Boys and Girls (2000 film)

Boys and Girls is a romantic comedy film that was released in 2000, directed by Robert Iscove. The two main characters, Ryan played by Freddie Prinze, Jr. and Jennifer Claire Forlani meet each other initially as adolescents, and later realize that their lives are intertwined through fate.

A year later, Ryan and Jennifer are students at UC Berkeley. Ryan is in a steady relationship with his high school sweetheart, Betty, and Jennifer is having a fling with a musician. Ryan meets his roommate Hunter aka Steve, a selfdescribed ladies man with countless elaborate and unsuccessful ploys for sleeping with women. Jennifer moves in with her best friend Amy after she and her boyfriend break up. Ryan and Amy start going out, and he renews his friendship with Jennifer, even after Amy has her breakup with him for her. They take walks, console each other over breakups, and gradually become best friends. Jennifer even talks Ryan into dating again, as he starts seeing a girl named Megan.One night, in a cynical mood towards love, Jennifer breaks down and Ryan tries to console her. To their equal surprise, the two make love. Afraid of commitment, Jennifer says that sleeping together was a mistake, and that they should pretend it never happened. Hurt and lovesick, Ryan breaks up with Megan and withdraws into his studies. As months pass, Jennifer graduates and readies herself to travel to Italy. She encounters Ryan, who she has not seen since their night together, at a hilltop overseeing the Golden Gate Bridge. Ryan confesses his feelings towards her, but soon realizes that she does not feel the same way. He wishes her well in Italy, and leaves. ........

Source: Wikipedia