The premise is you have to take the clothes mentioned by a particular disc and wear them on a desert island. There's a special place in my heart for songs with good sartorial referencing anyway, but since it's a desert island, it's sometimes a good idea to pick the more outrageous lyrical get-ups that you wouldn't get away with in public. With that in mind, my current pick is 'Keeping The Faith' by Billy Joel:
"We wore Matador boots,
Only Flagg Bros had 'em with the Cuban heel;
Iridescent socks with the same-colour shirt
And a tight pair of chinos.
Oh, I put on my sharkskin jacket,
You know the kind with the velvet collar
And ditty-bop shades...
Oh yeah!"