'96 subaru outback - Learned on it, sister killed it
'97 caddy deville - Had to spend my high school funding repairing my gpa's hand me down... Surprisingly fun... head gasket blew (twice) and brake lines went out on me.
'98 GMC Safari van - I miss the caddy =(
EDIT: On a good note, I've manage to keep the same stereo equipment throughout the years. Getting pretty good at car audio stuff.