Winepress and Snap Judgment at Off the Alley in Homewood, IL in early 1992. I was in 8th grade.
It was pretty much like this, but the crowd was a little wilder. I went with my dad. Going was his idea. He was really into Snap Judgment.
It was local pop punk semi-legend's Winepress' first show. A good chunk of the band was my age.
And not too long after that, I saw Ozzy Osbourne, Faster Pussycat, and Ugly Kid Joe on the No More Tours Tour. I started going to arena/shed shows pretty regularly in high school. First theater show I saw was Urge Overkill and the Geraldine Fibbers at Riviera in November of 1995. (Which apparently should have featured Guided by Voices as a support act, but they left the tour.)