One of Lorelai's most glaring flaws when return-viewing is that she can't keep a single thought to herself, particularly damaging ones about her parents. Yes, Lorelai has her fair share of mommy and daddy issues thanks to Emily and Richard's stifling style of child-rearing, but the way she so often unloads her feelings of seething resentment to her child seems a wee bit unfair to the relationship Rory could have with her grandparents.
I honestly think if Lorelai kept her opinions about her privileged-yet-stifling upbringing closer to the chest, Rory's rebellious phase would have included more Jess (something we all can rally behind) and fewer yacht-related arrests while living rent-free in the Gilmore pool house.
