Movies Like Masquerade

If you liked Masquerade (2000), a romance and drama movie directed by Roy Campanella II, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Anything for Love (2016)
★ 6/10Also romance and tv movie
Katherine, a high-powered executive who believes men are intimidated by her career, is persuaded by her friend to create an internet dating profile claiming she is an executive assistant.
2
Voicemails for Isabelle (2026)
★ 8.3/10Also romance and comedy
A young woman's hilariously confessional voicemails to her late sister are unknowingly redirected to a stranger, who begins to fall in love from afar.
3
Hitch (2005)
★ 6.6/10Also comedy and drama
Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques…
4
Which Brings Me to You (2023)
★ 6.3/10Also romance and comedy
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of…
5
(500) Days of Summer (2009)
★ 7.3/10Also comedy and drama
Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went…
6
Playing It Cool (2014)
★ 5.9/10Also comedy and romance
A young man meets and instantly falls in love with an engaged woman.
7
You've Got Mail (1998)
★ 6.7/10Also comedy and romance
Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.
8
Newness (2017)
★ 6.1/10Also romance and drama
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
9
The Wrong Paris (2025)
★ 6.7/10Also romance and comedy
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
10
Love, Classified (2022)
★ 6.6/10Also tv movie and comedy
Romance novelist Emilia is a whirlwind who blows back into the lives of her adult children, Taylor and Zach, under the pretense of a book signing arranged by her hometown's local book shop. As Emilia tries to…
11
Bridget Jones: Mad About the Boy (2025)
★ 6.3/10Also romance and comedy
Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's…
12
A Merry Christmas Wish (2022)
★ 6/10Also tv movie and comedy
Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event…
13
Love Jones (1997)
★ 7.4/10Also comedy and drama
Darius Lovehall is a young black poet in Chicago who starts dating Nina Moseley, a beautiful and talented photographer. While trying to figure out if they've got a "love thing" or are just "kicking it," they hang out…
14
Going the Distance (2010)
★ 6.1/10Also comedy and drama
Erin and Garrett are very much in love. When Erin moves to San Francisco to finish her journalism degree and Garrett stays behind in New York to work in the music industry, they gamely keep the romance alive with…
15
'Tis the Season to be Merry (2021)
★ 6.1/10Also tv movie and comedy
Looking for a fresh angle to her book on relationships, Merry heads to snow-covered Vermont. She finds a new perspective and Christmas cheer with charismatic aid worker Chris.
16
Your Place or Mine (2023)
★ 6.2/10Also romance and comedy
When best friends and total opposites Debbie and Peter swap homes for a week, they get a peek into each other's lives that could open the door to love.
17
All Things Valentine (2016)
★ 5.9/10Also romance and comedy
Avery, a blogger with a string of disappointing Valentine’s Days, is ready to give up on love when she meets handsome veterinarian Brenden. When Avery finds out Brenden blames his recent break up on her blog and is the…
18
Merry Kissmas (2015)
★ 5.9/10Also comedy and romance
Unwinding her relationship from a controlling choreographer, Kayla happens to take an elevator ride with lonesome caterer “Dustin”. The lift stalls, and spontaneously, magical kisses follow. Soon the choreographer…
19
Emma (1996)
★ 6.6/10Also comedy and drama
Emma Woodhouse is a congenial young lady who delights in meddling in other people’s affairs. She is perpetually trying to unite men and women who are utterly wrong for each other. Despite her interest in romance, Emma…
20
Relationship Goals (2026)
★ 6.4/10Also romance and comedy
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…