Dean walked into the tutoring center and saw Kelly sitting at a desk. He snuck up behind her and poked her in the side.
"Oh!" she cried, jumping out of the chair. "Dean!"
"Gee why does that sound familiar?" Dean teased.
"Shut up!" Kelly said, smacking him in the arm.
"Sorry. I'm a little too excited for tonight."
"You're sure your uncle's going to be out of town tonight?"
"Yup. And Sammy's going home with Brooke after school and won't be back until after nine. Kels, I'm telling you, we're fine!"
"I'm sorry. I guess I'm just nervous, you know? I've never slept with a guy at his house before and-"
"Whoa," Dean said interrupting her, "who and what you did before me is none of my business."
"But, don't you want to know?"
"Why would I want to know?"
"Well I told you you're not my first. And honestly, I'm kinda curious about your first," Kelly confessed. Dean started getting nervous.
"I mean yeah I get it, it's personal," Kelly added quickly, starting to ramble, "but like, was it good? Are there things she wanted but you didn't? How did it end? Did it end on good terms?"
Dean thought it over for a minute. Is now the right time to come clean to her?
"Kelly I need to tell you something-"
"God I know I must be acting like an obsessive girlfriend," Kelly said, still rambling. "It's just... My last boyfriend kind of used me and I guess I'm still not completely over it. I just want to know I'm not wasting my time."
"You're not," Dean said sincerely. He held her hands in his. "I swear. I don't want to hurt you, even though I know that at some point I probably will."
Dean stopped talking and Kelly tensed up. He had told her all the times his family had to move and all the times he had to leave friends or a certain girl behind. The one that really stuck out in Kelly's head was the girl Dean had to leave at a school dance while living in a boy's home almost two years ago. While she didn't want to lose what she and Dean had, she knew they were only here for a year at most, and that someday he would be gone.
"But anyway," Dean continued, pulling Kelly out of her thoughts. "To answer your questions… I'm a guy, of course I'm gonna say it was good. She wanted just sex which again, I'm a guy, totally fine. It ended after two weeks because we had to leave in the middle of the night and I never heard from her again, so I'm gonna say it didn't end on good terms."
"What was her name?" Kelly asked, barely breaking a whisper.
"Honestly, I don't even remember. That was almost six months ago and it was just a fling."
"She's lucky. Going down in the Dean Winchester Book of Firsts."
"Yeah, you have no idea," Dean said, biting his lip afterward.
"Well, I have some work I need to do, but I can bring dinner when I come over?" Kelly suggested.
"Can I stay and help?"
"Really?"
"Yeah. I mean, what am I gonna do? Stay home by myself and wait for you to show?"
"Welcome to being a girl," Kelly teased. She handed him a stack of papers and showed him how a filing cabinet works.
Sam leaned against the car door waiting for Dean. He was supposed to go home with Brooke after school, but well, let's just say, something came up and he had to cancel.
He eventually gave up and sat on the curb, pulling out his folder and rereading the note. The note. How stupid was he, writing a note to Brooke and leaving it in her locker. Or what he thought was her locker. Turned out to be Shane Parker's locker. Not only was he a grade older, but he was a bully. Him and all four of his older brothers. Stupid Shane had to go reading it to the entire cafeteria at lunch. If Sam swore, he would have definitely cussed him out.
Sam looked up and saw that the student parking lot had cleared out. He stood up and walked inside the school. He knew exactly where Dean would be.
"Now you fold that corner," Dean told her. They were halfway through filing and decided to take a break. Dean made a paper airplane, which Kelly found amusing, and now he was showing her how to make one.
"Like this?" Kelly asked, unsure of her work.
"Dude you're so bad at this!"
"Hey! Way to instill confidence in your student."
"Yeah I guess the tables have turned on that one," Dean said laughing. He finished folding what would be his fifth plane and chucked it across the room.
"Dean!" Sam called, throwing open the door to the tutoring center. The plane flew right over his head, out into the hallway.
"What the hell are you doing here?" Dean asked, caught completely off guard.
"I've never known you to stay at school after hours," Sam said, annoyed.
"Hi Sam," Kelly said.
"That makes sense," Sam snapped.
"Dude, what's your problem?" Dean asked, also starting to get annoyed.
"Can we just go? Please?"
"I thought you were going with Brooke."
"I cancelled."
"What? Why?"
"Doesn't matter."
"Well, we're kind of in the middle of something here Sammy," Dean said, gesturing towards Kelly.
"Right because paper airplanes are so important," Sam scoffed. "Forget it, I'll call Bobby."
"Bobby went out of town remember?"
Sam whined and stomped his foot in the doorway. Kelly bit her lip from the awkwardness of Sam's temper tantrum. She looked at Dean, who didn't once take his eyes off of Sam. It was like she wasn't even there anymore.
"Take him," she said quietly to Dean, who jumped. Wow, she really wasn't there. "We can reschedule."
"You sure?" Dean asked. Kelly nodded.
"He needs you."
Dean leaned over and kissed her forehead. He gathered his bag and walked out behind Sam back out to the car. Neither of them said one word the whole ride. Or that evening for that matter.
someones-big-sister
