Any one of the steam freebie ones is worth a shot if you both have a PC. Worst case they'll pass an evening and you can figure out what kind of game he prefers.
Other than that and completely off the top of my head -
Fable 3
Left 4 Dead 2
Portal 2
F3AR
Magicka
Terraria/Minecraft
Having a blast with Borderlands at the moment myself. I'm a bit late in getting the game but there are plenty of players doing co op and it is a lot of fun, add me on steam if anyone fancies a game.
Even tho i don't particularly rate resident evil 4 or 5 compared to the first trilogy I'm gonna say resident evil 5 is a good game to play on co op.Me and my friend bought it one weekend and spent all Friday night and most of Saturday completing it.
Splinter cell conviction is great as a co-op but unless you are in a voice comms room together you wont be able to communicate with each other in-game :/
Have had a few good games with randomers though despite this.
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