Montreal Canadiens - Toronto Maple Leafs 

So, here we are. Another game 7 for the Leafs. Can they break the spell? Something that speaks against that is the heaping pressure. They've lost a 2 win lead. They've lost two games in a row. They've got a history of lost deciding games. They've not won a round in 17 years. But then on the other hand, they've been the better team on the last two games, even though they lost. They just got Priced. But Can Price do it again? Of course he can, he's Carey Price after all! In the end though, history tends to repeat itself. Chokers gonna choke and all of that. So I will have to go with the Habs. I don't feel certain though. And I'm kinda rooting for the Leafs tonight. I'd like to see them get out of their predicament. But I'm not betting on it. Montreal wins! 

New York Islaners - Boston Bruins 

Boston are strong. Really, really strong. The Islanders can give any team a run for the money, but they'll have to do a lot of running to keep up here. Can they win? Sure they can, but I think the Bruins have a much better chance. Boston wins! 

In summary, my winners are: 

Montreal Canadiens 
Boston Bruins