Outsiders Preferences, Imagines And Headcannons

Truth or Dare ~ Tim

You and the gang were playing truth or dare with the Shepard's, Darry was working late so he didn't know they were over.

"Curly, your turn." Johnny pointed out.

The young Shepard hummed and looked around and his eyes landed on Tim as he smirked. "Timmy, truth or dare?"

Tim shifted around, ready for a challenge. "Dare."

Curly's smirk grew into a dark grin. Curly looked at you and you knew y'all's were fucked. "I dare you to kiss Y/N."

Yoy glared at Curly. He knew you had a crush on Tim since you were 12.

Everyone was silent and staring at you. "Ok." Tim shrugged and leaned over. You looked at him and suddenly his lips met yours.

It was a simple peck, but it still made your heart flutter. He sat back down and looked around, knowing it was his turn.

"Angela, truth or dare?"

"Dare." She said with ease.

"I dare you to kiss Ponyboy."

"Ew!" Both Angela and Ponyboy exclaimed. Everyone laughed but Curly- whom looked pissed. Angela scoffed and kissed Pony on the cheek. Curly wiped off Pone's cheek and flipped Tim off.

"Tim, truth or dare!" Angela demanded, hoping to get revenge on Tim.

"Dare!" Tim took the risk. Angela looked at you and she raised an eyebrow and looked back at her brother.

"Make-out with Y/N!"

"Angela!" You shrieked. "What is wrong with-" you couldn't finish your sentence because Tim kissed you again.

Instead of a peck like last time, you continued kissing and soon he wrapped his arms around your waist and pulled you closer.

You ran your hands through his greasy hair and you separated, your noses touching.

"Someone's losing their virginity tonight..." Steve cleared his throat.

"Who said I'm a virgin?" You teased and you sat back down next to Tim.

"I- Y-" Steve sighed at himself. "Fuck."

"My room after this, 1 in the morning. Bring something to keep you quiet." Tim whispered and it sent shivers down your back.

You blushed deeply and hid in his shoulder as he chuckled and the game continued.