Jonathan (Jack Nicholson) and Sandy (Art Garfunkel) are roommates in the university. Each one of them has a different behavior and experience with women: Jonathan is cynical, malicious, and selfish. He does not respect anybody (even his best friend is not respected) and just want to have sex. Women are objects for him. Sandy is almost the opposite of Jonathan and has a different approach with women: he is shy, sensitive and respectful; he does not have much experience with women. Sandy dates Susan but Jonathan gives a pass on her in the beginning of a triangle of love. A few years later, Susan is married with Sandy, and Jonathan and Sandy are successful in their professions and boring with their mates. Now, Jonathan has a relationship with the sexy Bobbie (Ann-Margret). As years goes by, the two friends have affairs with different women but no steady relationship.