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I'm similar to superchunk. I always trade or resell my used games (via eBay, gametz.com, or goozex.com, NEVER to GameStop), unless one of two things is true:

1. There's a good chance I'll want to play through it again.
2. There's a good chance I'll play it with my wife or friends.

Once it's clear that the game will only sit on my shelf and collect dust, I sell or trade it. The end result is that I feel much less guilt about buying games than I used to.