Charlie and Caitlin struggle to find security in their new relationship. To spite Charlie for downplaying an encounter with an ex, Caitlin accompanies one of New York's ten sexiest men on a business date to make Charlie jealous. Meanwhile, the Mayor plots a way to one-up his rival, the Mayor of Los Angeles.
Elenco: Charlie Sheen , Heather Locklear , Richard Kind , Alan Ruck , Michael Boatman , Barry Bostwick , Alexander Chaplin , Heather Locklear , Charlie Sheen , Lana Parrilla .