he's married to Lindsay, their marriage is fine and Dean is working by The Dragonfly inn. You are new in town, you were friends with Lorelai and Rory so when you walk into the inn Dean sees you and actually thinks you're pretty, but he quickly shoves that thought away cause he's married, when Lindsay and her mom walk in with food she kisses Dean and then goes to the table as Rory introduces you to Dean

Rory: "this is Dean Forester"

Dean: "hey"

Dean says smiling softly