It looks like someone is trying to stick a guitar cord's plug into a half-shaved testicle.

When I first saw it I thought it was a sax mouthpiece being jammed into someone's eye. Turns out it's just a horn player in action rotated 90 degrees.

'New Grass'. My dad used to have that record in his old collection before I saved it from the dusty shelf.

^That's it. Go ahead and post your challenge up then.

I don't think this is too obscure, but I could be mistaking.

http://i57.tinypic.com/30kak4g.jpg

Nobody got it. Maybe you can tell us and we can move on?

It's The Knife, by... The Knife. Google Image Search to the rescue. That definitely doesn't count as a real guess, so however the next participant would've been decided, just go with that.

Well, technically since no one got it without cheating, he should go again. If, however, he doesn't post before the morning I'll post one to try to move this along, unless you want to? I don't really mind, once it keeps going.