Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Sydney White

If you loved Sydney White, 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 Sydney White.

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#1
Old Boys

Old Boys

2018★ 6.6

Why watch this? A perfect follow-up to Sydney White for fans of Comedy. It captures a similar light-hearted atmosphere.

In the school-set re-working of Cyrano, an awkward but imaginative pupil helps the handsome but spectacularly dim school-hero pursue the fiery daughter of a visiting French teacher...

#2
Status Update

Status Update

2018★ 7.3

Why watch this? A perfect follow-up to Sydney White for fans of Comedy. It captures a similar light-hearted atmosphere.

After being uprooted by his parents' separation and unable to fit into his new hometown, a teenager stumbles upon a magical app that causes his social media updates to come true....

#3
Mistress America

Mistress America

2015★ 6.5

Why watch this? A perfect follow-up to Sydney White for fans of Comedy. It captures a similar light-hearted atmosphere.

A college freshman cures her disappointment and loneliness by allowing herself to be pulled into the wacky schemes of her future stepsister....

#4
Arsenic and Old Lace

Arsenic and Old Lace

1944★ 7.6

Why watch this? A perfect follow-up to Sydney White for fans of Comedy. It captures a similar light-hearted atmosphere.

Mortimer Brewster, a newspaper drama critic, playwright, and author known for his diatribes against marriage, suddenly falls in love and gets married; but when he makes a quick tr...

#5
Thunderstruck

Thunderstruck

2012★ 6.1

Why watch this? A perfect follow-up to Sydney White for fans of Comedy. It captures a similar light-hearted atmosphere.

After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an imp...

#6
High Strung

High Strung

1992★ 5.9

Why watch this? A perfect follow-up to Sydney White for fans of Comedy. It captures a similar light-hearted atmosphere.

Thane Furrows, an extremely cynical but unintentionally hilarious children's book writer, wakes up one morning, and, since pretty much everyone and everything annoys him, begins an...

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