Fact1: Andie Anderson is writer for women 's girl, Fact2: Michelle After experiences break-up Andie 's best friend, Fact3: Barry At is striving for pitch to advertise new diamond campaign same time, Fact4: Ben 's rival co-workers Judy Spears and Judy Green are aware of Andie 's new assignment, Fact5: Ben continues to stick around in hopes of making fall in love with him
Output: Andie Anderson Kate Hudson is a writer for a womens magazine called Composure as the How to... girl. She is bored and wishes she could write more about important things such as politics, economics, religion, poverty; stuff she actually cares about. After Andies best friend Michelle Kathryn Hahn experiences yet another breakup, Andie is inspired to write a new article titled How to Lose a Guy in 10 Days; she will start dating a guy and eventually drive him away using only the classic mistakes women make in relationships. At the same time, advertising executive Benjamin Ben Barry Matthew McConaughey is striving for a pitch to advertise a new diamond campaign. When his boss questions Bens knowledge about romance, Ben bets he could make any woman fall in love with him if he wanted to. His boss accepts the bet and confirms that if he can make any woman fall in love with him before the upcoming company ball, in just 10 days, he will allow Ben to head the advertising for the new diamond company. Bens rival coworkers, Judy Spears Michael Michele and Judy Green Shalom Harlow, who were at Composure magazine earlier in the day and are aware of Andies new assignment, set Ben up to have him pick Andie as the girl to test his theory on. Ben and Andie meet and soon their quests, neither revealing their true intentions. Andie works hard to drive Ben insane and make him break up with her in order to complete her article, but Ben continues to stick around in hopes of making her fall in love with him. Andie gets Ben knocked out in a movie theater by talking aloud while watching a chick flick, rapidly moves her things into his apartment, acts overly possessive and sensitive and clingy, ruins his boys poker night for him and his friends, and takes him to a Celine Dion concert when he was under the assumption he was going to see a New York Knicks basketball game. Ben stays with her despite everything, and after coming very close to breaking up they attend couples counseling, led by Andies friend Michelle. They agree, as a solution to their problems, to visit Bens family in Staten Island for the weekend. While holidaying together, Ben and Andie begin to form a genuine bond, and upon arriving home Ben even refers to Andie as his girlfriend. Andie then tries to explain to boss Lana Bebe Neuwirth that she cannot continue writing and publishing this article as she has really got to know this guy, but Lana remains insistent upon it. Around the same time, Andie and Ben go to the company ball together where Bens boss, Phillip Robert Klein, meets Andie and tells Ben that he met her, she loves you, you win. Seeing Bens good news, Judy and Judy are instantly envious and set about to ruin it for their coworker. They tell his close colleagues, Tony Adam Goldberg and Thayer Thomas Lennon, that Andie knew about the bet all along and was playing along to help Ben win. Tony and Thayer then rush to Andies side and beg her to keep quiet, when they dont realize she is still blissfully unaware of the bet. Almost simultaneously, Lana, who is unaware of Bens role in Andies How To article, reveals Andies true intentions to Ben. Upon learning of Bens bet, Andie attempts to humiliate Ben in front of everyone at the party, and the pair argue on stage. They go their separate ways before Ben is shown Andies article and encouraged to read it. She explains in it how she lost the one person she ever fell for, and when he hears she quit her job at Composure and is on her way to Washington, D.C. for an interview, he chases her taxi and stops her. Once he accuses her of running away, they reveal their true feelings for each other and the film ends with Ben instructing the taxi driver to return Andies belongings to her home, and then they kiss.