Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Playing for Keeps

If you loved Playing for Keeps, 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 Playing for Keeps.

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#1
Blended

Blended

2014★ 6.9

Why watch this? A perfect follow-up to Playing for Keeps for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Recently divorced mom Lauren and widowed dad Jim let their friends push them into a blind date, which goes disastrously wrong. Unsurprisingly, neither wants to see the other ever a...

#2
Only the Lonely

Only the Lonely

1991★ 6.1

Why watch this? A perfect follow-up to Playing for Keeps for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Natural...

#3
Grudge Match

Grudge Match

2013★ 6.1

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

A pair of aging boxing rivals are coaxed out of retirement to fight one final bout -- 30 years after their last match....

#4
Thunderstruck

Thunderstruck

2012★ 6.1

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

After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an imp...

#5
Easy Virtue

Easy Virtue

2008★ 6.4

Why watch this? A perfect follow-up to Playing for Keeps for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness...

#6
Little Italy

Little Italy

2018★ 6.6

Why watch this? A perfect follow-up to Playing for Keeps for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?...

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