Dynamic Watchlist Hub: Apr 13, 2026

10 Best Movies Like Pretty Cool

If you loved Pretty Cool, 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 Pretty Cool.

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#1
Good Fortune

Good Fortune

2025★ 6.9

Why watch this? A perfect follow-up to Pretty Cool for fans of Fantasy & Comedy. It captures a similar light-hearted atmosphere.

A well-meaning but rather inept angel named Gabriel meddles in the lives of a struggling gig worker and a wealthy capitalist....

#2
Mumford

Mumford

1999★ 6.5

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

When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quir...

#3
Fairy Tales

Fairy Tales

1978★ 6.1

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

On his twenty-first birthday, the Prince goes on a quest that takes him across the land searching for the one woman that gets him sexually excited, Princess Sleeping Beauty....

#4
The Kissing Booth 2

The Kissing Booth 2

2020★ 7.6

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

With college decisions looming, Elle juggles her long-distance romance with Noah, changing relationship with bestie Lee and feelings for a new classmate....

#5
Chéri

Chéri

2009★ 6.1

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

The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love....

#6
Date with an Angel

Date with an Angel

1987★ 6.7

Why watch this? A perfect follow-up to Pretty Cool for fans of Fantasy & Comedy. It captures a similar light-hearted atmosphere.

Aspiring composer Jim Sanders is engaged to spoiled rich girl Patty. But the morning after his bachelor party, Jim wakes up to discover a beautiful, broken-winged angel in his pool...

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