In S1E10, Dean talks to Lorelai for the first time since he and Rory accidentally stayed out all night. Dean asks Lorelai, “So, am I like, public enemy number one with you?” Lorelai replies, “Number one? I don’t know. Would you settle for top five? ‘Cause I’m still a little hot for that crazy bomber guy who’s been living in a cave for a year.”
Lorelai is probably referring to Eric Rudolph, who would have been in the news frequently during the late 90’s and early 2000’s as one of the FBI’s 10 most wanted fugitives. He perpetrated four bombings from 1996-1998 and then hid in Appalachian forests until 2003 when he was finally caught. Rudolph didn’t actually live in caves, but when this episode aired in 2000, the media may have been speculating that he was hiding in a cave.