This is a classic topic in any community forums
I'll list my Top 10 instead because I want to 5 is not enough to showcase the music played a huge part in my life:
Genre: Pop, Dance
Favorite Album: "The Immaculate Collection"
Favorite song: "Borderline"
Genres: Alternative rock, Post-grunge
Favorite album: "My Own Prison"
Favorite song: "One"
8. Lil Wayne
Favorite album: "I Am Not A Human Being II"
Favorite song: "Drop the World"
7. Bon Jovi
Genres: Pop rock, Glam metal
Favorite album: "Crossroads"
Favorite song: "This Ain't A Love Song"
6. Fall Out Boy
Genres: Pop punk, Emo, Alternative rock
Favorite album: "Save Rock and Roll"
Favorite song: "Just One Yesterday"
5. Bruce Springsteen and The E Street Band
Genres: Hard rock, Heartland rock, Folk rock
Favorite album: "Greatest Hits"
Favorite song: "Born to Run"
4. Michael Jackson
Genres: Pop, R&B, New Jack Swing
Favorite album: "Bad"
Favorite song: "Ghosts"
3. Garth Brooks
Favorite album: "No Fences"
Favorite song: "Shameless"
2. Kanye West
Genres: Hip-hop, Experimental music
Favorite album: "The College Dropout"
Favorite song: "All Falls Down"
1. Robbie Williams
Genres: Pop, Swing, Adult contemporary
Favorite album: "Sing When You're Winning"
Favorite song: "Road to Mandalay"
I'll provide a write-up for each when I feel like it.
Honorable mentions: Janet Jackson, Linkin Park, Backstreet Boys, Green Day, Coldplay, Incubus, Puff Daddy, Bob Dylan, Demi Lovato, Stevie Ray Vaughan