In Inherent Vice, based on the Thomas Pynchon novel, Larry “Doc” Sportello (Joaquin Phoenix) is a hippie private investigator. He takes assignments from questionable clientele in Los Angeles, getting himself caught up in all sorts of intrigue.
In Spike Jonze’s film Her, Theodore Twombly (Joaquin Phoenix) is a lonely man who, after buying an operating system with artificial intelligence, starts falling in love with it. While the technology is futuristic, the large glasses and high-waisted pants are a throwback. Also worth a look is the Her collection from Opening Ceremony.