Great contest!
If P4:Arena on the 360 drops below 30 by the time you pick, i'd like that if I win.
Otherwise Alan Wake + Castlevania: Lords of Shadow on 360.
A bit in keeping with your 'buy something for someone else' theme - ArmA2: Combined Operations (download). My son has been wanting it so he can try the DayZ mod, but I am too cheap to buy ArmA 2 for him to try a mod
I'd like to enter for the Red Dead Redemption GOTY Edition for Xbox 360, please. It's been on my to-buy list for quite awhile now, but I always seemed to miss the sales.
Hotel Dusk: Room 215 was one of my favorite Nintendo DS games, so I would love to play the sequel (Last Window: Secret of Cape West) that never got released in America. I just recently discovered it could be imported via Amazon, so that's my choice if I win.