Why or why not?
For example, I've purchased the Mass Effect series on Xbox 360, PS3, and PC since I started with the 360, ended up only having a PS3 and wanting to play it, and then going over to PC since it was where I wanted to be.
Another example is I bought Tomb Raider (2013) on both Xbox 360 and Xbox One since I really liked that game.
Is once enough or do you like to buy remasters (not including remakes)?
I know this doesn't really count for the PC crowd, but there are instances where PC players buy more than once if a game is remastered.
Are you for or against it?
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Sometimes. For Example: I bought both The Witcher 3 and Fallout 4 on PlayStation first, and bought them again on Steam and enjoyed them infinitely more.