Dynamic Watchlist Hub: May 14, 2026

10 Best Movies Like Love is Always Losing

If you loved Love is Always Losing, 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 Love is Always Losing.

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#1
My Date with Drew

My Date with Drew

2005★ 5.9

Why watch this? A perfect follow-up to Love is Always Losing for fans of Documentary. It captures a similar compelling atmosphere.

Ever since the second grade when he first saw her in E.T. The Extraterrestrial, Brian Herzlinger has had a crush on Drew Barrymore. Now, 20 years later he's decided to try to fulfi...

#2
The Crush

The Crush

1993★ 6.6

Why watch this? A perfect follow-up to Love is Always Losing for fans of Thriller. It captures a similar emotionally gripping atmosphere.

A precocious and obsessive teenager develops a crush on a naive writer with harrowing consequences....

#3
The Kissing Booth

The Kissing Booth

2018★ 7.2

Why watch this? A perfect follow-up to Love is Always Losing for fans of Romance. It captures a similar light-hearted atmosphere.

When teenager Elle's first kiss leads to a forbidden romance with the hottest boy in high school, she risks her relationship with her best friend....

#4
After

After

2019★ 7.1

Why watch this? A perfect follow-up to Love is Always Losing for fans of Drama. It captures a similar emotionally gripping atmosphere.

Tessa Young is a dedicated student, dutiful daughter and loyal girlfriend to her high school sweetheart. Entering her first semester of college, Tessa's guarded world opens up when...

#5
Wild Tigers I Have Known

Wild Tigers I Have Known

2006★ 5.8

Why watch this? A perfect follow-up to Love is Always Losing for fans of Drama. It captures a similar emotionally gripping atmosphere.

A lyrical telling of the coming of age of a 14-year-old boy who learns to cope with his new found sexuality and his unrequited love for the cool kid in school....

#6
After Ever Happy

After Ever Happy

2022★ 6.8

Why watch this? A perfect follow-up to Love is Always Losing for fans of Romance. It captures a similar emotionally gripping atmosphere.

As a shocking truth about a couple's families emerges, the two lovers discover they are not so different from each other. Tessa is no longer the sweet, simple, good girl she was wh...

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