massive change from our previous manager. While he used to be strict and rude, you are rather understanding and kind. Your personality had brought back the smiles on everyone's faces."

"Aw, that's so nice of you to say."
"But..."
"But?"
"But that isn't all. Your smile... the way you carry yourself... it... it not only brings us happiness but... it makes my heart race."
"Y/N, are... are you confessing to me?" Ruby's eyes widened to the size of globes.
"Yes... I am. Please l-"
"Look, before you get into all of this... I need to stop you right now. Y/N, you seem like a wonderful guy. Someone that could truly make a girl happy... but I can't be that girl."
"I... I-I..."
"I'm sorry... I'm already with someone."
"...Was it the blond guy..."
"Yes, Jaune is my boyfriend."

Trying to hold himself together, Y/N gave Ruby a small, yet sad smile. "Well... h-he's one lucky guy. Sorry to bother you..." Before Ruby could say another word, Y/N quickly left her office, leaving her alone to think about what just happened. "Damn it..." Slowly, Ruby ran her hand through her hair. Things were already as weird as possible. She had just been through a rather... great experience with Jaune before Y/N came in, and now one of her employees had fallen in love with her. If only Yang were around to help her out...
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"Stupid... Stupid... Stupid.... Stupid... Dumbass... Dumbass.... Dumbass... Dumbass... Idiot.... Idiot.... Idiot... Idiot..." Y/N lightly hit his forehead off of his desk repeatedly. He knew that he shouldn't have gone up there. He knew that someone so beautiful, so elegant, wouldn't settle for someone like him. He... He was just a simple old "grandpa" in the end after all. "Uh... Y/N? You okay there buddy?" Y/N slowly raised his head to look at Sean who seemed to be frowning. "I'm fine Sean... Just... tired..."

"...Remember what Ms. Rose said. If you need take a break, go ahead and do so."
"...Alright..."
"Just don't sleep too much alright?"
"Right..."

As Sean walked away, Y/N opened his drawer and took out a few pills. For a couple of minutes, he looked at them as of they were the most interesting thing before placing them in his mouth and taking a sip from his cup of water. "Break... Just need to take... a break..." Y/N then rested his chin on the center of his palm and sighed. "Lucky... bastard..."
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"Hey Alice, you... heard from gramps?" For the past two weeks, Y/N had been either showing up very late to work, or just not at all. Each time someone would see him, he would just look so tired. Most of them would even spot a few bags under his eyes. "Sorry Sean, but no. I wonder what's up with him. Do you know when all of this started?" The blond then looked up at the ceiling, trying his best to recall previous events. "Well, I know it isn't when I call him grandpa. He knows I'm messing around. Maybe someone stole something of his? No, that wouldn't make him look so tired. Maybe... Maybe I had something to do with..."

"Sean?"
"Well I think I caught him with these pills once, but I don't think he saw me watch him."
"Do you know what kind of pills?"
"No. I would go check, but I don't wanna get in trouble."
"If these pills have something to do with it then we gotta know what kind they are."
"Alright..." Sean then went on his toes and looked around for Y/N, who wasn't at his desk at the moment. Probably in the bathroom.

"Be right back." Quickly looking around once more, Sean rushed over to his tired co-worker's desk. "Probably in his drawer." Crouching down, Sean opened it up to see what he was looking for. Sleeping pills. "Explains why he always sleeps." Sean then shut the drawer and walked back over to Alice, a small frown dawning is face. What would be the reason for those pills? What was he really doing that made him take them? "So, what were they?"

"Sleeping pills."
"Really? I wonder why."
"Well, when he comes back I'm gonna have to ask him."
"I think the both of us should. Speaking of which, here he comes now."

Clearing her throat, Alice stood up from her desk and walked over to Y/N along with Sean. "Y/N, I... I think we need to talk." Y/N, seemingly confused at the duo, nodded slowly. "Sean and I... know about your sleeping pills. Now we-"

"You went in my things?!"
"Because we were concerned. I mean, we all know you for being tired and all, but recently it's just been too much. Each time you come in, you always falls asleep instantly. If you do nothing you'll end up without a job!"
"..."
"Look... just tell us what's up. Why the pills?"
"...I... It's a long story."
"We have time. I finished up a few minutes ago and so did Sean. Now tell us. Please."

Before Y/N could open his mouth, another worker at the office, Amy, walked up to them with a small frown. "Y/N, the boss wants to see you. Says it's pretty urgent." Sighing, Y/N stood up and mumbled something under his breath. Something only Sean heard clearly. "I hope she won't break me again..." Break? What did he mean? Did he and the boss have something going on? Or was it something else?

As Y/N walked away, both Alice and Sean turned to each other with odd looks. "I hope it isn't anything too bad..."

"...Did you hear him?"
"Hear what?"
"What he was muttering. He said something about getting broken or something."
"What does that mean?"
"Well either he and the boss are playing the Yum Yum Give Me Some game or... something bad happened."
"We'll have to ask him when he gets back."
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"H... Hey Alice... you have a small box I can use?"
"...Why are you... Oh God."
"Yeah..."
"Y/N, I am so sorry-"
"No... No it isn't your fault. It's mine. I was the one who slept, not you..."

For a split second, Alice could've sworn she had seen a few tears building up in his eyes. "H... Here, just... try to make it subtle, okay? We don't need everyone looking at you on the way out." Nodding, Y/N grabbed the box from Alice's grasp and walked back to his desk. "I can't believe this. Just what did the boss do to you?"

A/N: Gonna start working on Part 2. I would go longer, but I refuse to go through what happened last time.