Dynamic Watchlist Hub: Apr 18, 2026

10 Best Movies Like The Heartless

If you loved The Heartless, 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 The Heartless.

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#1
Chasing Papi

Chasing Papi

2003★ 6.7

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

Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici,...

#2
Almost Friends

Almost Friends

2017★ 6.3

Why watch this? A perfect follow-up to The Heartless for fans of 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...

#3
Watching the Detectives

Watching the Detectives

2007★ 6.3

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

Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life fem...

#4
The Bachelor and the Bobby-Soxer

The Bachelor and the Bobby-Soxer

1947★ 6.9

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

Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Thre...

#5
Pillow Talk

Pillow Talk

1959★ 7.1

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

Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routin...

#6
¿Quieres ser mi hijo?

¿Quieres ser mi hijo?

2023★ 8.5

Why watch this? A perfect follow-up to The Heartless for fans of Comedy. 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 ...

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