Best Movies to Watch From Wayfarer Studios

Staff & contributors
Will and Harper’s premise is simple: two friends journey from one end of the States to another and, amid pit stops and bar hops, sunsets and beers, they talk about life, from its biggest concepts down to its tiniest details. The only difference in this case is that Will and Harper are navigating their friendship as well as the roads; since Harper has only recently transitioned (formerly, she was the comedy screenwriter Andrew Steele), she and Will feel the need to settle more than a few questions. When did this all start? What kept Harper from coming out? Will the friendship still be the same? Does Harper still like bad beer? Will, for his part, is earnest and curious, and though he fumbles along the way—at one point, he inadvertently exposes Harper to a transphobic crowd—he’s quick to recognize his mistakes, learn from them, and recenter our attention to Harper, who is the real star of this film. We learn about her childhood and how she grappled with identity throughout her life. We even visit her home in Iowa and get to know her family. The film keeps it light by smartly relying on their naturally funny tandem and the beautiful American country backdrop. It’s been said that to know the real American pulse, you’d have to go to the Midwest, and that’s exactly what they do. It’s not always pretty, but there are bubbles of joy there that present hope not just to Harper but to the many transpeople out there waiting to know if it’s finally time to head out (it is).

Genre: Comedy, Documentary

Actor: Cheri Oteri, Chris Kattan, Colin Jost, Fred Armisen, Harper Steele, Kenan Thompson, Kristen Wiig, Lorne Michaels, Molly Shannon, Paula Pell, Seth Meyers, Tim Meadows, Tina Fey, Will Ferrell, Will Forte

Director: Josh Greenbaum

Rating: R