22 - Eyeball Chambers headcannons - Courting a crush

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A/N - Fluffy headcannons for Richard eyeball chambers... kinda reads more like an imagine but screw it I think he'd be like this if he really wanted a girl. ❤❤❤

Also the meme above inspired a small part of this.. ❤❤❤

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- Eyeball wasn't hard to please when it came to the ladies of Castle Rock, but to get one to go out with him was challenge. Those that knew of the gang were almost instantly put off if they weren't by the family name. Then there were few who did things with him mainly because he was bad. Eyeball did not care much to pretend to be something he was not, it was too much effort for little reward, even if it did have the girls swooning.

- When Eyeball saw you one time on the ride back into town he knew he had to have you. You were a pretty little thing for sure. It was a good thing Ace has been too preoccupied knocking letterboxes down to really pay attention to the anomaly that almost had him crashing the shit piece of metal. "Eyeball. What the fuck are you doing?" Ace stated calmly, but Eyeball knew he was not happy. A bullshit excuse which earned him a small jibe from Billy had him sitting in the back as he apparently drove like old misses Keanton and she was blind.

- It was harder than it looked and he had to try hard. Hard enough to where he usually gave up. The first introduction he had played it cool, trying to gauge what you liked. Eyeball figured if you liked the bad boy trope then he could be himself but if not he's have to atleast pretend to be a little more civilised than he usually was. His younger brother Chris, the little shit took strategic advantage of just that. Whenever Eyeball tried to talk you up, Chris almost always appeared nearby and asked for a few cents for bandaid when in reality he used it for ice cream and smokes. Eyeball would bite back a sarcastic retort and insult and instead usually said sure if it made him look good. The whole pretending to be a completely good brother wore him down but it seemed to get him in your good books. It was hard to keep on doing this but it seemed worth it when you gushed over how cute and brotherly he was. It was a small price to pay.

- That hadn't been the entire plan, it was all slipping slightly. Eyeball was known for beating people up occasionally and with the family name, the Chambers family was painted as no good therefore him too. All it had taken was a few conversations and some serious explaining for you to not be put off too and he was glad you weren't.

- Of course the attention or lack of availability for the gang catches interest and Ace comes looking once he found out why. Just outside of Irby's, Eyeball had tried to give you his jean jacket sweetening up to you considerably to how he usually was. When he spotted the gang, he was quick to send you off before explaining himself much to the cheers and downright personal questions the others asked. "So that's why you been skipping out on us, huh?"

- The gang are supportive not that Eyeball really needed it but it also meant that his "dibs" was safe for now. It only took two more weeks before he closed in. You saw him as the frequent who would show up at your work, a nice guy who let you borrow a jacket if it was cold and a relentless flirt, although not as crude as others had been in town. Luckily no body had made a move yet and as you were getting ready to head home from the lunch time shift, Eyeball had been waiting outside for you just like he usually did most Friday's.

- Eyeball is quick to change the dynamics as soon as possible, so he'd end up asking on the car ride back or more accurately once he'd stopped outside your place. He made it clear he doesn't want to be friends and that he wanted to be sweet on you because he liked you. For some god knows reason you said yes and his dimples showed when he smiled. "I'm glad to hear it. Was feeling a bit nervous, you know?" He fought the urge to kiss you, knowing it might damage his chances so soon if he went in quick.

- Eyeball begins using nicknames, not like he did before but more appropriate ones for his girl. Tuts, darling, sweet cheeks and doll. Only the ones you were comfortable with, the others he'd call you in sheer privacy.

- Eyeball has a lot of experience when it came ot kissing, not so much things after but the first kiss was sweet and he cupped your cheek too. In public it happened a lot, he liked to bring you in for a kiss whenever he could to show you affection and to ward off others. He may be known as a delinquent but not when he was around you.

- The courting doesn't stop and after wards he still continues to pick you up after work, walk with you in town, constant phone calls, small dates, give you his jackets if he was wearing one and you needed it. Chris soon lost the advantage he had with some of Eyeball's money being used for dates and to treat you. Of course he still had a reputation to maintain which meant knocking a few ballsy residents down a peg when they picked fights or God forbid tried to steal his girl.

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