I watched "She's All That" the other day and thought I'd try out a similar storyline with Stefan and Caroline. Hope it all works out…

Stefan Salvatore was the most popular guy in school. He was a soccer star with a scholarship to a college of his choice and he had everything he could've ever wanted. He had the looks, the friends and the girlfriend, or so he thought…

"It's over, Stefan…" she sighed "I'm sorry."

"You're sorry?" he questioned

She nodded her head… "We're just not as well-suited as I thought we were."

"I know all about Matt, so you can stop the lies." he informed her "If you wanna cheat, be a little more subtle about where you make out with the guy."

"Stefan, I…" she began

"Save it." he proclaimed "I'll see you around."

Caroline Forbes was a self-proclaimed bookworm. She had straight A's in every single grade, and had a tight knit group of friends that she would do anything for…

STEFAN'S POV:

"Whoa, harsh, man!" Enzo proclaimed as I filled him in on mine and Elena's break-up

"I don't wanna be with someone who's gonna cheat on me." I admitted "I want someone who…"

"Someone who you know will never say no to you, right? Someone who wants you and only you?" he questioned

"Something like that. That's not a bad thing, is it?" I asked

"What're you gonna do about homecoming?" he inquired

I shrugged my shoulders and sighed heavily… "I'll just go on my own."

"The soccer captain can't go to homecoming on his own." he proclaimed "It's all the school would be talking about until we leave. I'm gonna find you a date."

"You?" I questioned, raising an eyebrow at him

He nodded his head… "But I have a catch."

"I'm listening." I informed him

"It's gonna be someone you're not remotely interested in, but you have to make as popular as Elena." he replied "What do you say?"

"Won't the girl become popular instantly once she's seen with me?" I questioned

"You'd think so, but not necessarily." he replied "And if not, you'll figure out a way. Right, so let's have a think, who is there?"

CAROLINE'S POV:

I sat at a table in the library with Bonnie working on an assignment when I heard someone clear their throat. Looking up from my books, I saw Stefan Salvatore stood at our table…

"Are you lost?" I questioned "This is the library, not the gym or the changing rooms."

"I know, but I was wondering if I could talk to you about something…" he admitted

"You want to talk to me?" I inquired

He nodded his head… "I'm failing Math, and I need a tutor."

"And you couldn't think of anyone else?" I asked

"My Math teacher said you're scoring the best marks in our grade, so he suggested I come to you. What do you say? Fancy being my tutor?"

"What's in it for me?" I questioned, raising an eyebrow at him

"What do you want?" he asked

"$50 an hour, plus takeout food if we run late." I replied

"I can do that." he assured me "Shall we start tonight? My place, 4pm?"

"Make it my house at 4pm," I informed him "my address is…"

"I know where you live." he admitted

"I don't even wanna know how." I replied "Tonight, 4pm. Don't be late."

Nodding his head, he said goodbye and walked away…

"That was weird…" Bonnie proclaimed

"Tell me about it." I sighed "He could have girls falling at his feet trying to tutor him, so why come to me?"

"This is Stefan Salvatore we're talking about; maybe he really is failing and is afraid he won't graduate if he doesn't pass." she suggested "It's the only reason I can think of, but whatever the case is, be on your guard. We know how the Stefan Salvatore's of this world work."

I nodded my head in agreement and began to pack up my things… "We'd better be going."

How will Stefan's first tutoring session go? And what are you thinking so far?