1) Legend - The Best Of Bob Marley And The Wailers:maybe I cheated a little bit by picking a greatest hits album. How can you really go wrong with this album? Every song is a hit, I actually know all of the words to each song, and it always relaxes me and puts a smile on my face. It might also be the most universal album (heard and revered throughout every culture).
2) Supernatural - Carlos Santana:this might be the only album that I actually bought twice (someone "borrowed" my first copy). The album has something for everyone (Latin jazz, R&B, rock, spanish rock) and a diverse group of featured artists (Dave Matthews, Rob Thomas, Lauren Hill, Wyclef, Mana, Eric Clapton).
3) Evolution of Robin Thicke - Robin Thicke:this may be considered too new to be on a Top 5 list, but its my list. When it first came out, I played it on repeat on my iPod. Its the perfect CD to play when you have dinner guests over, trying to set the mood, or listen to in the office.
4) Voodoo - D'angelo:this might be my "sleeper" pick. How did this album not get more acclaim? It epitimizes soulful and funky. His first album was great, but this sophomore effort completely beat it out - who said that sequels can't be better than the original (Godfather II, Terminator 2, Karate Kid II)?
5) The Christmas Song - Nat King Cole:this was my sentimental pick. Christmas wouldn't be Christmas without this album. I grew up on it and refuse to get anyone else's Christmas album. It is an essential must have and I will admit that if my iPod plays a Nat King Cole song in July, I will most likely not skip it.