Ohh, I love shows that are hilariously bad!
My favourite is without a doubt Garzeys Wing. It's an absolute clusterfuck of an epic fantasy saga that was crammed into a three episode OVA. The plot is nonsensical and hilarious. Also the godlike (read: straight out of hell) English dub just ups the show to the next level and provides dozens of memorable lines. I recommend being piss drunk while watching it.
The first five minutes are a work of art. You can watch it on YouTube right now: