I'm not trying to offend anyone with these guesses, so apologies in advance...
I'm pretty sure that facepalm picture was taken when
Bowling for Soup played, so that got my vote. I don't mind pop-punk, but jeez those lyrics were lame. I wanna say this was Gunnels for some reason...
Kamelot - was a close second. I actually laughed out loud listening to the way he sang, "Don't you crryyyyHIIIIIII!" Bulldog perhaps?
Justin Timberlake - is pretty much the suavest mother f*cker on the planet. Definitely a guilty pleasure I share. NSW is the only person on the list I sorta could picture submitting this, but who knows.
Journey - was Storymilo? Don't Stop Believing is a good song.

Lighthouse Family - Stone Birds maybe? I actually liked this well enough.
Medieval Steel - ....HAHHAHAHA. Excellent choice. This would have won if it wasn't so dorky as to actually be amazing. This one fits Tore right?
My Chemical Romance - ...I honestly couldn't guess this for anyone without them getting mad I imagine. +81 maybe? Sorry...
Selena Gomez - Fits NND I think...
The Sound of Animals Fighting - This was pretty freakin awesome actually. Alfred?
The Pettit Project - Duga? Funny stuff whoever it was. ><