Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Old Boyfriends

If you loved Old Boyfriends, 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 Old Boyfriends.

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#1
Asylum

Asylum

2005★ 5.9

Why watch this? A perfect follow-up to Old Boyfriends for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

A woman becomes very curious about one of her psychiatrist husband's inmates, a man who was found guilty in the murder and disfigurement of his former wife....

#2
Just Before I Go

Just Before I Go

2015★ 6.4

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

Ted Morgan has been treading water for most of his life. After his wife leaves him, Ted realizes he has nothing left to live for. Summoning the courage for one last act, Ted decid...

#3
Petulia

Petulia

1968★ 6.0

Why watch this? A perfect follow-up to Old Boyfriends for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

Dr. Archie Bollen is having a midlife crisis. He's just divorced his wife and is establishing a new life for himself. One night, he catches the eye of Petulia Danner, a charming, f...

#4
Unfaithful

Unfaithful

2002★ 6.7

Why watch this? A perfect follow-up to Old Boyfriends for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling....

#5
Newness

Newness

2017★ 6.0

Why watch this? A perfect follow-up to Old Boyfriends for fans of Drama & Romance. It captures a similar emotionally gripping atmosphere.

In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries....

#6
Love & Sex

Love & Sex

2000★ 6.1

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

When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of th...

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