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Top-Pick Romantic Comedies (Steer Clear of These)

Examine the top-rated and most disappointing romance comedies, delving into the factors that make Pretty Woman shine, and investigating why certain films captivate us while others fail to connect.

Delve into top-notch and flop romantic comedies, with a thorough analysis of what sets Pretty Woman...
Delve into top-notch and flop romantic comedies, with a thorough analysis of what sets Pretty Woman apart. Discover why certain films capture our affection while others fall short of the mark.

Romantic Comedy Favorites: A Love-Hate Relationship

Top-Pick Romantic Comedies (Steer Clear of These)

You gotta admit it: Rom-coms are a guilty pleasure. Boy meets girl. Boy and girl fall in love. Boy and girl break up. Boy and girl get back together. Most rom-coms follow the same formula, but that doesn't stop them from being entertaining!

That said, there are those that hit the bullseye while others miss the mark. So, let's explore some of the best (and not-so-good) rom-com movies out there!

Top Tier:

When Harry Met Sally (1989)

Ever wondered if men and women can just be friends without intimacy? This question is at the center of When Harry Met Sally, a classic romantic comedy that might leave cynics wondering about the possibility of platonic relationships. Featuring witty banter and observations about love, dating, and gender dynamics, this film's timeless script is a favorite thanks to its memorable dialogue and enduring chemistry between Billy Crystal and Meg Ryan. If you haven't seen it, you're in for a treat!

The Princess Bride (1987)

Fans of fantasy, romance, comedy, and sword-fighting will find The Princess Bride irresistible! This film checks all the boxes with its clever characters, quotable dialogue, and memorable scenes. But what sets it apart is its ability to appeal to both young and old audiences. From the epic battles between good and evil to the witty banter between the various colorful characters, this movie is a winning combination. Inigo Montoya and Vizzini are unforgettable supporting characters who help Westley on his quest to win the heart of Buttercup. It's a tale as old as time—and still as charming!

Pretty Woman (1990)

Another timeless rom-com, Pretty Woman stands out due to its memorable performances, heartfelt storytelling, and iconic moments. The evolving relationship between Vivian (Julia Roberts) and Edward (Richard Gere) is magnetic, filled with authentic chemistry and relatable emotions. Both characters experience personal growth, overcoming stereotypes and societal expectations while learning to value themselves and each other. And who could forget the romantic gestures, like Edward climbing the fire escape to "rescue" Vivian? This classic rom-com ticks all the right boxes for a love story that feels both modern and timeless.

Not So Much:

The Break Up (2006)

Before you call me out, hear me out! Granted, the genre often blurs the lines between comedy and drama, but The Break Up takes it a step too far. The film is marketed as a romantic comedy, but its tone feels uneven, oscillating between humor and raw emotional conflict. The humor isn't always appropriate and seems misplaced, undercutting the heavier themes rather than supporting them. The characters—Brooke (Jennifer Aniston) and Gary (Vince Vaughn)—are sometimes unlikeable, and their personal growth feels incomplete, leaving audiences frustrated. A flawed script and underdeveloped characters result in a less-than-satisfying romantic comedy experience.

There you have it: some of the best and worst romantic comedies the movie world has to offer. What's your favorite (or least favorite) rom-com? Share your thoughts with me!

David Schwartz is a script consultant and screenwriter with a passion for developing the craft. Beginning his journey in 2012, he completed multiple screenwriting classes before graduating in 2018. Since then, he has penned various scripts across different genres. David is dedicated to both his own creative work and helping fellow writers hone their skills.

Find more information about his website and follow him on social media: TikTok, Instagram, Bluesky.

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  1. "Character development is essential in screenwriting, as seen in the evolution of characters like Harry, Sally, Westley, Buttercup, and Vivian and Edward in romantic comedies such as When Harry Met Sally, The Princess Bride, and Pretty Woman."
  2. "In the world of entertainment, romantic comedies, along with movies, books, fashion, and beauty, contribute significantly to our lifestyle, offering escapism and insight into various aspects of relationships and connections."
  3. "When analyzing screenplays, understanding the tropes and formulas often found in romantic comedies—like boy meets girl, character development, and resolution—is crucial for any aspiring screenwriter or script consultant, as demonstrated by David Schwartz through his work and website resources."

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