While playing
spin the bottle /
seven minutes in heaven at a party in 1985, 10-year-old Charlie "Chuck" Logan refuses the sexual advances of a
goth girl named Anisha Carpenter. In retaliation, she places a
hex on him, saying that once a girl has been with him, "to the next, she will be true". At present, Chuck is a successful
dentist, running a practice in the office opposite his best friend Stu's plastic surgery business. While being sexually intimate with his girlfriend Carol, Chuck cannot reply that he loves her too, prompting her to immediately break up with him. Stu and Chuck attend the wedding of one of Chuck's ex-girlfriends, Katie. During the reception, she toasts Chuck for being her lucky charm, which gains the interest of his female tablemates. He becomes enamored with Cam Wexler, an unusually clumsy, yet attractive and friendly penguin scientist working at a
marine mammal park. The next day, Chuck's office is full of women. He asks Stu if anything's different about him; they also find that Carol is engaged thanks to Chuck being a lucky charm. His date that evening wants to have sex with him because of the charm, but he gets an emergency call from Cam, who chipped her tooth in a work accident at the penguin exhibit. Chuck fixes her tooth, but instead of accepting monetary payment, he asks her out for dinner, but Cam declines as she is not emotionally ready. He returns home to find his receptionist Reba coming onto him hoping he will be her lucky charm. Stu encourages Chuck to indulge in more "guilt-free sex", and he does so. However, he still has feelings for Cam and asks her out. Their relationship deepens, but when Stu calls him and tells him that every single woman Chuck had slept with has gotten married, Chuck gets cold feet and leaves. Stu and Chuck test the curse on the ugly, morbidly obese Eleanor. Observing that she is not seeing anyone, Chuck has sex with her and then makes Stu ask her out. Meanwhile, Chuck pretends to be sick, so maintains a distant relationship with Cam by phone and computer video. After Stu confirms he did it, yet Eleanor hasn't fallen for him, Chuck rushes to Cam's place and they have sex. The next morning, when Chuck sees Eleanor on TV happily kissing another man, he angrily calls Stu, who admits he only pretended to ask her out. Worried that Cam will now find her true love, he smothers her in increasingly annoying ways, until she eventually dumps him. While talking with Reba, Chuck sees a bottle spinning on the ground, which reminds him of the hex from his childhood. So, he and Stu locate Anisha's home. Chuck asks Anisha to remove the curse, but she insists that it is not truly real and that her love back then was just a childhood crush. Anisha encourages him to let go of the girl he is interested in if he truly loves her. Chuck arranges for Cam to meet Howard Blaine, the penguin expert and author she admires. Later, Stu and his new
three-breasted fiancée Lara tell him that Cam is heading to
Antarctica with Howard. Chuck catches her on the plane and pleads with her not to go, but Cam explains that she will be back on Wednesday and is going with both Howard and his wife. Chuck leaves Cam with a ring box with a pebble, a reference to a previous discussion about what penguins do to court a lifetime mate. She calls him back and they kiss. Meanwhile, Anisha pulls out her old childhood
occult keepsake box, and removes a pin from the
voodoo doll of Chuck. A year later, Chuck and Cam are in Antarctica together looking at the
southern lights while surrounded by penguins. During the closing credits, the
housesitting Stu and Lara find a
sex tape involving Chuck, Cam, and a stuffed penguin. ==Cast==