Top 10 Chick Flicks Released from 2000-2010

We all watch movies, and which is the “best” is a matter of opinion really. Here are the top 10 chick flicks from 2000-2010. Don’t forget to check out other lists throughout Thought for Your Penny.

10. My Big Fat Greek Wedding (2002) 76% at Rotten Tomatoes

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When a young Greek woman falls for a non-Greek, it takes some time to get her family to accept him. Tour Greece and learn everything you ever wanted to about Greek culture while this couple gets ready to take the plunge.

Rating: PG
Director: Joel Zwick
Starring: Nia Vardalos, John Corbett, Michael Constantine

9. Sisterhood of the Travelling Pants (2005) 77% at Rotten Tomatoes

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Growing apart as we age is natural, and so is coming up with ways to stop it from happening. That’s why these girls decided to pass around a pair of jeans that fits them all perfectly. Follow the journey and join the sisterhood of the travelling pants.

Rating: PG
Director: Ken Kwapis
Starring: Amber Tamblyn, Alexis Biedel, America Ferrera

8. Bring It On (2000) 63% at Rotten Tomatoes

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You wouldn’t think a movie about a bunch of overly cheerful teen girls would be watchable. Yet it works, thanks to the contrast between Dunst and Dushku’s attitudes. Also watching a bunch of white valley girls misappropriate and steal from black culture is relevant still today.

Rating: PG-13
Director: Peyton Reed
Starring: Kirsten Dunst, Eliza Dushku, Jesse Bradford

7. 13 Going on 30 (2004) 64% at Rotten Tomatoes

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When a girl makes a wish to be older on her 13th birthday, she wakes up a grown 30-year-old woman the next morning. It’s a remake of the Tom Hanks classic Big with a female perspective. It’s definitely worth watching, even though it glosses over most of the sexual harassment she’d receive in real life.

Rating: PG-13
Director: Gary Winick
Starring: Jennifer Garner, Mark Ruffalo, Judy Greer

6. Miss Congeniality (2000) 42% at Rotten Tomatoes

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FBI agent Gracie Hart isn’t exactly the most feminine person on the squad, which is what fuels the comedy when she’s forced to enter a beauty pageant to find a killer. It’s a great movie about being awkward living up to unrealistic expectations of beauty.

Rating: PG-13
Director: Donald Petrie
Starring: Sandra Bullock, Michael Caine, Benjamin Bratt

5. About a Boy (2002) 94% at Rotten Tomatoes

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Will Freeman is a cynical, immature man living off the residuals of one hit song from decades ago. He suddenly grows up when he meets a little boy who makes him see the error of his ways. It’s a much better movie than I’m describing it.

Rating: PG-13
Director: Chris Weitz, Paul Weitz
Starring: Hugh Grant, Nicholas Hoult, Toni Collette

4. Mean Girls (2004) 83% at Rotten Tomatoes

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Cady Heron is new in school, but she soon makes friends with The Plastics, a cool-girl clique. Tensions arise, however, when she falls for Regina George’s ex, sparking an all-out entitled-white-girl war.

Rating: PG-13
Director: Mark Waters
Starring: Lindsay Lohan, Rachel McAdams, Tina Fey

3. Bridget Jones’s Diary (2001) 81% at Rotten Tomatoes

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Bridget Jones is determined to improve herself while looking for love in the affections of two charming British men. She documents everything in her diary, which we get a peak into throughout. It doesn’t even matter which guy she chooses – it’s the journey of discovery we love most.

Rating: R
Director: Sharon Maguire
Starring: Renee Zellweger, Colin Firth, Hugh Grant

2. He’s Just Not That Into You (2009) 40% at Rotten Tomatoes

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This movie with interlocking stories is an Eat, Pray, Love for the younger generation. Instead of stressing about all the nuances of relationships, understand when someone just isn’t into you. That’s the goal of the characters in this witty romcom.

Rating: PG-13
Director: Ken Kwapis
Starring: Jennifer Aniston, Jennifer Connelly, Morgan Lilly

1. Twilight (2008) 49% at Rotten Tomatoes


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Young Bella Swan falls in love with a vampire and soon finds herself in the middle of a centuries-long war between them and werewolves. This series is the wet dream of every woman who was in her 20s or younger when it came out. In fact, 50 Shades of Grey is just fanfiction based off it.

Rating: PG-13
Director: Catherine Hardwicke
Starring: Kristen Stewart, Robert Pattinson, Taylor Lautner



Brian Penny is a former Business Analyst and Operations Manager at Bank of America turned whistleblower, troll, and freelance writer.

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