First, Last

First Rock Concert I Saw: the Beach Boys, at an Indians baseball game, in the mid-1980s
Last: Air, at the Riviera, April 2004

First Hip-Hop Show I Saw: Wu-Tang Clan, at the Newport, August 1997
Last: Ugly Duckling, People under the Stairs, and Deltron 3030, at the House of Blues, November 2000

First Tape I Bought: Out of the Blue, Debbie Gibson
Last: Loveless, My Bloody Valentine

First CD I Bought: Hatful of Hollow, The Smiths
Last: More Adventurous, Rilo Kiley

First Album I Made out To: Ten, Pearl Jam
Last: Flirting with Twilight, Kurt Elling

First Time Someone Broke My Heart: Fumbling Towards Ecstasy, Sarah McLachlan
Last: Grace, Jeff Buckley

First Time I Broke Someone's Heart: Vol. 1, Best of the Smiths, The Smiths
Last: Country Grammar, Nelly

First Time I Got Stoned: Black Sunday, Cypress Hill
Last: Hoist, Phish

First Song I Sang in a Band: "Creep," Radiohead
Last: "Mayonnaise," Smashing Pumpkins

First Song I Sang at a Karaoke Bar: "Hold On," En Vogue
Last: "Criminal," Fiona Apple

First Time I Got in Serious Trouble: Lovegod, Soup Dragons
Last: Music from the Edge of Heaven, Wham

First Album I Bought at a Midnight Sale: Orange, Jon Spencer Blues Explosion
Last: Odelay, Beck

First Song I Recall Hearing on the Radio: "Sailing," Christopher Cross
Last: "Can't Deny It," Fabolous, featuring Nate Dogg

First Album I Bought Because of a Boy: Surfer Rosa, Pixies
Last: Coltrane for Lovers, John Coltrane

First Album I Bought Because of MTV: Appetite for Destruction, Guns N' Roses
Last: Make Yourself, Incubus

First Song I Played on my Radio Show: "Radio, Radio," Elvis Costello
Last: "Asleep," The Smiths

First Time I Really Hurt Someone's Feelings: "Martha My Dear," The Beatles
Last: "In Da Club," 50 Cent

First Song I Heard Today: "It's a Hit," Rilo Kiley
Last: ?