RORY: Thanks again for going with me.
DEAN: Tomorrow you start paying. Bye. [leaves]
Dean makes it sound as if Rory will start watching BattleBots the next day, a Sunday, but in real life, the show was broadcast on Wednesdays at this time. Maybe he taped it to watch later – all that ball preparation (tee hee) must have really cut into his television-watching schedule.
It’s a chilly and rather threatening way to end a night out with his girlfriend, and fans could well feel that Dean is also in preparation for being “phased out”.
The Annotated Gilmore Girls 