Crazy, Stupid, Love. (2011) on Netflix

Cal Weaver is in a mid-life rut and doesn't even realize it, until Emily Weaver née Boyle, his wife of twenty-five 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 of a man who can have his pick of women with who 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, the one part he may not really want is moving on from Emily. As Jacob helps Cal, Jacob himself may come to the realization that there is more to life than one-night stands, especially after he meets a young law student named 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 seventeen year old daughter, Jessica Riley, being secretly in love with him, while Cal's thirteen year old son, Robbie Weaver, is in turn in love with Jessica.