i'm not the guy you were asking, but I loved jackhammer when I lived in chicago. It was within walking distance and I hated everything in boystown except Berlin. Wasn't into the scene there (not into leather or fisting or getting pissed on or whatever they get up to in the basement), but the crowd was so much more pleasant and less pretentious than like… sidetracks
Im in Tampa now and I actually bartended here for a while and I like the sense of community. There aren't so many of us here. Tons of gays move to chicago, sf, la, ny, miami even orlando (but they can keep disney gays) - tampa not so much, though tampa metro is kind of a magnet for the region so there are a few thousand of us at least. Everyone doesn't KNOW everyone, but everyone is AWARE of everyone.
The City has a long antagonistic history with us, blocking most gay specific events in public spaces up until about 10 years ago. There's still a good bit of homophobia, but it's mostly kept in check by political correctness for now. By that I mean people know to signal that they accept gays and respect them as human beings, but if they don't clock you and no one else is listening they'll let you know how they really feel.