Dynamic Watchlist Hub: Apr 11, 2026

10 Best Movies Like Asking for Trouble

If you loved Asking for Trouble, 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 Asking for Trouble.

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#1
Uncorked

Uncorked

2020★ 6.1

Why watch this? A perfect follow-up to Asking for Trouble for fans of Drama & Comedy. It captures a similar light-hearted atmosphere.

Elijah must balance his dream of becoming a master sommelier with his father's expectations that he carry on the family's Memphis BBQ joint....

#2
Strictly Sexual

Strictly Sexual

2008★ 6.1

Why watch this? A perfect follow-up to Asking for Trouble for fans of Drama & Comedy. It captures a similar light-hearted atmosphere.

Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes....

#3
Almost Friends

Almost Friends

2017★ 6.3

Why watch this? A perfect follow-up to Asking for Trouble for fans of Drama & Comedy. It captures a similar light-hearted atmosphere.

A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a s...

#4
CQ

CQ

2001★ 5.9

Why watch this? A perfect follow-up to Asking for Trouble for fans of Drama & Comedy. It captures a similar light-hearted atmosphere.

A young filmmaker in 1960s Paris juggles directing a cheesy sci-fi debacle, directing his own personal art film, coping with his crumbling relationship with his girlfriend, and a n...

#5
Landline

Landline

2017★ 6.1

Why watch this? A perfect follow-up to Asking for Trouble for fans of Drama & Comedy. It captures a similar light-hearted atmosphere.

A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair....

#6
Lady Windermere's Fan

Lady Windermere's Fan

1925★ 6.8

Why watch this? A perfect follow-up to Asking for Trouble for fans of Drama & Comedy. It captures a similar light-hearted atmosphere.

A society woman believes her husband is having an affair, a misconception which may have dire personal consequences for all involved....

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