Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like Proboys

If you loved Proboys, 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 Proboys.

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#1
You Will Meet a Tall Dark Stranger

You Will Meet a Tall Dark Stranger

2010★ 5.9

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

Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with ...

#2
Cherry

Cherry

2010★ 6.2

Why watch this? A perfect follow-up to Proboys 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...

#3
Numb

Numb

2007★ 5.9

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

Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink,...

#4
Enemies, a Love Story

Enemies, a Love Story

1989★ 6.2

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

A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife....

#5
Delirious

Delirious

2007★ 6.4

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

Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, ...

#6
Purple Violets

Purple Violets

2007★ 5.8

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

Patti Petalson is a promising writer, but her marriage and conventional job keep her from her dream. She longs to return to her writing, especially after running into her first lov...

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