4th generation iPod 20GB, which at the time my parents weren't aware of the iPod video so I turned around and exchanged it for a lovely 60GB Video.
Funny thing is I thought digital music players were lame for several years, but once I got my iPod I instantly became addicted. I've now had:
a second 60GB Video, 80GB Video (stolen), 80GB Video swapped with a 320GB hard drive (functions as a video output device to my TV), 80GB Video with 120GB swap, 120GB Classic (currently in use), 160GB Classic (plan on switching to this as my music player once my 120GB battery gets poor), 1st gen nano (sold), 2x 2nd gen nanos (red/black, both sold), 2x 2nd generation shuffles orange/red (still have), 2x 3rd generation shuffles black/silver (still have somewhere), 4th gen shuffle (gold, currently in use), 6th generation graphite nano (screen cracked, red one on the way) and a 4th generation iPod Touch (currently used, for apps)