Tristin Dugray is one of Rory's at Chilton and a brief love interest of hers when she breaks up with Dean.  Tristin ends up dating Paris briefly before he left the series.

Gilmore Girls Quotes

Lorelai: Work.
Rory: Life.
Lorelai: Dig it man.
Rory: Peace out Humphrey.

Lorelai: So, dinner, thoughts?
Rory: Let's have some.