In S1E6, Lorelai arrives home to Rory talking on the phone. Lorelai starts speaking in a girlish voice, jokingly saying “And Justin is just so dreamy. He can’t marry Britney, I’ll just cry and cry and cry…”
Actor and musician Justin Timberlake, at the time known mostly for being a member of the boy band in NSYNC, started dating pop star Britney Spears in 1999. The couple broke up in 2002, a few years after this episode of Gilmore Girls aired.