A/N: I'm using the song Teardrops on my Guitar as the inspiration for this story. Most characters and plots will remain the same except Rory is a talented guitarist and singer (but doesn't let it show) and Logan went to Chilton for their final year of high school, becoming best friends with Rory, but not Paris, because of his playboy ways. And now, on with the story.

DISCLAIMER: Sadly I do not own Teardrops on my guitar nor Gilmore girls, but I like to play around and this is what my messed up head comes up with.

Rory POV.

"Hey Ace, you coming to the pub tonight?" Logan called chasing behind me as I entered the Yale Daily News Office. I sighed I had three articles to finish writing and a paper to finish by the weekend so I could go to the Yale Harvard game again this year with my grandparents. "Logan, you know I don't have time, I have too much to do, and I always end up dragging your drunk ass back to your dorm because Colin and Finn magically disappear when I need help getting you back." I sat at my desk shuffling papers not even bothering to look up because I knew he had the puppy dog eyes. Nobody could resist his puppy dog eyes not even his one of his best friends, you would think I would be used to them by now but no, his eyes still made me weak at the knees.

"But Ace, you need to get out have some fun, and I won't get to tell you about the girl if you don't come tonight." That's when I looked up, Logan was the biggest playboy on campus and he didn't talk to me about girls, this got my attention. Knowing I was going to regret asking, but the reporter in me had to know, "what girl?" He chuckled to himself before answering. "The girl for me, but I won't tell you about her unless you come to the pub tonight." My heart broke in two. The guy I was un deniably in love with, was in love with someone else, but I wanted to know what made her so special. "I'll meet you there at 8, but im only there for an hour or two at the most." He had his trademark smirk on his face, and said "see you tonight Ace" as he turned and walked out the door of the YDN office.

I got what I wanted off my desk and basically ran back to my dorm, and I don't run. I felt on the verge of tears. For the past two years I have watched Logan go out with girls and sleep with them and never give them a second thought, I could handle that because I knew he didn't love them, but this, this broke my heart. I flopped down on my bed and cried. When finally my tears stopped I decided to get ready before picking up my guitar. My guitar was my outlet when I was felling angry or happy or sad, so now was the perfect time to pull it out. I loved to sing, to my shower head, I couldn't sing in front of people, and the only people that have heard me sing are my mum, Paris and Logan. Logan keeps trying to get me to sing in front of a group of people but I don't have the confidence now. I grab a pen and my lyrics book and I start writing a song. It just flows through me. I write the chorus first.

He's the reason for the teardrops on my guitar

The only thing that keeps me wishing on a wishing star

He's the song in the I keep sing don't know why I do

I keep playing the guitar until I hear a knock on the door, its only 6.30 so I wonder who it is. I hear Paris yell, so im guessing the door is for me, I make sure I'm okay before I leave m room. Standing in the common room with a grin on his face is Logan. I fake a smile, and he pulls me into a hug. "Hey Ace, I thought you might be hungry so I thought I would drag you away from your books because as you have told me a billion times before, a Gilmore girls gotta eat!" he looks me over and can tell something is wrong. His face lights up, "I almost forgot" he chuckles and waves a coffee under my nose. He knows I can't resist coffee. "OK Logan, but only because I wasn't studying." He tilts his head at me like I'm insane, and cranes his neck to see my guitar and book on my bed. "Ace are you holding out on me writing a new song and not telling me", as heads towards my room. I start to panic, what if he reads my lyrics. I manage to sidetrack him by mentioning to him how hungry I am. He puts his arm around me as we walk out the door. "Rory, you can only distract me for so long, I will heat you play that song." He chuckles and my eyes widen. I try and think of something to distract him, and as much as I knew it would hurt me to hear him talk about her I knew it was the only way to distract him. "So, are you going to tell me who this elusive girl that has captured the heart of Yale's biggest playboy is?" He smiled, and whispered in my ear "All in good time Ace." I rolled my eyes at him and pulled a face. "OK Ace, if you must know I will make you a deal, I will give you clues and you have to guess by the Yale Harvard game, so you can show me your fantastic investigative reporting skills." He chuckled and I rolled my eyes again, I shook his hand as we walked thru the doors of the pub, "You've got yourself a deal."

"Ok Ace your first clue, she is quick witted and one of the only people that can keep up with me and put me in my place." I looked at him. He grinned and took a swig of beer. "That doesn't help, that could be anyone. Is it Finn?" I laugh. He almost loses his beer. "What's Finn?" Finn slurs from the next table over whilst trying to chat up a redhead. Logan chokes out "nothing Finn, don't worry" "Ace, apart from the fact that she is in fact female, it's not Finn. I believe you should do a shot for an incorrect guess." I look at him in disbelief. What is he talking about? "Logan that was not part of the deal." He bursts out laughing. I glare at him. "That's not funny Logan!"

"OK OK Ace settle down, your second clue, is she is incredibly smart, and challenges my mind." A confused look passes my face. "Aren't these clues meant to help me try and figure out who this girl is? They aren't really helping." Logan looks hurt. "Sorry Logan but you need to elaborate." He crossed his arms across his chest and pouts like a five yr old. "Im sorry Logan, keep going, tell me why you fell for her." He sits up a bit and starts fidgeting, he must really like her to be nervous. "Where do I start? She is beautiful, funny, talented, smart, quick and has these big eyes that I get lost in every time I look at her." My mouth drops open. "WOW Logan, you really like her don't you?" He looks at me sheepishly. "Yeah, I think I finally have fund her and I am going to get it right, I'm not going to mess this up, I don't want to hurt." I feel the tears and the rest of lyrics come to me so, I get up and say "Logan, I have to go, I will see you at the Game." I walk out of the bar before he can see my tears.

Logan POV

What just happened? Did I say something wrong? Rory and I have been best friends since I stopped being an ass to her when I started at Chilton. That was two years ago, and I don't know when along the track I had fallen for her. But I only realised because I didn't feel right with all of the girls I have dated, Rory stole my heart and I didn't even know. Rory has 8 different smiles, when shes thinks someone's an idiot, when talking about her mum, when she talks about stars hollow or coffee, when she is at a society function because of her grandparents, when she solves a problem or gets a question right, when she is daydreaming, when she has something up her sleeve and one she is hiding her emotions. And when she smiled at me in her dorm, something wasn't right, the smile didn't reach her eyes. She looked sad. I would have to wait and find out what was wrong because if I went now I would end up fighting with Paris as always, so I joined Finn, Colin and Steph for another beer and hoped that she would figure I was talking about her.

A/N2: if you find flaws in my story there's no need to tell me in my review, unless you want to be a beta reader because my grammar is not fantastic. However if you want to leave a suggestion, that would be appreciated!!!

I'm considering a lemon in a later chapter… yes, no maybe, I don't know!