Dynamic Watchlist Hub: Apr 13, 2026

10 Best Movies Like Twenty Something

If you loved Twenty Something, 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 Twenty Something.

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#1
The Last American Virgin

The Last American Virgin

1982★ 6.5

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

The friendship of a group of young friends struggling with teen sex, drugs, and work is jeopardized by a romantic interest which may turn pals into bitter rivals....

#2
You Cast A Spell On Me

You Cast A Spell On Me

2015★ 6.8

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

Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party....

#3
Due West: Our Sex Journey

Due West: Our Sex Journey

2012★ 6.0

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

Set in contemporary Hong Kong, several young people are searching for romance and struggling to learn the difference between lust and love in an adventure that takes them to the ma...

#4
Valley Girl

Valley Girl

1983★ 6.0

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

Julie, a girl from the valley, meets Randy, a punk from the city. They are from different worlds and find love. Somehow they need to stay together in spite of her trendy, shallow f...

#5
How to Have Sex

How to Have Sex

2023★ 6.2

Why watch this? A perfect follow-up to Twenty Something for fans of Drama. It captures a similar emotionally gripping atmosphere.

Three British teenage girls go on a rites-of-passage holiday—drinking, clubbing and hooking up, in what should be the best summer of their lives....

#6
How High

How High

2001★ 6.3

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

Jamal and Silas, two ordinary guys who smoke something magical, pass their college entrance exams with flying colors and end up at Harvard. Ivy League ways are strange but Silas an...

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