Dynamic Watchlist Hub: May 11, 2026

10 Best Movies Like The Trouble with Bliss

If you loved The Trouble with Bliss, 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 Trouble with Bliss.

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#1
Greenberg

Greenberg

2010★ 5.9

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

Roger Greenberg, a failed musician now making a living as a carpenter in New York, returns to Los Angeles to house-sit for his brother. He's stranded there—since he doesn't drive—u...

#2
The Giant Mechanical Man

The Giant Mechanical Man

2012★ 6.5

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

An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him....

#3
Jack Goes Boating

Jack Goes Boating

2010★ 6.0

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

A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples....

#4
The Best You Can

The Best You Can

2025★ 7.0

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

Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, ...

#5
How to Please a Woman

How to Please a Woman

2022★ 6.3

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

When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself....

#6
Cherry

Cherry

2010★ 6.2

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

Ivy League Freshman, Aaron Milton (17) gets a different kind of education when he falls for Linda (34) a vivacious former wild-child who has returned to college to straighten out h...

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