· "Subterranean Homesick Blues" from Dont Look Back
This iconic clip from D.A. Pennebaker's documentary is widely accepted as one of the first true music videos. Dylan's winking use of cue cards was used as inspiration for another legendary video, INXS's "Need You Tonight/Mediate," and the song served as a springboard for Radiohead's OK Computer track "Subterranean Homesick Alien."
·Pat Garrett and Billy the Kid Soundtrack
The Sam Peckinpah classic was not only aided by Bob Dylan's soundtrack and score, which included the first release of his classic "Knockin' on Heaven's Door," but by Dylan's acting. Peckinpah had reportedly not heard of Dylan previously, and hired him right after hearing him perform. Peckinpah originally wanted Roger Miller (yes, of "King of the Road") for the project.
· Several Selections in The Last Waltz
Martin Scorsese's legendary 1976 film chronicling The Band's final, star-studded concert features two devastating Dylan performances: the soaring "Baby Let Me Follow You Down" and the standard "Forever Young." Infamously, backstage negotiations with Dylan almost led to his total exclusion from the film, as he didn't want The Last Waltz's success to thwart his own film project Renaldo and Clara. After much cajoling, he allowed himself to be filmed, though his performances of "Hazel" and "I Don't Believe You" hit the cutting room floor. Watch "Baby Let Me Follow You Down" at TCM.
· "You Belong to Me" from Natural Born Killers
This cover of a '50s pop ballad didn't end up on Dylan's 1992 album Good As I Been to You, but it showed up two years later with wrenching resonance in Natural Born Killers. The weary anthem served as an emblem of love and lonesome solidarity between serial killers Mickey and Mallory Knox.
· "Things Have Changed" in Wonder Boys
Just in case you forgot that Katie Holmes co-starred in a Bob Dylan video, here's your evidence. Dylan's Wonder Boys contribution garnered him the Academy Award for Best Original Song and furthered his exhilarating late-'90s/early-'00s arc. It serves as a vibrant midway point between his blockbuster albums Time Out of Mind and Love and Theft.
· Closing Performance and "I'm Not There (1956)" in I'm Not There
In Todd Haynes's strange (and misguided?) Dylan biopic I'm Not There, Dylan was famous portrayed by several actors, including Heath Ledger, Richard Gere, Christian Bale, and Cate Blanchett. While the soundtrack is chockablock with Dylan covers, the only real bit of Dylan screentime in I'm Not There occurs at film's end with a delicate harmonica performance, a refreshing end to a confounding cinematic experience. Dylan's sole performance on the soundtrack, "I'm Not There (1956)," is a collaboration with The Band from his recording sessions in 1967 for The Basement Tapes.