You were the only person Jess talked to in Stars Hollow, he liked you. A lot. The love in his eyes when he looked at you was undeniable, he noticed every change about you, no matter how small. (You're basically Rory).

You guys are on the phone, late night calls. His favorite. He was so deeply in love with you, he was just bad at communicating especially about his emotions.

"So, what are you doing tonight?" He asks, a smile on his face. He knew you weren't allowed to go out this late brother did you want to.