Funnily enough I discovered the weirder end of jazz completely by mistake; I was DJing in Leeds in the 80s - mainly funk. And as there was no real means I knew of finding new music I'd buy stuff completely on spec. One day I saw an album cover with a sharp dressed black guy holding a Steinberger bass - it was an import costing £8.99 (this was 1985!!!) but I thought this looks like new funk, I'll play it at the Warehouse tonight!
It was Jamaaladeen Tacuma's "Showstopper". I played it before sticking it on the dancefloor - didn't sound straight 4:4, there was weird repetition, there were too many notes, it just wasn't right. So I shoved it in the back of my record collection.
A couple of years later I listened to it again, and somehow it just made sense... But it was a slippery slope, I craved more oddness, more dissonance, more crazy. Ornette and his harmolodics weren't enough. Through Shannon-Jackson I discovered Last Exit, Brotzmann, Bill Laswell, Sonny Sharrock, Steve Lacey, Lol Coxhill and the holy grail - Derek Bailey. It was like starting with a fag behind the bike sheds, graduating onto a sneaky spliff, onto white powders, bits of blotting paper, and finally, Free Jazz Improv. All other music sounded dull.
After a long visit to the Betty Ford Clinic I was weaned back onto "normal" music, but thanks to this thread I'm hooked again.
Cheers!