Dynamic Watchlist Hub: Mar 14, 2026

10 Best Movies Like You're a Big Boy Now

If you loved You're a Big Boy Now, 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 You're a Big Boy Now.

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#1
A California Christmas: City Lights

A California Christmas: City Lights

2021★ 6.6

Why watch this? A perfect follow-up to You're a Big Boy Now for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph ba...

#2
Little Italy

Little Italy

2018★ 6.6

Why watch this? A perfect follow-up to You're a Big Boy Now 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?...

#3
How to Be Single

How to Be Single

2016★ 6.3

Why watch this? A perfect follow-up to You're a Big Boy Now for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world ...

#4
¿Quieres ser mi hijo?

¿Quieres ser mi hijo?

2023★ 8.5

Why watch this? A perfect follow-up to You're a Big Boy Now for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship ...

#5
The Incredible Jessica James

The Incredible Jessica James

2017★ 6.2

Why watch this? A perfect follow-up to You're a Big Boy Now for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date....

#6
The Prince & Me 4: The Elephant Adventure

The Prince & Me 4: The Elephant Adventure

2010★ 6.1

Why watch this? A perfect follow-up to You're a Big Boy Now for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds...