[tomkat0789]

I do a bunch of Meetups and watched this happen a bunch (EDIT: the going to a hobby event and never speaking again that is). About a year and a half after meeting a fellow regular of a hiking Meetup I finally felt not awkward inviting the lady and her husband to a board game night with my wife. Maybe the key step is to get with the regulars (or volunteer to be the coordinator?). I think the couple I've befriended have the same problem I have, which is why their schedule is so open for my silly ideas for socializing!

In my case the gateway to friendship was more hikes, and vaguely stale board game nights. We're trying to do something (making friends) that's difficult, that much is clear!