Dynamic Watchlist Hub: Apr 15, 2026

10 Best Movies Like Jesse James

If you loved Jesse James, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

🏆

Expert Review & Ratings

See our full critical analysis and audience score for Jesse James.

View Review →
Advertisement
#1
Benjamin

Benjamin

2019★ 6.1

Why watch this? A perfect follow-up to Jesse James for fans of Romance. It captures a similar light-hearted atmosphere.

Benjamin, a rising star filmmaker, is on the brink of premiering his difficult second film No Self at the London Film Festival when Billie, his hard drinking publicist, introduces ...

#2
Boy Meets Girl

Boy Meets Girl

2014★ 6.6

Why watch this? A perfect follow-up to Jesse James for fans of Romance. It captures a similar light-hearted atmosphere.

In Kentucky, a transgender woman and her best male friend lament the lack of eligible partners and step across old boundaries of love and romance....

#3
Good Dick

Good Dick

2008★ 5.9

Why watch this? A perfect follow-up to Jesse James for fans of Romance. It captures a similar light-hearted atmosphere.

A fidgety, wisecracking video store clerk develops a fixation on a particularly reclusive customer, a frequent visitor to the pornography section of Cinefile, the video store where...

#4
Breaking Fast

Breaking Fast

2020★ 6.5

Why watch this? A perfect follow-up to Jesse James for fans of Romance. It captures a similar light-hearted atmosphere.

Mo, a practicing Muslim living in West Hollywood, is learning to navigate life post heartbreak. Enter Kal, an All-American guy who surprises Mo by offering to break fast with him d...

#5
He Took His Skin Off for Me

He Took His Skin Off for Me

2014★ 6.2

Why watch this? A perfect follow-up to Jesse James for fans of Romance. It captures a similar spine-chilling atmosphere.

A simple, domestic love story about a man who takes his skin off for his girlfriend, and why it probably wasn't the best idea......

#6
Fifty Shades Freed

Fifty Shades Freed

2018★ 6.7

Why watch this? A perfect follow-up to Jesse James for fans of Romance. It captures a similar emotionally gripping atmosphere.

Believing they have left behind shadowy figures from their past, newlyweds Christian and Ana fully embrace an inextricable connection and shared life of luxury. But just as she ste...

Advertisement