The late-night circuit is usually a well-oiled Hollywood hype machine through which movie stars and hot-shot directors can safely plug their latest films. Every once in a while, though, things go off the rails, a phenomenon that seems to happen with a bit more frequency on Letterman, whose arched detachment can allow those moments to play out in all their awkward glory.
<div>In honor of the "Late Show" host's announcement that he plans to retire in 2015, here are five of the most memorable movie guests to grace Letterman's couch. If there's a common thread running through these appearances — other than Letterman's acerbic wit — it's that in the world of late-night TV, one doesn't need an enduring movie to make a lasting impression.
PHOTOS: David Letterman's memorable guests
Drew Barrymore
Back in 1995, Drew Barrymore was sporting close-cropped, bleach-blond locks and playing crazy girls in movies like
<div>In honor of the "Late Show" host's announcement that he plans to retire in 2015, here are five of the most memorable movie guests to grace Letterman's couch. If there's a common thread running through these appearances — other than Letterman's acerbic wit — it's that in the world of late-night TV, one doesn't need an enduring movie to make a lasting impression.
PHOTOS: David Letterman's memorable guests
Drew Barrymore
Back in 1995, Drew Barrymore was sporting close-cropped, bleach-blond locks and playing crazy girls in movies like
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