Most Helpful Guy
Some guys do that as a form of fishing. They drop a line from time to time, every couple months or so, just to see how you are doing. They hope to catch you in a weak moment. So if you are lonely, if you just broke up with a different guy, if you're having a terrible week. A situation where the 'comfort of the past' may be possible to exploit for a quick lay.
It's not going to be the motivation for a 'nice guy', per se. It's usually the domain of players and people that don't really care about your actual emotions. Of course, those are the guys people usually need to be warned against anyway.
But for a certain type of guy, they will just always drop that little investigation text, for years.1
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