Four guys sit around drinking beer and talking, trying to figure out the meaning of "the pompatus of love" (from the Steve Miller song "Joker") and analyzing their relationships with women.
| Actor | Role |
|---|---|
 Adrian PasdarJosh | Josh |
 Jon CryerMark | Mark |
 Tim GuineeRunyon | Runyon |
| AAdam OliensisPhil | Phil |
 Mia SaraCynthia | Cynthia |
 Paige TurcoGina | Gina |
 Arabella FieldLori - Phil's Wife | Lori - Phil's Wife |
 Dana Wheeler-NicholsonKathryn | Kathryn |
 Kristin Scott ThomasCaroline | Caroline |
 John HoytBig Toe | Big Toe |
 Charlie MurphySaxophone Man | Saxophone Man |
| HHelen HaftReal Estate Broker | Real Estate Broker |
| JJohn Norman ThomasCabbie | Cabbie |
 Lianna PaiTing | Ting |
 Kristen WilsonTasha | Tasha |
 Angela FeatherstoneTimes Square Kisser | Times Square Kisser |
 Jennifer TillyTarzaan | Tarzaan |