Here's a few that I came up with as a result of one scroll through my iTunes library. Feel free to offer alternative choices for any of them, or new categories for me to investigate!
Creepiest: “Country Death Song” by Violent Femmes
Most Uplifting: “Brand New Start” by Paul Weller
Anti-Vanilla Ice: “Pop Goes The Weasel” by 3rd Bass
‘It’s Over': “The Thrill Is Gone” by B.B. King
Self-Pitying: “Nobody Loves Me But My Mother- and She May Be Jivin’ too”
Ska: “Ranking Full Stop” by The English Beat
Sinatra: “One for My Baby” by Frank Sinatra
Remake of Sinatra: “My Way” by Sid Vicious
Post Break-Up: “Don’t Want to know if you are lonely” Husker Du
Most Vivid Imagery: “That’s Entertainment” The Jam
Really Long: “Minstrel Boy” by Joe Strummer and the Mescaleros
Most Remorseful: “Hurt” by Johnny Cash
Duet: “Redemption Song” by Johnny Cash and Joe Strummer
Sexiest: “Top Floor, Bottom Buzzer” by Morphine
Christmas “Fairytale of New York” by the Pogues & Kristy MacColl
About Scotland “Scotland’s Story” by the Proclaimers
Punk featuring Bagpipe “Will you nae come back again?” The Real McKenzies
Defiant: “Angel’s Wings” by Social Distortion
Acoustic Bass Solo: “Never Tell” by Violent Femmes
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