Avengers: Imagines

(Disclaimer: Sorry ahead of time. Mostly Non-canon. Suuuper long!)

"(Y/L/N)!"

You turned to see your snarky best friend, Anthony Stark, jogging down the hallway after you.

"(Y/L/N)," he panted as he caught up with you.

"Hey, Stark. Let me guess, you need help with English homework."

He gave you a look of disbelief.

"Pfft, no."

You stayed silent for a moment.

"Okay, so poetry isn't exactly the easiest thing in the world for me-"

"Ah ha!" You turned and pointed a finger to his chest.

"Are we still on for our study date tonight?" Tony turned to you.

"Oh, erm..."
"Oh."
"Tony, I-I-"
He faltered.
"Well, it could be like that-"

You busted out laughing.

"Oh, please! Tony, I was kidding. Plus, you and I both know what happens to girls who go out with you. I don't want to end up like that."

You said this all in good humor, but to Tony, it felt like a punch to the gut.

Yeah, nearly the whole school knew about the infamous playboy, Tony Stark, but he would never even dream of treating you like those other girls.
He'd practically loved you since fourth grade when you punched the school bully in the face at recess.

"Well, did you hear about my party? I've invited everyone." Tony said this with his hands in his pockets, staring at his feet.

"And by that you mean you threw fliers down the stairwell." You pointed back to the poor janitor sweeping up the hundreds of papers left over.

"Well, yeah, but I want you to come. Specifically."

You gave him a look.

"Won't your dad be mad?"
"He and my mom are out of town, but that's beside the point."

You sighed.

"Come on, party pooper! You never come."

"I may or may not make an appearance."

"I knew it!"
The bell rang and Tony began running to class.

He whipped around and winked at you.
"You won't regret it!"

You rolled your eyes and walked to your next class, smiling to yourself.

•••••

Of course, his house was overflowing with music, lights, the smell of various alcohols, and drunk teenagers.

You had to step over a couple in the grass just to get out of your car.

"Ew," you muttered to yourself.

You wanted to head back home immediately, but somebody had called your name.

"(Y/L/N)!" An slightly intoxicated Tony sauntered up to you.

"You made it!" He threw his hands up with a smile. Turning to some random student, he whispered, "she made it."

You let out a small laugh.

"I thought the party started at nine. It's 8:45 and it looks like it's in full swing."

"It was a suggestion."
"Suuure," you muttered.

"Come play beer pong. Have some fun for once." He smirked.
"I don't think that would be a good idea."

"Have it your way, but I need to talk to you. After, though. You need a drink, you know, loosen up."

"You know I don't drink."

He shrugged.
"It's never bad to ask."

You scoffed and trudged up the steps into the house. You were immediately overwhelmed with the smell of sweat, booze, and possibly drugs.

What was I thinking?!

You struggled past sweaty bodies, trying to get to the food. A figure stood in front of you, stopping your progression. It was Matthew, a boy in your Chemistry class. He was in football, and pretty nice. He waved at you every once in a while.

"Woah, hey. (Y/N), right? I didn't know you would be here. Of all people-"
"Tony's my best friend. He invited me since it was the last weekend before summer."

He put his hands up in surrender.

"Sorry. I didn't mean to offend you. You want a drink?"

"Do they have normal punch? Not spiked?"

Matthew smirked.
"I'll see." He winked before he walked away.

You rarely came to any parties, as Tony constantly reminded you, and it was for a reason.

School and family were your life. You didn't want to make a stupid mistake based off of peer pressure or while under the influence.

With that in mind, you did have Tony as an exception.

But other than that, you were one of the most responsible students in your class.

Matthew returned with a drink in his hand, trying not to spill it.

"Here you go, malady."

You gave him a small smile.

"Thanks."
"Wanna dance?"
"No, I don't really dance."
"Come on, what harm could it do?"
"No, really. I-"
"You don't want to spend the rest of the night regretting it, do you?"

You hesitated.
You were supposed to be the responsible one. Only calculated risks. No acting on whims or emotions.
Right? That's how it's supposed to be?

Your mind flipped through all the times you missed out on parties or adventures in the name of safety and responsibility.

Suddenly, a flood of thoughts ran through your mind.

"Loosen up a little!"
"What's wrong with you? Can't you have a little fun?"
"Come on, party pooper!"
"Why are you so stuck up?"
"No one likes an attitude like that."

Before you knew it, you had downed your cup and pulled Matthew behind you to the main dance floor.

Apparently, Matthew hadn't been able to find a clean drink because your vision began to waver. The music slowly slurred into a continuous deafening beat and the world tilted. Sweaty limbs surrounded you, the air becoming dense.

Lights flashed in your eyes and you couldn't see Matthew anymore. His face was replaced by the concerned face of Tony. He no longer looked hazy.

"Woah, (Y/N), are you okay?"
"Yeah, I'm fine."

You took one step and fell to the ground.
"No, you're not."

He quickly swept you up and began to carry you away from the crowd.
You feebly tried to push him away, but his grip was tight.

"C'mon, we're going upstairs."

You don't know what came over you, but you looked up into his eyes and sighed.

"You're hot, you know that, right?"

His brown eyes gleamed into yours.

"One cup and you're wasted, huh? That's actually adorable."

Your nose scrunched up in defiance.
"Am not."
"Are too."

You huffed before you yawned.

"I have this best friend, Tony, have you heard of him?"

You were nearing the top of the stairs.
Tony smiled.

"I may have. Tell me about him."
"Well," you started, "he's an egotistical, rich, and spoiled playboy that gets away with too much."

He frowned but continued up the stairs.

"But I'll tell you a secret."

Tony stopped at the top of the landing.
"What is it?"
You motioned for home to lean down.
He did and you cupped his face.

"I love him anyway."
Tony halted and a blush crept up his neck.

"W-what?"
You snorted.
"I mean, sometimes I could kiss that stupid smirk off his face. That would show him, right?"

He nodded subconsciously, staring straight ahead.

"Y-yeah. Sure."
His mind was still reeling.

He laid you in one of the spare bedrooms and began to tuck you in. Your parents were out of town and he didn't want you home alone the first time you had ever gotten drunk.

"Do you think I should tell him?" You asked with twinkling eyes.

Tony was at a loss for words.

"I think I'm going to marry him."

It was too much for him to take.

"S-stay here, (Y/N). I'm going to the bathroom really quick."

He ran to the bathroom and splashed water over his face.

"You've got to be kidding me," he groaned.

"The one time she says she loves me back, she's drunk. Real luck, I've got. Yeah."

He sighed as he walked back into the room a while later, expecting you to be asleep. He was surprised to see you sitting up straight, your legs crossed in front of you.

"Took you long enough." For some reason, you were crying.

"Oh no." Tony quickly came up and hugged you to him.

"Why doesn't any guy like me? Why am I like this? Why can't I make fun mistakes like everybody else?"

Tony froze.

"I'm gonna die alone!"

You began to sob even harder and Toby was at an impasse. He didn't know what to say or do because you were a drunk, crying girl and he was in love with you.

Ding!

"Hey, (Y/L/N)," he softly whispered.

You slowly lifted your head, sniffling and wiping your nose.

"Yeah?"
"I've got an idea."
"What?"
"It's a stupid mistake and it will make sure you won't die alone."

You sniffed.
"Yeah?"

"What if, in, let's say, 25 years, if neither of us are in a serious relationship, we get married to each other?"

Your face went blank in thought and Tony was dying inside.

"Yeah."

Tony did a double-take.

"What?"
"Yeah," you nodded vaguely. "I mean, it makes sense. We know each other well enough. And it gives us enough time to explore our options. I mean, a lot can happen in 20 years. My aunt, on my mother's side, once got a round-way ticket to Africa-"

"Wait, wait, wait," Tony interrupted you.

"So it's a yes?"
"Yes."

"I'm going to write this all down. In the morning, I'll ask again. Probably only drunk you would agree to this."

You snorted and Tony smiled.

"Sober me can be stupid too!" You waved a swaying finger at Tony as he went to get something to write on.

When he returned, you were fast asleep.

•••••

The next morning, you woke to find two Aspirins and a glass of water on the nightstand next to you, along with a note.

Hey, sunshine. You're going to be in a lot of pain. Take both and drink the whole glass. Meet me in the downstairs kitchen. We need to talk.

~Tony

You yawned and did as the not said before you stood up and made your way to the kitchen.

A groan escaped your lips. Tony was right. Your head was pounding like a jackhammer.

When you came down, Tony was making breakfast.

"Hey, eat up." He slid a plate of pancakes, bacon, eggs, and some fruit in front of you.

You both sat in silence as you ate. The house was surprisingly really clean. There was no evidence of the chaos of the night before. Except-

"So, we need to talk," Tony started.
You nodded.

"About last night-"
"I still agree."

"What? Really?"
"Yeah. It still makes sense. We both know each other enough. It could work."

"So, do we want to document it or what?"

You rolled your eyes.
"Yeah, sure. Why not."

Tony grinned before he grabbed the paper from the night before.

"We both sign at the bottom."
You each took a deep breath.

"You sure?" He asked.
You nodded before you signed.

"So who keeps it?" You asked as he finished up.

"I will," he offered.

You nodded before you sighed.
"Let's shake on it."
You did and drifted into silence.

Only one of you knew what you were getting into, and they meant business.

•••••

One year later, Tony was accepted into MIT, leaving you to navigate the rest of your high school experience by yourself.

You did well enough for being the top student in your class. You graduated as valedictorian and got accepted into your dream college.

You and Tony kept up with each other, though you both were going in different directions.

He invited you to different social events hosted by his family, and you two would talk like you had just seen each other the other day. He had become more... flamboyant. And in his eyes, you had become even more beautiful.

It was some charity event his parents were hosting when you first introduced your boyfriend at the time as your plus one.

Tony's face immediately fell. He spent the whole night doing his best to embarrass him, and it was working. The night ended with your boyfriend crying and yelling at you, to which you stormed off and called Tony the next day to tell him the two of you had split. Tony spent the next hour cheering.

After his parents died, you tried your best to be there for him, but he only pushed you away. You understood his grief and pain, but you couldn't do anything. So, you left.

Tony had never felt that much regret before in his life. The two of you would talk every so often, though it was more on his end.

The next time you met was after his whole, "I am Iron Man" ordeal.

You'd been keeping up with the news, crying when they mentioned any danger he was in. He had changed so much, it scared you.

He had just left some kind of press conference, and you were walking home from work.

You both collided and began apologizing to each other.

"My ba- wait, (Y/N)?"
"Tony?"

Both of yours smiles were huge.

"It's been forever."
"I know."

You both caught up over lunch at a local coffee shop.

He mentioned Pepper and you felt something in your stomach; something you didn't like. You quickly mentioned your boyfriend, an architect with a taste for Shakespeare.

Tony was quick to judge, badgering you with questions until he came to the conclusion that you did really like your boyfriend.

Boy, was he glad when the two of you broke up.

•••

Tony: "Yeah, yeah, (Y/N). I'm so sorry."
*gives a big grin and two thumbs-up to Rhodey*
Rhodey: *rolls eyes*

•••

Soon, the two of you lost contact until you were in an unfortunate car accident.

He visited you in the hospital every day, paying for everything and visiting with your family as well. You were in a coma for six months.

It was terrible for him, to watch you slipping away. He could still remember that fateful day in fourth grade when you stood up to the snot-nosed bully. And the time you called him out for lying about where he had snuck off to instead of showing up for a date with your best friend. And the time you beat him at Galaga-

The point was, he remembered what you meant to him. The moment he heard you had woken up, he came running in with an old sheet of paper.

With no words, he handed it to you and you began to cry as you read over it.

"I want to make up for all that wasted time. I want you to know that I never stopped thinking about you and-"

He got on one knee and held out a velvet box.

"A deal's a deal," he gave you a crooked smile.

"Yes," you whispered.

•••••

"Wait, that's how you guys got together?" Steve stared incredulously at the two of you. You were all lounging around the living room of the Avengers compound, waiting for the pizza to arrive for Movie Night.

You both looked to each other, nostalgia glistening in your eyes.

"Yeah," Tony chuckled.

"Best stupid decision we've ever made."

______________________
A/N: Oh my goodness! I apologize for the sloppiness towards the end. Thank you guys so much. I know I've been gone for a while. I've been in a really big rut and I thank you all for your patience. I am now taking requests so I can get back into the swing of things. Tell me what you thought in a vote and a comment.

(P.S. I am writing for Tom Holland- type Spider-Man, so if any of you wanted to request that, I'm up for it.)

I am so grateful for all of you that have stuck with me through this whole time. You all are amazing people.

So long, my beauts!

~Sports_books_1816