RORY: Listen, just in case, and I don’t think he will, but if Dean calls, will you tell him I’m with Lane? ….
LORELAI: How come I have to lie to Dean?
Lorelai balks at lying to Dean, and suggests to Rory that if she feels as if she needs to lie to Dean about tutoring Jess, then maybe she shouldn’t be tutoring him. Yet when Rory lost her bracelet, Lorelai encouraged her to lie to Dean. Has she realised the error of her ways, or is she simply being sulky and stubborn, and trying to stop Rory spending the evening alone with Jess?
Lorelai says that if Rory needs to lie about Jess, maybe she shouldn’t tutor him. She never considers saying that if Rory is too frightened to be honest with Dean, then maybe she shouldn’t be with him.
The Annotated Gilmore Girls 