Crazy, Stupid, Love.

Cal Weaver is in a mid-life rut and doesn't even realize it until Emily Weaver nee Boyle--his wife of 25 years, his high-school sweetheart, and the only woman he's ever been with--asks him for a divorce. She still loves him but not what he's become. That rut has even led to her having an affair with her co-worker, David Lindhagen, who would like that relationship to be permanent. A young, handsome, well-appointed, and seemingly-wealthy young man named Jacob Palmer notices what a sad sack of a man Cal is because of his situation. Jacob, a Lothario who can have his pick of women with whom he only wants one-night stands, offers to help Cal get his manly mojo back to make Emily regret ever wanting to divorce him, and make him move on with his life. Although Cal accepts Jacob's help, he really doesn't want to move on from Emily. As Jacob helps Cal, Jacob himself could come to the realization that there is more to life than one-night stands, especially after he meets young law student Hannah, who is going through her own relationship issues. A happy romantic ending for both Cal and Jacob with their respective loves is hindered by some unknown information, including Cal's best friend's 17-year-old daughter Jessica being secretly in love with him. Meanwhile, Cal's 13-year-old son Robbie is in love with Jessica.