909 Best Comedy Movies to Watch (Page 20)

Only a writer of Albert Brooks’ comedic and perceptive talents could turn the premise of an insecure middle-aged man having romantic trouble into something genuinely funny and poignant. Brooks appears as his signature brand of self-loathing boomer here: he plays John Henderson, a middling novelist who's recently gone through a second divorce. When he finds himself in the unenviable position of having to start afresh in his forties, John first decides he needs to get to the bottom of his recurring failures with women. In keeping with the neurotic preoccupations of his characters, Brooks has John take the psychoanalytic approach by going back to the source: his mother. 

To better get to the root of his hang-ups, John temporarily moves back in with Mrs Henderson, whom Debbie Reynolds plays as a hilariously blithe foil to her manic, insecure son. Brooks and Reynolds’ fractious rapport is tortuously true to life: John finds her petty habits maddening, while she doesn’t seem to understand his life or his work — an obliviousness that, it turns out, might run the other way, too. Cleverly turning the self-obsessions of its lead character on its head, Mother is a wry comedy full of insight and unexpected sweetness.

Genre: Comedy, Drama

Actor: Albert Brooks, Anne Haney, Billye Ree Wallace, Debbie Reynolds, Ernie Brown, Greg Bronson, Harry Hutchinson, Isabel Glasser, James Gleason, Joey Naber, John C. McGinley, Kimiko Gelman, Lisa Kudrow, Matt Nolan, Michael Moertl, Paul Collins, Peter White, Richard Assad, Rob Morrow, Rosalind Allen, Spencer Klein, Vanessa Williams

Director: Albert Brooks

Rating: PG-13

Mind Game is a mind-bending and exhilarating animated film that takes the viewer on a journey through the depths of the human psyche. The story follows a young man who, after a near-death experience, finds himself on a self-discovery journey through surreal and constantly shifting worlds. The film's unconventional and experimental animation style, combined with its complex and philosophical themes, create a truly immersive and unforgettable experience. Admittedly, the story's progression and wild tangents may not be worth it for some viewers. But Yuasa’s signature film (now a cult classic) is a bold and visionary work of art that pushes the boundaries of animation and storytelling.

Genre: Animation, Comedy, Drama, Fantasy, Romance

Actor: Koji Imada, Rintaro Nishi, Seiko Takuma, Takashi Fujii, Tomomitsu Yamaguchi

Director: Masaaki Yuasa

In this romance from 1997, a photographer and a poet meet in an upscale nightclub in Chicago.

They quickly get together and connect on music, poetry, and photography, but Nina, the photographer, decides to go to New York to mend her relationship with her ex-fiance.

It’s so well-acted, funny, and because it’s been enough time that this has become noticeable, a great depiction of big-city life in the 90s. There is smoking inside, riding a motorcycle without helmets, and top-notch fashion.

The producers said they wanted to make “a contemporary film about African-American life that did not deal with guns and drugs,” and probably because they didn’t make compromises, the film was a commercial failure. In recent years, however, it has been quietly growing into a cult classic.

Genre: Comedy, Drama, Romance

Actor: Bernadette Speakes, Bill Bellamy, Isaiah Washington, Khalil Kain, Larenz Tate, Leonard Roberts, Lisa Nicole Carson, Marie-Françoise Theodore, Nia Long

Director: Theodore Witcher

This offbeat drama is about a Syrian refugee who gets sent to a remote island in northern Scotland. “There was a better signal in the middle of the Mediterranean,” another refugee tells him when he arrives. Omar is as the title suggests stuck: until his asylum request is processed he can't work or continue his journey onwards. His situation is frustrating and difficult, but it's also full of absurdities, as Omar is stuck around some very weird people.

Limbo perfectly portrays the duality between sad and nonsensical in the refugee experience. In the entrance to the isolated and rundown facility that houses Omar, a handmade sign said "refugees welcome". The next day a "not" is added between "refugees" and "welcome", in the exact same paint. 

If you like Finnish director Aki Kaurismäki's work, this has a similar brand of dark humor to his also refugee-themed 2017 drama The Other Side of Hope.

Genre: Comedy, Drama

Actor: Amir El-Masry, Amir ElMasry, Cameron Fulton, Ellie Haddington, Grace Chilton, Kais Nashif, Kenneth Collard, Kwabena Ansah, Lewis Gribben, Ola Orebiyi, Qais Nashif, Raymond Mearns, Sanjeev Kohli, Sidse Babett Knudsen, Sodienye Ojewuyi, Vikash Bhai

Director: Ben Sharrock

Rating: R

Mike Leigh’s films have always touched on class politics, but seldom as directly as in this lowkey portrait of Thatcher-era London. Cyril and Shirley are a sweet working-class couple at a crossroads in their relationship. Their lifestyle is contrasted with Cyril’s sister and her husband who exist in a more comfortable middle-class setting, and then paralleled again with an upper-class couple living next door from Cyril’s mother. 

Even at this early stage of his career Leigh gracefully entwines these stories to create a moving and coherent narrative. ‘High Hopes’ as a title might be largely sarcastic, but the film is full-hearted and occasionally even optimistic as it strides its snarky way through the grim facades of 80s London.

Genre: Comedy, Drama

Actor: Cheryl Prime, David Bamber, Diane-Louise Jordan, Edna Doré, Heather Tobias, Jason Watkins, Judith Scott, Lesley Manville, Linda Beckett, Phil Davis, Philip Jackson, Ruth Sheen

Director: Mike Leigh