One of the great two-hit wonders (thank you, reader) from the 1980s would have to be Rick Astley. While that name might not ring a bell, his picture probably will. His hit was "Never Gonna Give You Up" and the most striking thing about it is that...he sounds black. Yes, the pasty, ginger kid sounds like a black soul singer--one with a limited amount of rhythm, but it's still rather impressive. Family Guy did a funny mocking of him and his song with this clip.
Having just recently bought the Complete Arrested Development on DVD, I've been itching to watch them again but must wait until my friend, Kayley, comes back from London. Until then, I've been keeping myself quenched with AD clips on YouTube, especially this one with Tobias and another with Gob. Oh Tobias, you blowhard!
Ever wonder what Tiny Tim's "Living in the Sunlight, Loving in the Moonlight" looks like backed with Simpsons clip? Yeah, me neither but when you stumble upon it, the end result is actually pretty good.
Now that I've begun talking about him, here's a clip of Tiny Tim performing Sonny and Cher's "I Got You Babe" with Eleanor Barooshian (of The Cake) with understandably interesting results. Notice that they switch roles from the original version.
Here's a clip of The Rolling Stones performing "Bitch" off of Sticky Fingers from their 1972 tour.
Last one: Bart and Lisa Simpson playing the Dave Brubeck Quartet's "Take Five."