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Most commonly I replay games 5/10/15 years later - I have anniversary obsession.
Being retro game/far behind times, I've player very few games that have any kind of NG+ and pretty much only one I've replayed like that was PS2 Okami.
I have however played my favorite game Wing Commander 1 once a year for 30 years (but am planning to end the tradition this year) and various sequels/spinoffs every 5 years (did used to do some of them every 2 years till I got more and more of them).
One very rare example of immediate replay was Max Payne 1, having played it on easy I wanted to see if the middle difficulty was any different and ended up playing it second time straight on.
I do play some of my small/quick favorites annually, especially when I dig out my Master System every december.