In this painfully funny and deeply moving film, Ben Bingham (Grant) has slipped into a fossilized middle-age, unlike his vibrant wife Amanda (Moss). When she finally leaves him, Ben refuses to get out of his pajamas until his popular 17 year-old son Justin (Pacar) takes over. He reinvents Ben's "look" and pushes him out into the social scene. Before Ben knows what is happening, he is the most popular single man in town... pursued by his nurse (Elfman), his trainer (Garofalo) and karaoke-singing twins. Things change when Justin falls in love for the first time and Ben is forced to refocus, recapture his humanity, his heart, and most importantly his wife... who is now with another man.