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Here is François Truffaut's hero Jean-Pierre Léaud, caught between his older and younger lovers (Delphine Seyrig and Claude Jade) in Stolen Kisses.
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Finally, my favorite is After Hours (oh how I love Scorcese's quirky 80s noir), where Nathan draws the suicidal Rosanna Arquette between John Heard and Griffin Dunne. I like how he's placed Arquette in the middle; she really put the whole mess into motion, after all.
Nathan will also draw any custom Movie Trio that you want. So I've been thinking of other film trios I'd love to see from more recent decades. Maybe Bess, Jan and Dodo from Breaking The Waves? Ray, Ken and Harry from In Bruges?