i do this, somewhat, often.
but i rarely watch tv and am, slightly, obsessed with film (have a huge collection thanks to my dvdburner) so...
off the top of my head, there was dual viewing of the following:
-city of lost children; amelie; a very long engagement; delicatessan (really into jeunet & caro films)
-red/white/blue; eraserhead; mulholland falls; shorts of jan svankmajer & the brothers quay; nine live of thomas katz; la jetee; begotten (partially because they are more surreal, obscure, and/or visually stimulating)
-a zed and two noughts; the cook the theif his wife & her lover; hable con ella; amores perros (non-linear storytelling always makes for enjoyable second viewings)
i watch many films more than once... though not, usually, immediatly or the following day:
-visitor Q; ichi the killer
-run lola run
-the tin drum
-death in gaza; orwell rolls in his grave; the corporation; the trials of henry kissinger (informative docs are always good to rewatch)
-flcl; the lain saga; neon genesis evangelion
-brazil
-santa sangre (holy freakiness!)
-2001:space odyssey
-dr.strangelove
-ma vie en rose
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