I've just discoverd something FANTASTIC!!! Listening to two songs at the same time... 'Yeah whatever' I hear you say, 'Dj's have been doing that for, like... ever dude. You should get out more Martin'. But no... What I mean is playing two semi-randomly selected songs simultaneously.
I select 2 or 3 artists on my iTunes (preferably ones who has produced a lot of albums), switch on shuffle, while also turning on last.fm's Recommendations Radio. Then sit back and let the sound collage magically unfold. Sure sometimes it's pure cacophanous chaos, but other times it's maddeningly beautiful.
List of collages that worked amazingly well (click the play buttons):
Arvo Part + Labradford
Coco Rosie + Inch Time
Sonic Youth + Philip Glass
A Silver Mt. Zion + Rumpistol
Steve Reich + Typecast (podcast from Type Records)
Fourtet + with nearly anything!
The Magnetic Fields + TrenteMøller
This is like discovering an entirely new form of cooking by randomly trying to eat things and yet not get killed. Strangely delicious.