Dynamic Watchlist Hub: Apr 19, 2026

10 Best Movies Like May and June

If you loved May and June, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for May and June.

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#1
Call Me Crazy: A Five Film

Call Me Crazy: A Five Film

2013★ 7.0

Why watch this? A perfect follow-up to May and June for fans of Drama. It captures a similar emotionally gripping atmosphere.

A psychotherapist helps a law student cope with schizophrenia in one of five interconnected tales dealing with mental illness....

#2
Love, Marilyn

Love, Marilyn

2013★ 6.6

Why watch this? A perfect follow-up to May and June for fans of Documentary. It captures a similar compelling atmosphere.

Using the book 'Fragments', which collects Marilyn Monroe's poems, notes and letters, and with participation from the Arthur Miller and Truman Capote estates who have contributed m...

#3
My Brilliant Career

My Brilliant Career

1979★ 6.2

Why watch this? A perfect follow-up to May and June for fans of Drama. It captures a similar emotionally gripping atmosphere.

A young woman who is determined to maintain her independence finds herself at odds with her family who wants her to tame her wild side and get married....

#4
The Crash Reel

The Crash Reel

2013★ 7.3

Why watch this? A perfect follow-up to May and June for fans of Documentary. It captures a similar compelling atmosphere.

The Crash Reel tells the story of a sport and the risks that athletes face in reaching the pinnacle of their profession. This is Kevin Pearce’s story, a celebrated snowboarder who ...

#5
The Trouble with Angels

The Trouble with Angels

1966★ 6.7

Why watch this? A perfect follow-up to May and June for fans of Comedy. It captures a similar light-hearted atmosphere.

Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pra...

#6
Chasing Papi

Chasing Papi

2003★ 6.7

Why watch this? A perfect follow-up to May and June for fans of Comedy. It captures a similar light-hearted atmosphere.

Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici,...

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