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Too many to count.  Usually up late grinding out levels in an RPG.  Or if I am playing a game when sitting on my couch, man that thing is comfy. 

The best one though, was while I was playing be a pro mode on NHL 09.  I fell asleep halfway through the 2nd period and my team still won. 

Another one I gotta mention is back when I played WoW, my guild was going through Karazan and the master looter fell asleep halfway through the Maiden of Virtue boss, somehow we still got her down but we couldn't get the loot.  An hour or so later the GM got the items for us.