my first concert, that i remember, was Cool and the Gang. I was sitting on my dads lap by the loudspeakers and i think of him everytime i hear *jungle boogie* (which is cool now cause of pulp fiction and all). hehe... my mum took me to the ballet all the time though that's not really a concert is it?
keep in mind no one cool and famous ever came to puerto rico (except meatloaf

). i mean, even though we were rocking to nirvana and stuff in high school almost everyone i knew was at the REO Speedwagon concert and the Chicago concert and christopher cross, etc... that's the kind of music that came to PR. that and a lot of pot smoking reggae bands that i never cared for. i did go to a peter noone concert with my mum once. it was hilarious! i knew all the song.
then madonna came in like '91 and it was a near riot. michael jackson was supposed to come and that whole child abuse thing started and he cancelled....
as for w/t's first concerts: i'd agree that Will's mom would have taken her to the symphony or something cultured like that as a child.
as for tara i'd say her first concert was in sunnydale, at the Bronze. she didn't look like she got out much in high school unless it was one of those times after her mums death that she went crazy and stayed out all night.
editing to add: my favorite band ever, sleater kinney, will be here in concert on my birthday (yay) and i cannot wait to see them! i see them ever single year and i just love them... sigh, i've been listening to their new album all day and night.