In order to keep the woman of his dreams from falling for another guy, Charlie Logan has to break the curse that has made him wildly popular with single women: Sleep with Charlie once, and the next man you meet will be your true love.
Early-thirtysomething dentist Dr. Charlie Logan has never experienced true love, despite having many girlfriends over the years. He starts to get a reputation at one ex-girlfriend's wedding, when she says she met her new husband right after a night with Charlie. He then discovers that more women he slept with have met their true loves soon afterward. He is encouraged to exploit this good-luck charm reputation by his long-time best friend Dr. Stu Klaminsky, a sex-obsessed, sex-starved schlub who became a plastic surgeon so he could masturbate over the sight of women's breasts. Charlie doesn't want to be solely a stepping stone for women, which is how they end up treating him once he gains this reputation as a lucky charm, but rather one's true love. He believes the woman of his dreams is accident-prone Cam Wexler, who works as the penguin caretaker at the aquarium. Cam initially doesn't want to date Charlie because of his reputation as a one-night-stand type of guy, and Charlie doesn't want to sleep with Cam as he is certain she will find her true love after they do. Cam's true love seems destined to be penguin expert Howard Blaine. To get to true happiness, Charlie feels he needs to speak to Anisha Carpenter, who he feels is the cause of his current problems. Anisha ends up helping him in a way he doesn't expect.—Huggo
A bunch of kids about to enter their teenage years sit around in a circle playing spin-the-bottle. Whoever the bottle lands on must go with the spinner into a closet and stay there 7 minutes. Charlie spins and hoping it lands on a beautiful girl. Instead, it lands on a Goth girl wearing all black. They go into the closet, and she confesses his love for him, she takes off her shirt, unbuttons his, and scratched his chest. He screams in pain, and she pinches his nipples. He refuses to have sex with her. The angry girl finally throws him through the closet door. Her shirt still off, she vows that he will never find love and be in pain forever. The hex is set on him.
About twenty years later, Charlie Logan (Dane Cook) is at the beach with a beautiful girl making out and she licks sand off his balls and tells him she loves him. But Charlie can say the L word out loud. Later, Charlie is talking to his best friend, Stu (Dan Fogler). They are both doctors, Charlie is a dentist and Stu is a cosmetic surgeon specializing in breast enlargement. Stu complains that he should just lie to keep the relationship going.Stu and Charlie are at a wedding; Charlie's ex-girlfriend is getting married. It seems that every girl Charlie dates gets married to the next guy she meets. All of a sudden, Charlie sees a beautiful brunette (Jessica Alba) walking his way. The woman, Cam, & Charlie chat & bond together during the course of the wedding.
Cam works as the penguin keeper at a zoo & chips her tooth when she falls backwards into the water while confronting her brother on smoking pot. She calls Charlie, who is having sex to help a woman find her true love. Charlie gets hundreds of messages from women and men wanting to have sex with him so they can find a husband, not because they are actually interested in him.When Cam calls, he thinks it is just an excuse to see her and says she can just say she wants to see him if she does. She assures him she really chipped a tooth. They meet in his dentist office, and he fixes her tooth. He does help jump start her car, give her a ride to her house, and back to her car to get her extra key from her home to unlock her car, because she locked the keys in her car, and has to break a window with a brick to get into her house, because her house key is on a key ring in her locked car. Cam explains that her brother calls her "Murphy" because of Murphy's Law: Everything that can go wrong will.
Charlie talks her into going on one date with her. On their date, she hits her head on a pole, they kiss, and he tells her she is a good kisser. Charlie is scared that she will dump him for another guy after sleeping with him. He avoids sleeping with her.Charlie doesn't believe that he is really a "lucky charm", so in order to disapprove the theory, he sleeps with an obese woman named Courtney. Having full body acne, Charlie pays her $1000 to date her. Charlie gets himself very drunk in preparation to sleep with her. Charlie is furious after seeing Courtney on the TV news, married. At that point, he has also slept with his receptionist after her pleading with him to.
Charlie vows not to lose Cam. He pampers her, making her breakfast in bed, sending her flowers and balloons galore at work, and even showing up there dressed in a penguin suit. Cam is disgusted, especially at her car, which is decorated with "Almost married signs" and hearts drawn on the windows.After seeing "George at 8" written on Cam's calendar, Charlie is sure that it is her date, and that is the guy who she will marry. But George turns out to be her hairdresser. Charlie attacks the man he thinks is George with a giant blow-up penguin. He is taken away by security, and Cam tells him that their relationship is over.
Stu takes Charlie's nameplate off his wall, and puts it where is own was, to convince people that he is "Good Luck Chuck" to get girls to sleep with him.Charlie remembers the Goth girl from when he was ten years old at the party, and the hex that she put upon him. He finds her house and goes to it. Charlie describes himself, begging her to take off the hex. She tells him that she didn't know what she was doing, she was only a girl. She goes on to say that if two people are meant to be together, nature will bring them together. She is married herself and shows Charlie the family portrait on the wall. The daughter's blazing blue eyes match her own.
Charlie takes that to mean he is not meant to be with Cam and calls the "penguin guru" that Cam idolizes who wrote a book Cam loves. They meet for lunch and really hit it off. Stu comes and visits him with his new girlfriend, a woman with three breasts who came to him to have one surgically removed, but Stu loves them and convinces her to keep them. They convince Charlie to go find Cam at the airport on her way to Antarctica with the penguin guru Charlie thinks she will marry but ends up being married himself. In order to catch her before leaving, he has to buy tickets to the two flights going there, not knowing which one Cam is on, and the airport employee will not tell him. It ends up costing him tens of thousands of dollars because the only available tickets are first-class. He pays with a credit card and runs through the airport. He goes through a tough time in airport security but makes it out okay.
He eventually finds Cam, and gives her an engagement ring box, which contains a round pebble. She had explained earlier in the movie that for penguins to find a mate, they scan the beach for a pebble to give to another. She is touched and calls his name. They run to each other and make out. She tells him that she is coming back Wednesday, and he gets off the plane.The Goth girl takes a pin out of her Charlie Logan voodoo doll, which has a picture of his face when he was a little boy. The pin was in his heart, and she puts the voodoo doll back in the box that she got it out of.
Stu and his girlfriend are house-sitting while Cam and Charlie are in Antarctica. The audience can now see Stu's girlfriends' three breasts as they lay on Charlie and Cam's bed.
