Classic Romantic Comedies from the Early 2000s

Hollywood was certainly thriving in the early 2000s, especially in terms of rom-com. It blessed our screens with some of the sweetest, most romantic, and deeply touched emotional films. You can expect a good romantic comedy to be light-hearted, cheesy, fun to watch, with swoon-worthy characters, and of course, romance that might make you blush.

Therefore, if you are looking to experience what it feels like to fall in love, then keep reading this article because we are going to walk you through some of the best romantic comedies from the very early 2000s.

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Having said that, here are some of the best romantic comedies the early 2000s gifted us with.

1. Miss Congeniality (2000)

Sandra Bullock is a pure blessing to watch on a big screen. She was a queen of the rom-com genre back in the day and Miss Congeniality is an amazing example of it. Sandra Bullock knows how to produce a worthy piece of work and we can see her performance shines through in this masterpiece.

When the FBI comes to know that the terrorists have threatened to bomb the Miss United States pageant, they devise a plan to send one of their undercover agents as a contestant. For this, Gracie is picked up for the role.

But the thing is, Gracie lacks the essence of looking feminine and glamorous. She proudly likes to associate herself with the boys and now that the possibility of her turning into a “girl” is on the horizon, she cannot help but feel overwhelmed.

Famous Quote: “That’s a tough one. I would have to say April 25th. Because it’s not too hot, not too cold, all you need is a light jacket.”

– Cheryl, Miss Rhode Island.

2. Legally Blonde (2001)

It has been 21 years since this movie came out and can we just say, it still holds the same place for being an all-time-entertaining movie? Reese Witherspoon makes Legally Blonde look charming and hilarious at the same time, and we cannot help but take a few lessons from her character in this brilliantly written movie.

Elle Woods is a fashionable sorority queen, who only defines herself from the eyes of her boyfriend. However, when he suddenly dumps her before moving to law school because he finds her “too blonde”, Elle decides to study hard and get into the same school.

After successfully securing her position, she arrives at Harvard Law only to find out that Warner is engaged to his ex-girlfriend. From here onward, Elle’s journey of finding her own self begins when she realizes she is more than just a pretty face.

Famous Quote: “Exercise gives you endorphins. Endorphins make you happy. Happy people just don’t shoot their husbands.”

• Elle Woods

3. My Big Fat Greek Wedding (2002)

My Big Fat Greek Wedding is one of the most light-hearted movies ever produced. It captures the family dynamics and relationships found in Greek culture and precisely portrays what it feels like to grow up in an immigrant family.

Toula – a Greek young woman living with her family in the United States – falls in love with a non-Greek man; Ian. Now that they want to spend their lives together, Toula and Ian have to face several challenges to get her family to accept the fact that she is dating a guy outside of their culture.

Famous Quote: “The Man Is The Head, But The Woman Is The Neck, And She Can Turn The Head Any Way She Wants.”

• Maria

4. How to Lose a Guy in 10 Days (2003)

It is impossible for us to create a list of rom-com from the early 2000s and not include at least a single movie that starred Kate Hudson. How to Lose a Guy in 10 Days is a smartly written movie as it combines all the elements you expect from a good rom-com without making them seem forced. It is silly, adorable, emotional, and oh-so-romantic.

Benjamin Barry is a ladies’ man, who has never heard a ‘no’ in his life. Now that a big campaign is at stake, he makes a bet that he make any woman fall in love with him within 10 days.

On the other hand, Andie Anderson is a writer for women’s magazine, and for her next piece, she decides to do her own little experiment – How to Lose a Guy in 10 Days. When both – Benjamin and Andy – meet at a chance encounter, and from here on, their respective quests start.

Famous Quote: “Tonight I’ll hook a guy. Tomorrow, pull the switch. Before the 10 days are up, I’m going to have this guy running for his life.”

• Andie Anderson

Wrapping Up

There you have it, these are our top picks for the list of classic romantic comedies from the early 2000s. So, cancel all your other plans, grab a box of tissue and a pint of your favorite Ben and Jerry’ because this is time for you to stream these films and taste the nostalgia.