Okay, first Aimee Mann is quality, but very famous, so seeing her seems to cost about 60 bucks including ticketing fees, (not sure about the actual cost in your neighborhood.)
If you see the Kurt Vile show, it costs 10 dollars if you buy your ticket in advance, and then you could also see Superchunk (14.) and the Mountain Goats (17.) or the Blacks Lips (12.) All are well respected, great bands. I think you should check out more live bands and go to more shows for your money. You are only young once, so have fun!!!