It's not often that Ben Stiller strikes out in real life, but the same can't be said for his on-screen personas. The comedian plays bumbling better than almost everybody, and his latest movie While We're Young is no different.
Stiller stars as Josh, a struggling fortysomething documentary director living in Brooklyn (and married to Naomi Watts, no less) who strikes up a friendship with a twentysomething hipster couple. Ben's character becomes overly self-conscious of the generation gap and starts adopting several hilarious quirks of young Brooklynites—think everything from bike riding and wearing bowler hats to attending unsanctioned Ayahuasca cleansing ceremonies.
Josh also develops something of a professional jealousy of his younger friend, who also happens to be a filmmaker, which is how he lands in a meeting with a denser-than-dense venture capitalist (played by none other than Million Dollar Listing's Ryan Serhant). Josh attempts to explain his dry, clunky documentary about power in America to a guy whose historical knowledge doesn't extend past previous Super Bowl winners.
The result is completely hilarious, with Serhant's bro character throwing out lines like "So it's a prison movie! It's like a black Shawshank?" In other words, it's our second-favorite Ryan Serhant performance (after that butt-naked spread in Flaunt, of course).
Watch the clip for all the laughs, and catch While We're Young in theaters now.