[Bomby]

Actually, it doesn't have to be obscure at all, just songs that:

A. Work well within the context of an art movie
B. Invoke nostalgia for Generations X and Y
C. Are from the 1990's

I'm trying to embrace the many different facets of 1990's music.

Songs I'm alread using:

OutKast - Elevators
The Roots - Hypnotic
Cappadonna - Supa Ninjaz
Cibo Matto - Beef Jerky
The Lightning Seeds - You Showed Me (cover of an old 60's song but whatever)
Radiohead - Paranoid Android
Splendora - You're Standing on my Neck (aka theme from Daria)
The Cardigans - Lovefool
Stereolab - Percolater

Songs I've considered but will probably not use if I find something better:

Smif-N-Wessun - Bucktown
Dr. Octagon - Blue Flowers
Meredith Brooks - What Would Happen
Fiona Apple - The First Taste
Blur - Coffee & TV
Supergrass - Caught by the Fuzz
Duncan Shiek - Barely Breathing