outlaw country (not really guilty about it):
Johnny Cash
Merle Haggard
Waylon Jennings
Charlie Daniels Band
Marshall Tucker Band
Billy Joe Shaver
Hank Williams
David Allan Coe
Willie Nelson
Kinky Friedman
The Outlaws
The Highwaymen
Pure Prairie League
Roger Miller
also:
Weird Al
Motorhead
The Eagles
Dewey Cox (the Walk Hard soundtrack)
Wunderlust King - Gogol Bordello
Scatland's World - Scatman John (can't listen to it without smiling)
and then there are the 80s:
99 Luftballoons - Nena
Come On Eileen - Dexy's Midnight Runners
Safety Dance - Men Without Hats
Down Under - Men At Work
Video Killed the Radio Star - Buggles
Never Gonna Give You Up - Rick Astley (yes, I enjoy getting Rickroll'd)
Sunglasses at Night - Corey Hart
super guilty pleasures:
Mother - Danzig
there are a couple songs each from Garth Brooks, Alan Jackson, and Alabama I enjoy
the Family Matters theme song
Heat of the Moment - Cartman/Asia (used to have a great video on youtube that spliced the versions but alas it's gone now)