10 Best Movies Like Cherry Boy
If you loved Cherry Boy, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

The Best You Can
Why watch this? A perfect follow-up to Cherry Boy for fans of Romance & Comedy & Drama. It captures a similar light-hearted atmosphere.
Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, ...

Which Brings Me to You
Why watch this? A perfect follow-up to Cherry Boy for fans of Romance & Comedy & Drama. It captures a similar light-hearted atmosphere.
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours t...

The Half of It
Why watch this? A perfect follow-up to Cherry Boy for fans of Romance & Comedy & Drama. It captures a similar light-hearted atmosphere.
Shy, straight-A student Ellie is hired by sweet but inarticulate jock Paul, who needs help wooing the most popular girl in school. But their new and unlikely friendship gets tricky...

Rosaline
Why watch this? A perfect follow-up to Cherry Boy for fans of Romance & Comedy & Drama. It captures a similar light-hearted atmosphere.
Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and J...

The Lords of Flatbush
Why watch this? A perfect follow-up to Cherry Boy for fans of Romance & Comedy & Drama. It captures a similar light-hearted atmosphere.
Set in 1958, the coming of age story follows four lower middle-class Brooklyn teenagers known as The Lords of Flatbush. The Lords chase girls, steal cars, shoot pool, get into stre...

Sidewalks of New York
Why watch this? A perfect follow-up to Cherry Boy for fans of Romance & Comedy & Drama. It captures a similar light-hearted atmosphere.
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with sc...