After spending a night in Las Vegas, Charlie decides to live up to his promise that he made to Jake about attending his soccer game. During the game, Charlie sets up a play-date with an unattached mother named Kate, and they hit it off. During one of their dates, Charlie seems like he's ready for a serious relation. Alan sets up a meeting with Gloria (one of the soccer moms) to write a soccer newsletter, but Gloria has other intentions for the evening, and he has no idea. During the evening another soccer mom, Brooke, tries to move in on Gloria's plans.
Elenco: Jon Cryer , Ashton Kutcher , Amber Tamblyn , Jon Cryer , Amber Tamblyn , Conchata Ferrell , Holland Taylor , Marin Hinkle , Ryan Stiles , April Bowlby , Brooke Shields , Carl Reiner , Courtney Thorne-Smith , Emily Osment , Emmanuelle Vaugier , Graham Patrick Martin , Jane Lynch , Jennifer Taylor , Jenny McCarthy , Judy Greer , Katy Mixon , Kelly Stables , Melanie Lynskey , Miley Cyrus .