For much of the last decade (and you could easily argue, the ones preceding it), the Toronto Maple Leafs have found unique ways to torture their fans. A pair of trades made last season by Toronto could end up haunting the team, with the Leafs' short-term playoff push potentially proving harmful for their long-term outlook. Last year, the Leafs made trades with the Boston Bruins and Philadelphia Flyers, picking up defenceman Brandon Carlo and forward Scott Laughton. But the risk of the trades seems to have a big chance to haunt the Leafs. And if those picks end up turning into productive NHL players (or even, heaven forbid, star players), Leafs fans won't likely stop wondering what could've been anytime soon.