(credits to theoutsiders-oneshots 💦)

A/N: this is the 100 post sorry i didn't realize i posted the previous story up already....

You enjoyed working. Your co-workers were cool, you were able to move around and interact with people. The pay was alright too. Being a waitress you received tips every time you worked, on top of your initial pay. The best part of your job was flirting with one of the customers who frequented the restaurant. It was a mutual thing. He would say something and you would say something just as dirty back. He never failed to make you excited. He had told you his name was Tim the first time he had met you, he was flirting with you as soon as you came up to his table. You always made sure you were the one to be his waitress after that, plus no one else wanted to. Sometimes you didn't have a choice anyway. Such as when you were the only waitress working. You didn't like being the only one there because you weren't able to spend as much time talking with him. Even though it was a small restaurant it could get very busy at times. Lunch was always exceptionally busy as was supper time. Breakfast not so much unless it was a Sunday but even then it was more around the brunch time. A really important positive with Tim was that he always left you really good tips. Especially if the flirting was real good.

You thought back to when you had first met him. He was taller than you, hair greased up, a scar from his forehead to his chin. In your opinion it made him look hot and tuff. You had recently learned what the word 'tuff' meant, it was a popular word in Tulsa at the time. He wore a leather jacket, brown t-shirt underneath and blue jeans. Your co-workers didn't want to serve him because he was 'obviously a greaser', they'd told you in the kitchen. You were new to town and didn't know what it meant along with 'tuff'. They explained but you didn't care what he was. You were from New York and had seen all sorts of stuff, some guy that was part of a gang who wanted to eat at a restaurant didn't faze you. You offered to seat him and be his waitress which they all agreed to easily. They said he would probably make a mess and then ditch the bill but you figured you'd give him a chance.

Walking up to him with a smile on your face you introduced yourself. "Hi, I'm Y/n and I'll be your server today." He looked you over and smirked, his eyes lingering on your chest and hips. You acted normal, pretending not to notice. Being a waitress it was typical for guys to stare in a lustful way.

"I'm Tim. Are you new here or something?"

You give him a questioning look and respond curiously. "Yes, how did you know?"

"Most waitresses would refuse to serve me and they sure as hell wouldn't be this friendly." He disclosed, keeping eye contact with you. He wanted to know more about you and how you were acting so casual and happy-go-lucky with him.

"Oh. Is that 'cause you're a greaser? It is greaser right?" You look up into space trying to remember what it was called.

"Yep." He nods. "So if you know why are you so calm?"

"Why shouldn't I be?" You tilt your head to the side slightly.

He remained silent and just shrugged his shoulders. "You're alright, babe."

"You're not too bad yourself, babe." You tease.

He grinned. "I wouldn't mind you callin' me that." You both shared a special gaze, each of you smirking. You suddenly remembered you were at work.

"Anyway, what can I get for you?"

"What do you recommend?" Tim leaned in close to you with a hand on his cheek.

"Pancakes are always a good choice in the morning." You pause. "With extra whipped cream." Ending the sentence with a wink.

"I'll take it."

You grinned at him and gave the order to the kitchen before going around to other tables. Tim watched as you worked away. Every time you had to bend over to get something from the far inside of a booth he would stare at your ass and wonder what it would be like to fuck you over a table. You retrieved his pancakes from the kitchen and brought it to his table. "Your pancakes."

He was tempted to slap your ass. Tim always loved doing that to the girls he liked but he figured while you were at work serving him and all it wasn't right timing. "Thanks, babe."

"My pleasure." You respond with a smirk. And they said he would be tough to serve. That was bullshit. After he had a few bites you walked back over to his table. "How's it taste?"

He licked some cream off of his thumb as he made eye contact with you. "Good, but I wouldn't mind something a little different."

"Oh and what is that?" You grin.

"You." He smirked, leaning towards you.

"Maybe later, honey." You smile teasingly and walk away.

More flirting banter was passed between the two of you until he left, leaving a hefty tip on the table. You really wished you'd be able to see him again soon. It was entertaining talking to him, plus you wanted him.

He came into the restaurant often after that, typically alone. Only once did he come with another guy. You walked up to their table to ask their orders when the guy opened his mouth to speak, he looked very similar to Tim with subtle differences. As well as him being smaller than Tim in height.

"Hey, are you Y/n?" The kid asked, he looked about sixteen.

"Yes I am. Why do you ask?" You question curiously. Had Tim said something about you to the kid? Tim was watching the kid like a hawk, waiting for him to say something he didn't like and presumably stop him from talking. It was honestly amusing to watch but you were deeply curious as to what was going on.

"I knew it! Tim talks about you sometimes- Ow....," It sounded like Tim kicked him from under the table but that didn't stop the kid who was high on teenage hormones. "He talks about your ass and how he wants to fuck you on a table and-"

Tim had put his hand over the kids mouth. "Sorry this is my kid brother, Curly and he doesn't know when to shut his mouth. He sort of followed me here because he wanted to see where I was going lately. Just ignore him. Curly doesn't get any so he likes to talk about other people getting it."

At first you were embarrassed and flustered about what Curly had said but it made you want to experience it with Tim even more. The second part you just found funny. It was obvious they were brothers after seeing them interact. You couldn't stop yourself from laughing a little. "That's fine, I wouldn't mind the table bit with you in the slightest. Anyway, what can I get the two of you?" You change the subject.

The rest of their time there Curly was ratting out Tim and talking about how Tim always had loud sex and had a thing for asses, along with many other lewd things. It was interesting how much you learned about him just from his kid brother talking. Tim was clearly annoyed at his younger brother but wanted to make a good impression on you so he didn't do anything at that point in time. Other than call his brother out on his lack of sex life.

The next time Tim came to the restaurant he explained the situation with his brother and apologized for the kid if anything he said made you feel uncomfortable.

"No worries, Tim. I thought it was funny more than anything else." You admit.

"One day, Y/n, I'll show you everything he said and you won't think it's funny anymore." He smirked to try and redeem himself.

"I hope that day comes soon." You grinned at him.

"Well, why not right now? I'm the only customer in here and you're the only worker and it's almost closing time here anyway. I could show you just how serious I am." He stood up and cornered you. His hands were on the table on either side of you and you were leaning back on the counter. "If you say no that is fine to. I can leave or I can fuck your brains out, up to you."

You didn't even have to think about it, after months of teasing and sexual tension you were being given a chance to let it out. You were absolutely ready for this. "I'm in, I just need to lock the doors." You gave him a kiss on the lips and he let you go lock the doors.

He picked you up over his shoulder and slapped your ass, leading you to the back. You directed him to the break room and he threw you down onto the couch and started roughly making-out with you. His body was flush against yours, your chest against his. He was rubbing his crotch against yours. He groaned into the kiss. This release would be the best you'd experienced.

You both sat up and you helped him slide off his leather jacket and take off his shirt. He slid off your dress and started kissing your neck before sucking on the spots he had kissed. You didn't even mind getting hickeys and love bites from him. While he was doing that you unzipped his jeans and started to pull them down a bit. He started kissing you on the lips again. The two of you accidentally rolled off of the couch and now you were on top of him. The couch was low so neither of you were hurt. He helped you take off his jeans, throwing them somewhere else in the room. You straddled him and ground your hips down onto his covered hard on, he grabbed your hips to make you move faster and harder.

You took off your bra and he sat up and started kissing a trail from your boobs to your lips, giving you cute small kisses before going full on. Your arms were wrapped tight around each other as this was happening. You needed him badly and you needed him now. You were tired of waiting. You separated from him and order him to sit on the couch after you took off his boxers. You started by licking at the tip before taking his whole cock into your mouth, he let out a loud groan as you did so. You started a pace for yourself. Tim lay back onto the couch, relaxing completely as you blew him. You played with his balls and he grabbed onto your head and forced you down onto his cock, making you take him all the way in again. This time he made you stay there for a moment before letting you come up for air.

He pulled you by the arms up and told you to take your panties off, you obliged and he then pulled you down onto his lap. You lined up his cock with your entrance and he thrust into you. You let your body go down onto him and you sat there for a minute, adjusting to his size. Your breathing was heavy as was his. As he moved farther up into you a moan escaped from your mouth. You wrapped your arms around his neck and laid your head on his chest. He rubbed your back before he slid his hands down to your ass. You started riding him, up and down at a slow but deep pace. It felt nice to have him go that deep inside of you. He didn't like the slow pace as much because he started thrusting up into you. You threw your head back as you moaned like crazy.

"Tim, you're so big....." You moan, feeling your body relax on top of him. You tried to meet his thrusts but it felt too good to move much. "Let's change positions."

He helped put you into the downward dog position, face down, ass up. Tim then started his rough assault on your pussy. You couldn't help but be loud, moaning his name and obscenities. He kissed the middle of your back and slapped your ass. Then he took your arms and lifted you up so your body was flush against his, your back to his chest. With this position he could go deeper than before.

He came deep inside of you and thrust a few more times. Tim then laid you down and got to work eating you out. His tongue worked wonders on you clit. You grabbed a hold of his hair and pulled him closer to your pussy. He pushed your legs down so he could get a better angle. It didn't take you long to orgasm as he started fingering you at a fast pace.

When you were both finally done and were calming down you realized what a mess the break room looked like with clothes thrown all over the place. You each out your clothes back on and collected your things. He offered to help you close the restaurant and you accepted.

After that the two of you became fuck buddies. Satisfying each other when no one else would or could.