Freak Me Out

You could add A Love Supreme by John Coltrane if we're talking jazz.
The ultimate party emptier was always Trout Mask Replica by Captain Beefhart.
Contemporary speaking check out 13 by Blur-has some straight forward stuff but gets pretty weird(takes a while to get into-me about 2 years!)-it's very well-recorded and a good tester for your system David.
More recently the space-age country pop of Grandaddy's The Sophtware Slump-nicely weird in a melodic way-again well recorded-enjoy and let us know how you get on with any of the recommendations you try out.

There's some weird, beautiful stuff on Rickie Lee Jones's Ghostyhead. Trippy electronica, strange lyrics, haunting fragments of melody, not to mention thought.

Hi David99, Check out: Liquid Soul "Make Some Noise" or Gongzilla "Suffer".

Siouxsie and the Banshees: Peepshow; Sugar Cubes: Life's Too Good; Serge Prokofiev: Scythian Suite (Mercury); Anything by F. Zappa or Cptn. Beefhart...

David: I do not know what the access to used CD's is in your area but when I want "new" tunes I pick up "music sampler" CD's for around a buck in my area. Windham Hill, Razor & Tie, ASCAP, etc. I just picked up a really odd one of Brazilian R&R (it sucks IMO but it's different:-). Most are pretty good though.