Every Rose Has It's Thorn by Poison

Aug 2003, driving a car that is not mine through Wyoming in the early morning, best friend passed out in the seat next to me, listening to a mix cd I put together a week before. This song comes on and, in perfect sync, the sun crests the horizon right as "Just as every night has it's dawn." Cheesy, but perfect.

Sink to the Beat by Cursive

Same trip, Zane is driving the pass out of Utah, I'm dozing in and out of sleep as he chainsmokes Backwoods cigars with the windows wide open. He puts this CD on repeat, and it seems I somehow manage to fall asleep as soon as this song finishes and wake up as soon as it starts. Everytime. For four hours.

Hard Travellin' by Woody Guthrie

Should be self explanatory, but if not: We start every major drive with that song, writing our own lyrics about apple picking, beer drinking, Dodge truck fixing, baseball watching, etc.