Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like Pushing Thirty

If you loved Pushing Thirty, 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 Pushing Thirty.

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#1
Sex Appeal

Sex Appeal

2022★ 6.6

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

Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend....

#2
Bye Bye Love

Bye Bye Love

1995★ 6.0

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

With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has ...

#3
Girl on a Bicycle

Girl on a Bicycle

2013★ 6.0

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

Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French wo...

#4
Let's Make Love

Let's Make Love

1960★ 6.4

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

When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful...

#5
The Kissing Booth 2

The Kissing Booth 2

2020★ 7.6

Why watch this? A perfect follow-up to Pushing Thirty for fans of Comedy & Romance. 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....

#6
Little Italy

Little Italy

2018★ 6.6

Why watch this? A perfect follow-up to Pushing Thirty 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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