Bowers Gang preferences & imagines

Deal - Henry

This was a request 💕

You had been going to Derry High School for the past 3 years, you were very much so apart of the 'Losers club', but you were not ashamed of it. You loved them, they were like your selected family. The only thing that sucked about being apart of the losers club, was having to deal with Bowers and his gang. Henry would always pick on you and your friends, and you didn't like it. At all. You were sitting in class when Henry walked in, immediately seeing you and smiling, as he sat behind you. You rolled your eyes and prepared yourself. You weren't going to take it anymore.

"Hey y/n, you don't have any of your little losers with you?" Henry asked.
"No. Do you?" You replied, spinning the pencil in between your fingers. "And they're not losers, just because they can live a normal fucking life" you continued.
"You're lucky were in class right now y/l/n" Henry replied.
"What would you do anyway, beat me up? You've done it a million times. To all of us." You said.
He let out a groan, shifting in his seat.

*fast forward*

Class is finally over and you run out telling the rest of the losers to go hide, and they insisted they didn't wanna leave you alone to deal with it, but you decided it was best that way.

You walk out the west entrance, where the bowers gang usually are, instead of walking around, or avoiding them, or trying to run, you walk straight towards them. "Well aren't you brave?" You hear Henry snicker. "Where's your friends?" Belch says.
"Don't worry about it. I️m the one you wanna beat up anyway, right?" You replied, looking all of them in the eye. You were ready for any hit you were about to take, but you were going to fight back just as much. "Y'know Henry, it's no surprise you don't have a girlfriend. You don't respect women at all" you said, walking closer to Henry. You felt one of them grab your backpack in hopes of pulling you back, instead you took it off, your backpack flying back. You looked back at Henry. "That's probably why your mom left, huh?" You said it without even realizing, you immediately regretted it. You wanted to hurt him but this was too far.

Henry lost all emotion in his face, looking down, and backing up from you. Patrick and Vic both getting ready to grab you when Henry stopped them, "no. Let's go" Henry said, not looking you in the eyes once. Fuck.

*fast forward*

It's been a week since your run in with Henry, and he hasn't even been at school. Belch, Patrick and Vic all said nothing to you and you're friends.
"Wow y/n that's fucking awesome, you got Henry to leave us alone" Richie said.
You shook your head "I️ guess" you replied. You didn't want to get in to it.

The bell rings and you head to class, sitting down and getting your stuff out.
20 minutes in to class you hear the door open, Henry walking in, looking you in the eyes once again. He sat behind you. You could feel the tension in the air.
30 minutes pass and the bell rings. You sit in your chair waiting for Henry to leave first. But he didn't.

You got up and walked out, standing at your locker. You see Henry standing at his. You put your things in your locker and swallowed your pride, walking up to him. His friends all looking at you and standing back. "Henry... I️m sorry." You explained, Henry looked up at you, his eyes filled with shock.
"I️t wasn't my place to say that, I️ shouldn't of" you continued, "I️ think you'd be a great person if you let yourself be, I️m sure someone would be lucky to have you" at this point you were kinda pulling shit out of your ass, to keep your ass out of the water.
"So if you wanna beat me up, just do it." You finished.
"No." Henry replied. "I️m not going to" he finished. He quickly shot a glare at the rest of the boys, as they all ran off.
"Look, y/n, I've never had anyone apologize to me before. I️m sorry, that I️ made you scared of me and did all those things." He continued. You were in complete shock. You didn't even think this was real. "I️ really like you." Henry finished. You stared at him in complete shock. "You should be with me, not the losers. Why do you think I️ give them so much shit?" He continued.

"What if we make a deal?" You explained, "if I️ go on a date with you, you leave them alone"
Henry looked at you, nodding. "Deal, but you have to hang out with me at school" he finished.
You nodded "deal"