See below for my weird taste in videos (sorry for the huge post!):
I love David O'Reilly's work, he has this amazing abstract, low-poly glitch animation style.
http://youtu.be/Q2YdJy0w66Y
Also this one where he pretends to be a 9 year-old with MS-Paint:
http://youtu.be/XV6dLhepx6w
Also Don Hertzfeldt does these brilliant absurd hand-drawn short films:
http://youtu.be/7jksRQcI9NA
http://youtu.be/MuOvqeABHvQ
Finally, Don't Hug Me I'm Scared, which is an ongoing series of catchy weird and disturbing music videos done in the style of a kid's puppet show (think Sesame Street). Each video is full of hidden meanings, usually pointing to flaws in society and human conventions.
http://youtu.be/sXOdn6vLCuU