Set iTunes (or whatever) to list tracks in alphabetical order. Then post the track name and artist of the first song for each letter of the alphabet, with a little comment if you are inclined that way. It should go without saying that you should not skip the embarrassing ones, but feel free to skip ones that aren't really tracks, or are badly labeled.
Above the Clouds - Cindy Lauper
Baby Can I Hold You - Tracy Chapman
Caledonia - The Barra MacNeils
The Dance - Battlestar Galactica soundtrack 'Unfinished Business'
Effigy - Natalie Merchant
Fallen - Sarah McLachlan
Gimme Gimme Gimme - Mama Mia! Soundtrack
Halfway Back - Grey Eye Glances
I'll Stand By You - Girls Aloud
Jig of Life - Kate Bush
Kat's Sacrifice - Battlestar Galactica soundtrack 'The Passage'