You're Jess Mariano's sister. You are a year younger than Jess. Your mother couldn't raise the two of you any longer, so she sent both of you to live with your uncle Luke in Stars Hollow.

You were the complete opposite of Jess. You didn't like trouble and avoided it at all costs. You were a rule follower. This caused Luke to compare you and Jess all the time. And, of course, this only pissed Jess off more. You two didn't get along. At all.

You figured out about Jess' little crush on Rory but didn't say anything about it. You never thought Jess would actually pursue her since she was dating Dean. You'd never met Dean, but you'd hear Jess complain about him.

You, to say the least, were wrong. Your brother pursued Rory anyway. Sure, he wasn't upfront about it, but he definitely did in subtle ways. Ultimately, this led to Dean and Rory breaking up. You couldn't help but feel guilty for your brother's actions. Even if you didn't know Dean, you felt horrible.

So, one autumn's day whilst walking down the streets of Stars Hollow, you spot Dean walking down the street. You gather the courage and catch up with him to talk with him...