He asks you on a date:

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Ponyboy:
After meeting him at the movie house, you and Pony started to grow closer to one another. He introduced you to his brothers and the rest of the gang. Soon, you and him became inseparable.
You were "joined at the hip" as Sodapop would say.
"C'mon Y/N!" Ponyboy had you by the hand, dragging you to a unknown destination.
"Where are we going?" You rolled your eyes, you couldn't help but smile at the antics of your best friend.
"It's a surprise." He whispered and placed a finger over your lips.
After what felt like forever, Pony brought you to a large oak tree that sat atop a hill.
"I thought we could watch the sunset." His greenish-gray eyes lit up and he smiled widely, showing his dimples.
The sky was filled with vivid pinks and oranges as the sun began to sink to the horizon.
"It's beautiful Ponyboy!" You gasped and your eyes widened with amazement.
"Just like you," he said quietly, barely above a whisper. You brought your eyes to Pony, caught off guard by what he said.
"Look the real reason I brought you here is," he paused and held your hands in his, "I wanted to ask you out on a date."
You didn't say a word, but placed a gentle kiss on his cheek causing his face  to flood bright red.
"So is that a yes?" He cocked an eyebrow, and a little smile spread across his lips. You nodded and wrapped your arms around him, smiling into the crook of his neck.

Johnny:
After that night you met him at the park, you and Johnny had become close friends. Whenever he had rough nights with his folks, he'd come to your window and you'd sit on the roof and watch the stars, talking to him until he felt better.
You heard a soft tapping sound coming from your window. Outside stood Johnny, holding a handful of pebbles.
"Bad night?" You whispered.
"Yeah, they were fightin' as usual." He said quietly, fiddling with the rocks in his hand. His brown eyes were filled with sadness and heartache.
You reached for one of his hands, holding it gently. He smiled and gave it a little squeeze.
"Can I ask you somethin' Y/N?" Johnny turned to face you, his face lit up by the pale moonlight.
"You can ask me anything JohnnyCakes," you replied, giving him a reassuring smile.
"Would you like to go out sometime?" He said nervously, waiting for your answer.
"I would love that," you pushed his bangs out of his face and ruffled his hair, "I thought you'd never ask."

Dally:
You and Dally had become quite the dynamic duo after that party at bucks.
You and Dal were always stirring up trouble, whether it be messing with socs or on the run from the fuzz, you two always knew how to have a good time.
"Run!" Yelled Dal. He grabbed your hand and dragged you down the street, laughing the whole way. You smirked with satisfaction as the angry group of socs followed closely behind.
A small squeak escaped your throat as Dally pulled you into an alleyway, covering your mouth with his hand.
"Dallas, what are you doing?" You whispered, removing his hand from your lips.
"Relax, doll. They should be off our trail." He chuckled through heavy breaths and threw you a wink.
You rolled your eyes and smiled, punching him in the arm.
"So, how about we cause some trouble at the nightly double tonight? Just you and me." He asked, cocking an eyebrow.
"Dallas Winston, are you asking me on a date?" You said with surprise, crossing your arms at him.
"Maybe," he paused, "so you wanna go or not?" He asked with anticipation.
"If you can catch me," you smirked and darted from the alleyway, with Dallas hot on your heels. Before you knew it, his strong arms wrapped around your waist and threw you over his shoulder.
"So I'll take that as a yes." He said satisfied.

Steve:
After meeting Steve at the garage, you both started spending more time together and getting too now each other. You always seemed to find more and more reasons to take your car to the shop. Mostly because it was a piece of junk, but getting to see Steve was a plus.
"I'll bet you a Pepsi, I can beat you at arm wrestling." You smirked at Steve and wiped the grease from his face with a rag. He cocked an eyebrow at you, propping his chin in his hand, "oh really?"
"Really." You replied slyly and poked a finger in his chest.
"Okay, and If I win, you have to go on a date with me." He smirked and crossed his arms. You nodded and stuck out your hand. Within seconds, Steve had you pinned to the counter, you didn't stand a chance.
"So, I'll pick you up a 6:00pm." He winked and placed a quick kiss on your cheek. You nodded, feeling your face turn red.

Sodapop:
After bumping into Soda at the dingo that day, you and him began to spend more and more time with each other.
Who knew him buying you an apology Pepsi would spark a long-lasting friendship.
You were waiting outside the DX for Soda to finish up his shift.
He came out and locked the front door behind him. "Hey Soda," you smiled at him, throwing your arms around his neck.
"Hey, Y/N," he laughed and hugged you tightly. From where you were standing, you could see the bright lights of the Ferris wheel lighting up the evening sky. The fair was in town and you had really wanted to go, but didn't have the extra money.
"Wow, look at it Soda, isn't it beautiful." You gazed at the wheel turning slowly as the evening slowly turned to night, letting out a small sigh.
"Yeah, speaking of that." He shoved his hand in his pocket and fished out two tickets.
"I was wondering if you'd like to join me on a date." He flashed you that famous movie star grin.
"Yes!" You exclaimed, practically jumping into his arms, "what are we waiting for? Let's go!" A wide smile spread across your face and you gave him a quick kiss on the cheek.
He smiled to himself and chuckled as you dragged him by the hand to the fairgrounds.

Two-Bit:
The day Two-Bit payed for your popcorn and soda had been one of the best days of your life. You both had become the best of friends since then.
Everywhere you went, Two was right by your side.
"Two-Bit!" you squealed as he tickled your sides. Your stomach started to hurt from laughing so hard.
"Uncle!" You gasped between fits of laughter, knowing that's what he wanted to hear.
He laughed loudly, offering you a hand and pulling you off the floor.
"You know, today's the day we met." He smiled widely. You were kind of shocked that Two-Bit remembered, but he's surprised you many times before.
"They're playing steamboat willie again, and I was wondering if you'd wanna come with me, just like they day we met. Just the two of us." His beautiful gray eyes lit up with excitement as he waited for your answer.
"Of Course I will Keith," you replied with a smile. He grinned and grabbed your face, kissing you gently on the cheek. He was obviously too caught up to notice you called him by his first name.

Darry:
Although you didn't like the water on rainy days, you were glad your roof had to be fixed, or else you would've never met your best friend, Darry.
You two developed a strong friendship since then. You could always count on Darry to be there for you, he cared about you almost as much as you did him.
"Hey Dar'," you smiled and hugged his waist.
"Hey Y/N" he grinned and spun you around, wrapping you in a big bear hug.
"So, I've been thinking," his tone became more serious, "I've got some extra money and I wanted to know if you'd like to join me for dinner?" He took your hand in his and kissed the back of it gently.
"You're a sweetheart Darry, I would be happy to." You smiled kissing his cheek and he returned a grin.

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