I can think of a bunch, I'm sure a few of these have been mentioned.
Hasek as a Senator
Shaq as a Celtic
Hull as a Coyote
Flutie as a Patriot
Emmett as a Cardinal
Brodeur as a Blue
Tek as a Mariner
Pedro as a Phillie
Federov as a Blue Jacket
Eddie the Eagle as a Shark
Durant in Seattle
Smoltz in Boston
Torre managing the Dodgers
Bishop as a King (lol chess)
Lester witht the A's
PK with the Preds
Wakefield as a Pirate
Jagr with the Bruins
Clemens as an Astro
Pierce and KG as Nets
Rizzo with Red Sox