Let's post the most train wreck music videos we know of.
 

Music videos are an artform which leads to some time less classics. (For example "Enjoy the silence" by Depeche mode.)

But there's also music videos out there from artists who are trying too hard and simply don't realize how STUPID they end up looking.

Key example...

The most grating thing about this one is that the band were totally serious about this, this monstrosity was NOT meant as a fun or ironic video.

The beginning of Danza Kuduro always cracks me up. In the music video:

The video and the song is a complete train wreck...still I've always unashamedly loved it.