Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Trippin'

If you loved Trippin', 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 Trippin'.

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#1
Sex Appeal

Sex Appeal

2022★ 6.6

Why watch this? A perfect follow-up to Trippin' 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
My Sassy Girl

My Sassy Girl

2008★ 6.7

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

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman....

#3
How I Got Into College

How I Got Into College

1989★ 6.0

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

#4
The Girl Next Door

The Girl Next Door

2004★ 6.7

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

Exceptionally ambitious high schooler Matthew has aspirations for a career in politics when he falls in love with his gorgeous 19-year-old neighbor, Danielle. But Matthew's bright ...

#5
American Pie

American Pie

1999★ 6.6

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

At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. T...

#6
There's Something About Mary

There's Something About Mary

1998★ 6.6

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

For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against othe...

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