While critics panned How to Lose a Guy in 10 Days over a predictable script, disappointing conclusion, and a failed battle of the sexes premise, the movie has become a beloved rom-com over the years — thanks in large part to the talented ensemble, including Kate Hudson, Matthew McConaughey, Kathryn Hahn, Adam Goldberg, and Thomas Lennon. 

The movie follows hot-shot advertising executive Benjamin Barry who, to win an account, bets that he can make a woman fall in love with him in 10 days…that woman just so happens to be Kate Hudson’s Andie. With a lit bit of perverse humor, wit, and palpable chemistry between its easy-on-the-eyes leads, the film delivers true romantic tension in a city primed for rom-coms: New York. To celebrate the film’s 21’s anniversary, let’s look back on 21 of the most memorable quotes from the movie. 

“Our love fern! You let it die!” – Andie (Kate Hudson)

“You can’t lose something you never had.” – Benjamin (Matthew McConaughey)

“Our love fern… It’s dead.” – Andie (Kate Hudson)

“You’re already falling in love with me.” – Andie (Kate Hudson)

“You see, the key to this game is being able to read people.” – Ben’s friend (Adam Goldberg)

“I’m gonna make you wish you were dead.” – Andie (Kate Hudson)

“I love your man scent. And I love the way that you never have to look for your keys ’cause they’re always in the same place.” – Andie (Kate Hudson)

“Women are the true architects of society.” – Andie’s boss (Bebe Neuwirth)

“No matter what, you’re gonna be a loser for the next month.” – Ben (Matthew McConaughey)

“I’m Andie Anderson, take me home!” – Andie (Kate Hudson)

“You’re late, Ben, and you’re wet.” – Andie (Kate Hudson)

“I can’t wait to spend the rest of my life with you.” – Andie (Kate Hudson)

“I love you. You’re my person.” – Andie (Kate Hudson)

“I’m not the one that’s afraid of something real.” – Andie (Kate Hudson)

“You are the most adorable thing I have ever seen in my life.” – Ben (Matthew McConaughey)

“You have to let it happen, and then, you have to let it go.” – Andie’s boss (Bebe Neuwirth)

“You don’t want to lose this guy. You know, because, frankly, I don’t think you could.” – Ben’s friend (Adam Goldberg)

“You see, it’s like playing cards. The hand that is dealt you is determinism; the way you play it is free will.” – Andie’s boss (Bebe Neuwirth)

“I didn’t know they made love like that anymore.” – Michelle (Kathryn Hahn)

“The Yellow Pages. If you can’t find it in the Yellow Pages, you don’t need it.” – Andie (Kate Hudson)

“You smell like a baby prostitute.” – Ben (Matthew McConaughey)