The Leafs were in Campbell/Western conference for my formative hockey fan years, so I've just never had the same hatred for them as many of you. I mean, don't get me wrong, I enjoy watching them lose as much as anyone else, but I detest Boston, Pittsburgh, and Philly much more than them.
Hell, that '99 Sabres team boatraced the Leafs in the playoffs and the Ray/Domi battles through the years were epic. I guess you could say I've always loved beating them, but I never really hated them.
The Dallas Stars took the mantle for most hated after '99 (this was hard because the Minny/Modano Stars were my favorite non-Sabres for a long time prior to that cup finals). And then they were replaced by Ottawa and Carolina during the co-caps era. So these days I've really reverted back to Boston and Pittsburgh as the teams I detest the most.
All that being said, I've really developed an affinity for Dangle's meltdowns...