Gilmore Girls - Season 4eps23 -
: When Lorelai catches them and calls Rory out, Rory’s defense—"He's my Dean"—highlights a deep sense of entitlement. Critics often point to this as the moment Rory stops being the "perfect" daughter and begins making more morally ambiguous, realistic mistakes.
: Rory loses her virginity to her ex-boyfriend, Dean, who is currently married to Lindsay. Gilmore Girls - Season 4Eps23
: The season ends with a brutal fight between mother and daughter, leaving Rory in tears as she calls Dean, only to have his wife, Lindsay, answer the phone. Why It Matters : When Lorelai catches them and calls Rory