Dynamic Watchlist Hub: Apr 17, 2026

10 Best Movies Like Congratulations Brother

If you loved Congratulations Brother, 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 Congratulations Brother.

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#1
How I Got Into College

How I Got Into College

1989★ 5.9

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

High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College...

#2
Someone Like You...

Someone Like You...

2001★ 6.0

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

Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the rel...

#3
The Kissing Booth 2

The Kissing Booth 2

2020★ 7.6

Why watch this? A perfect follow-up to Congratulations Brother 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....

#4
Playing It Cool

Playing It Cool

2014★ 5.9

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

A young man meets and instantly falls in love with an engaged woman....

#5
Long Weekend

Long Weekend

2021★ 7.0

Why watch this? A perfect follow-up to Congratulations Brother for fans of Romance. It captures a similar light-hearted atmosphere.

Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chanc...

#6
The 40 Year Old Virgin

The 40 Year Old Virgin

2005★ 6.4

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

Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothe...

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