Kid Icarus

It's Pit from Kid Icarus and, most recently, Super Smash Brothers Brawl. This shirt's going to a guy who is pretty much the physical embodiment of Pit (explosive enthusiasm), so I think this design was pretty fitting.

Sprites that lack those nice contrasting borders are tricky. He's got a bow and arrows there, in case you weren't sure.

Castlevania II

Look out for the blue, eyeless, bouncing werewolves! I hate to say it but I think Simon Belmont is a little too close for comfort here - those werewolves were a lot easier to take out from a distance with a longer whip.

Hopefully it's daytime so maybe he won't be bounced to death.