18 Best Comedy Movies to WatchMovies Like Promising Young Woman (2020) (Page 2)

Staff & contributors

Need a chuckle? We know comedy gold can be hard to come by, so we’ve scoured the depths of the streaming landscape to dig it out. From dark humor to laugh-out-loud misadventures, these are the best comedies to stream now.

Dakota Johnson and Casey Affleck star in this comedy-drama as a small-town couple, one of whom gets diagnosed with a terminal illness. Their best friend (Jason Segel) puts his life on hold and moves in with them, picking up the husband when he faints at the hospital, shaving his head in solidarity with the wife, and even taking care of the dog who also gets sick.

It might seem like just another terminal illness drama, but Our Friend is based on a true story, and it’s as much about the illness as it is about how to be there for people, and reversely, the power of people being there for you.

Genre: Comedy, Drama, Romance

Actor: Ahna O'Reilly, Azita Ghanizada, Casey Affleck, Chandler Head, Cherry Jones, Dakota Johnson, Denée Benton, Gerald Brodin, Gwendoline Christie, Hali Everette, Isabella Kai, Jacinte Blankenship, Jake Owen, Jason Bayle, Jason Segel, Jennifer Pierce Mathus, Jeronimo Spinx, John McConnell, Lindsey Reimann, Marielle Scott, Mark Costello, Michael Papajohn, Mike Lutz, Paige King, Reed Diamond, Richard Speight Jr., Ritchie Montgomery, Sampley Barinaga, Susan Williams, T.C. Matherne, Violet McGraw

Director: Gabriela Cowperthwaite

Romantically pairing up AI with humans is hardly new, and I'm Your Man is aware of that. Instead of spending way too much time explaining the advanced tech that makes the perfect mate possible, the movie zeroes in on its charismatic leads Tom the robot (Dan Stevens) and Alma the indifferent academic (Maren Eggert). Tom is the curious, humanoid automaton who is designed to worship Alma, and Alma is the disillusioned human who is conflicted with the authenticity of her growing feelings for Tom. I'm Your Man is smart and empathetic enough to stay afloat amidst its swirling genres and ethical dilemmas, but it is mostly the chemistry between Tom and Alma that anchors it to the love story that it actually is. 

Genre: Comedy, Drama, Romance, Science Fiction

Actor: Annika Meier, Christoph Glaubacker, Dan Stevens, Falilou Seck, Hans Löw, Henriette Richter-Röhl, Inga Busch, Jürgen Tarrach, Karolin Oesterling, Maren Eggert, Mignon Remé, Monika Oschek, Sandra Hüller, Sebastian Schwarz, Victor Pape-Thies, Wolfgang Hübsch

Director: Maria Schrader

Rating: R

Entergalactic, a vibrant animated romcom from the mind of musician Kid Cudi, follows new neighbors Jabari (Cudi) and Meadow (Jessica Williams) as they navigate their way through the ups and downs of modern love. They’re both established artists at the height of their careers, but when it comes to romance, they’re still scraping for lessons, which they mostly get from equally clueless but funny friends.

Featuring songs from Cudi’s latest record of the same name, Entergalactic doubles as a visual album that comes to life with every beat and movement. It also stars many familiar names, among them Timothée Chalamet, Vanessa Hudgens, Ty Dolla $ign, Jaden Smith, and Macaulay Culkin.

Genre: Animation, Comedy, Drama, Music, Romance

Actor: 070 Shake, Arturo Castro, Bill Lobley, Christopher Abbott, Fawn Stone, Francesca Reale, Jaden Smith, Jessica Williams, Keith David, Kenya Barris, Kid Cudi, Laura Harrier, Luis Guzman, Macaulay Culkin, Meryl Streep, Montego Glover, Teyana Taylor, Timothée Chalamet, Ty Dolla Sign, Vanessa Hudgens

Director: Fletcher Moules

Rating: TV-MA