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I'm usually playing a maximum of a handful of games at once, and preferably less. Depending on the games, I can typically handle two or three pretty comfortably. Any more and it becomes a mess. Less is OK, but if I can handle the variety, I don't see why not.

Currently, I'm more or less playing MGS5 and Assassin's Creed: Unity, and it's working out pretty well. It's easy because I've already completed MGS5 earlier and now I'm just doing some extra stuff, so that's just one story mode to go through at once. Now that I think of it, several story modes at once can be a problem, and I tend to avoid it.

Now if we count games I've started but not finished, and which I plan to finish later, the number becomes higher... It probably brings the total closer to ten or even more. Some games relevant in this category include Pillars of Eternity, Far Cry 3, Red Dead Redemption, Gran Turismo 6, and the first Jak and Daxter.