Most of these you can really ignore the order of, I can't really decide what is the "best" of my favorites.
Top Five Albums to Bring on a Desert Island:
1. The Angelic Process: Weighing Souls With Sand
2. Edge of Sanity: Crimson
3. Metallica: Kill 'Em All
4. The Birthday Massacre: Violet
5. Slobberbone: Crow Pot Pie
Top Ten Songs If Someone Held You Up At Gunpoint and Made You Pick Your Favorites:
1. "Tornado of Souls" - Megadeth
2. "The Four Horsemen" - Metallica
3. "The Resonance of Goodbye" - The Angelic Process
4. "Billy Pritchard" - Slobberbone
5. "Highwayman" - Highwayman (Willie Nelson, Waylon Jennings, Johnny Cash and Kris Kristoffersen)
6. "Crimson" - Edge of Sanity
7. "Yakko's World" - Animaniacs
8. "Bring the Death" - In Death We Rise
9. "More Human Than Human" - White Zombie
10. "Todd" - Mortal Treason
Top Five Albums to Listen to on a Rainy Monday Morning
1. "...And Your Blood Is Full Of Honey" - The Angelic Process
2. "The Call of the Wretched Sea" - Ahab
3. "Requiem: Fortissimo" - Virgin Black
4. "In the Embrace of Nocturnity" - Ecthalion
5. "Where Lovers Mourn" - Draconian
Top Five Albums to Listen to While Doing Homework/Housework
1. "Weighing Souls With Sand" - The Angelic Process
2. "Within A Mile From Home" - Flogging Molly
3. "Crack the Skye" - Mastodon
4. "The Call of the Wretched Sea" - Ahab
5. "ULIKDISEEGEOUGH" - Spoonfed Tribe
Top Fifteen Bands/Artists:
1. Black Sabbath
2. Metallica (pre-Metallica album)
3. The Angelic Process
4. The Birthday Massacre
5. Virgin Black
6. Pantera
7. Slobberbone
8. Motörhead
9. Blind Guardian
10. Iced Earth
11. Dio
12. Savatage
13. Edge of Sanity
14. In Death We Rise
15. Graveworm
Top Three Albums by Your Favorite Band (if not applicable, list the other album(s) by your second-favorite band):
The Angelic Process
1. "Weighing Souls With Sand"
2. "...And Your Blood Is Full Of Honey"
3. "Coma Waering"
Top Five Albums to Listen to While Driving to the City on a Friday for an Epic Night on the Town
1. "All the Aces" - Motörhead
2. "Dirty Deeds Done Dirt Cheep" - AC/DC
3. "Seventh Son of a Seventh Son" - Iron Maiden
4. "Futility" - Daath
5. "Viloet" - The Birthday Massacre
Top Five Songs to Play at Your Funeral
1. "Dying In A-Minor" - The Angelic Process
2. "Cemetary Gates" - Pantera
3. "A Poet's Tears of Porcelain" - Virgin Black
4. "Anthem" - Virgin Black (Demo)
5. "Cries of the Haunted" - Slechtvalk
Top Five Songs to Play at Your Wedding:
(none of these would ever be played at a wedding, but I WOULD play them at mine if none of my family were there

)
1. "Beneath a Dying Sun" - Fleshcrawl
2. "Selfpity Human" - In Thy Dreams
3. "Crippled Healing" - The Angelic Process
4. "Ratamahatta" - Sepultura
5. "Another Perfect Day" - Motörhead
Top Five Albums to Listen to While Sleeping:
1. "Sombre Romantic" - Virgin Black
2. "Cryptic Writings" - Megadeth
3. "Bittersweet" - Apocalyptica
4. "Ænima" - Tool
5. "(What's the Story) Morning Glory" - Oasis (I also have a Pavlovian response between this album and Super Metroid, which I played to death while listening to this, my first CD)
Top Five Songs to Listen to While In a State of Deep Contemplation:
I wouldn't. Either the music would derail my thoughts or I just wouldn't hear it...
Top Five Songs to Listen To While Pissed Off
1. "Bring the Death" - In Death We Rise
2. "Razor-Sharp" - In Thy Dreams
3. "Rage of Reason" - Vesania
4. "Where There Is Fire We Will Carry Gasoline" - Evergreen Terrace
5. "Oops, I Did It Again" - Children of Bodom cover (always makes me smile)
Honorable Mentions: These didn't fit anywhere but are still some of my favorites.
Ogre Upstairs - "Out of the Atmosphere"
Orphaned Land - "Mabool/The Calm Before the Flood"
Sirenia - "At Sixes and Sevens"
Balero - "One Planet Short of the Sun"
Baboon, The Burden Brothers, The Mars Volta (just in general)