On both ways don't rush things out, besides you said that you're good friends so this means while having that drink you can discuss his personal relationships, that way you can get some of those answers you're seeking and only time will do the rest.P.S.:get him drunk and you'll get some precised answers :P.
does it matter? your behavior when you go out for drinks will be the determining factor. he'll either leave thinking you might want to go out again or it was a friendly get together. the real question -- wht is it that you really want.
Just sounds like two old friends catching up to me. If more happens so be it.
depends on who pays...maybe or just friends maybe...maybe ask him...
If I ask a guy out for a drink, will he assume it's a date?
I asked a shy guy I know to go for a drink with me, so we could catch up. We used to hang out regularly in the fall, but he had just gotten out of a... Show More
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