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18 Underrated '00s Rom-Coms You Should Totally Watch Again

If only for the flawless fashion sense.

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1. Coyote Ugly (2000)

The Plot: A shy gal named Violet (Piper Perabo) trying to make it as a singer in NYC gets a job as a bartender at Coyote Ugly, where she learns to dance like plenty of people are watching (and tipping generously) from Tyra Banks and her crew.


Watch it for:
The spectacular '00s outfits and Tyra's incomparable dance moves.

2. Kate and Leopold (2001)

The Plot: When Kate's (Meg Ryan) ex-boyfriend finds a gap near the Brooklyn Bridge that leads him back in time, he returns with an unexpected British baron named Leopold (Hugh Jackman). Pretending to be an actor who is always ~in character~, Leo tries to figure out coffee makers and shaving while Kate finds him more and more adorable.

Watch it for: Hugh Jackman's constant look of awe and how damn good he looks in breeches.

3. Kissing Jessica Stein (2001)

The Plot: Jessica Stein (Jessica Westfeldt) is a kick ass journalist in NYC feeling the pressure to find a dude. Things get even more complicated when she finds herself in maybe, sort of, definitely into another lady.

Watch it for: How sweet and clumsy Jess is as she tries to figure herself out.

4. Two Can Play That Game (2001)

The Plot: Vivica A. Fox plays a boss bitch who knows what she wants and how to keep her man in line. But it becomes pretty clear that she's not the only one in her relationship who knows how to play games.

Watch it for: The classic ~battle of the sexes~ clichés and timeless one-liners.

5. Deliver Us From Eva (2003)

The Plot: To keep Eva (Gabrielle Union) from meddling in her sister's lives and relationships, her brothers-in-law pay a handsome fellow (LL Cool J) $5000 per date to distract her from everyone else's business. Yup, sounds like a great plan.

Watch it for: The chemistry between two Union and Cool J at the height of their '00s awesomeness.

6. Bride & Prejudice (2004)

UK Film Council / Via baawri.tumblr.com

The Plot: It's Pride & Prejudice, but set in India with Darcy played by a snobby white dude and a Elizabeth subbed for Lalita and played by Bollywood star Aishwarya Rai.

Watch it for: The actually insightful commentary on Western influences in India. And the dancing, obvi.

7. Laws of Attraction (2004)

The Plot: After two divorce lawyers start seeing a lot of each other in court, they decide to start seeing each other on the side as well. But with their competitive spirits and understandably pessimistic views on relationships, this seems like maybe not the best idea.

Watch it for: Pierce Brosnan being charming AF and Julianna Moore making you believe in love.

8. Win A Date With Tad Hamilton (2004)

Dreamworks / Via primemeador16.tumblr.com

The Plot: Small town Piggly Wiggly employee Rosalee (Kate Bosworth) wins a date with celeb dreamboat Tad Hamilton (Josh Duhamel). When the two actually start dating, her friend-zoned BFF Pete (Topher Grace) gets desperate.


Watch it for:
The chance to fantasize about meeting and falling for your own celeb crush 😍.

9. Just Like Heaven (2005)

The Plot: A lonely dude named Dave (Mark Ruffalo) moves into an apartment haunted by a cute but neurotic spirit (Reese Witherspoon). She can't really remember how she ended up a spirit, so Dave tries to help her out.


Watch it for:
Possibly the two sweetest actors ever trying to out-cute each other.

10. Just Friends (2005)

The Plot: Former fat kid Chris Brander (Ryan Reynolds) is now a confident and slick ladies man who works for a record label. But when he's home for the holidays, he's determined to convinced the girl who friend-zoned him in high school that he's hot stuff.

Watch it for: Anna Faris stealing the show as a totally deluded pop star.

11. The Wedding Date (2005)

Gold Circle Films / Via moan-s.tumblr.com

The Plot: Single and stressed about seeing her ex-fiancé again, Kat (Debra Messing) decides to hire a male escort (Dermot Mulroney) to pose as her boyfriend at her sister's wedding. But the two aren't the only ones at this wedding with a secret.

Watch it for: Mulroney's swoon-worthy dance moves and drool over the gorgeous British wedding venue.

12. Imagine Me & You (2005)

The Plot: Rachel (Piper Perabo) marries her long-time friend and boyf, and starts a friendship with their wedding florist, Luce (Lena Headey). When Rachel tries to set her up with her new husband's friend, she finds out that Luce is a lesbian. As the two get to know each other, Rachel starts to question her own sexuality, and eventually, her marriage.

Watch it for: The actually engaging and unpredictable love quadrangle.

13. John Tucker Must Die (2006)

20th Century Fox Films / Via giphy.com

The Plot: Three ex-girlfriends of a cheating jock set aside their differing cliques so they can trick John into falling for the new girl and strategically ruin his life.

Watch it for: The squad goals.

14. No Reservations (2007)

Castle Rock Entertainment / Via nytimes.com

The Plot: Kate (Catherine Zeta-Jones), an intimidating top chef in NYC, is in way over her head when he sister dies and her 10-year-old niece comes to live with her. But this new curveball might help her learn to deal with another one at work: the new, cocky, kinda cute second chef.

Watch it for: The drool-worthy cooking scenes. 🍴

15. Four Christmases (2008)

New Line CInema / Via kablammo55.tumblr.com

The Plot: A married couple played by Vince Vaughn and Reese Witherspoon struggle to visit all four of their divorced parents for Christmas. Holiday chaos ensues.

Watch it for: The nativity scene that goes horribly, horribly wrong.

16. What Happens in Vegas (2008)

20th Century Fox Films / Via highgarden-princess.tumblr.com

The Plot: Two strangers get drunkenly hitched in Vegas and win the casino jackpot in the same night. For each of them to earn a legal right to the cash, they have to stay married for just a few months, despite the fact that their sober selves don't mesh so well.


Watch it for:
"YOU KNOW WHY."

17. Zack And Miri Make A Porno (2008)

The Plot: Two long-time friends Zack (Seth Rogen) and Miri (Elizabeth Banks) decide to make a porno to earn some extra cash. It all works out pretty awesome until one of 'em starts to develop ~feelings~.

Watch it for: The actually super sweet relationship between Zack and Miri. And Justin Long as a... questionable adult film star.

18. The Back-Up Plan (2010)

The Plot: Zoe (Jennifer Lopez) has finally decided "f*ck it" and chosen to be artificially inseminated with twins. So of course, on the same day she goes to the gyno, she happens to meet the dude of her dreams.

Watch it for: The natural water birth. Or maybe shield your eyes for that part.

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