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This was so freaking hard, but I like these five:
5.) Peter Gabriel @ Rosemont Horizon 1986 - His albums really changed the way I looked at music in the early eighties, but finally seeing his show live was just so epic at the time. Felt like he was performing with at seventy-four piece band and it went flawlessly.
4.) Tom Waits @ Chicago Theater 1999 - Another performers whose albums I loved immensely, but never really had the chance to catch live. Worth the wait. A showman in the purest form...can have you double over in laughter and then break you heart in just a few strokes of the piano. Born about fifty years too late, but we are better people because of it.
3.) Guns N Roses @ Perkins Place 1987 - My very first trip to California and this was a side trip I had to be dragged to kicking and screaming expecting one of those lame skinhead punk shows SoCal was infested with at the time. Instead, full on Sunset Strip nastiness. I did things at that show I still not proud to admit (i.e. drugs, skanks, beat up by Santa Claus), but will never forget.
2.) "Lame Fest" @ Moore Theater 1989 - A trio of bands by a label I was doing work for. Tad, Mudhoney and Nirvana. I remember thinking, "Man, Mudhoney is going to be huge!" Also the night I met Kurt Cobain. **** you haters...that was the sweetest kid in Rock and Roll.
1.) Queen @ Popular Creek 1982 - My first high school concert. Totally got to second base with Cindy. Oh yeah....and captivated by the greatest rock n roll frontman of all time.
Tom Waits would be my choice