D'Angelo - "Untitled (How Does It Feel)"
Director: Paul Hunter
Most dated element: Those cornrows could use an update.
Why it stands the test of time: Do you ever watch a music video or performance where merely watching the singer's vulnerable performance of an intimate song is actually intimidating, like you should maybe look away to be polite but you can't because they are trying seriously hard to engage with you? Yeah, take then, then make it a single shot video, with D'Angelo appearing naked from at least the hips up. This standout and sexy video managed to popularize an entire muscle group. - Katie Hasty