Jack has his sights set on conservative talk show host Dr. Anne Childs, but he finds plenty of time to bed a bevy of beauties as he challenges the uptight Doctor to see how fun sex can be.
| Actor | Role |
|---|---|
 John LeslieJack | Jack |
 Bridgette MonetDr. Anne Childs | Dr. Anne Childs |
 Blair HarrisLenny | Lenny |
 Nicole BlackGloria | Gloria |
 David CannonMiles | Miles |
 Ann PierceMaid | Maid |
| PPaul WrightNot listed | Not listed |
| LLouise JacksonNot listed | Not listed |
 Lynn FrancisTaller Threesome Girl | Taller Threesome Girl |
 Cara LottThreesome Girl | Threesome Girl |
| JJames R. SweeneyBar Patron Watching TV | Bar Patron Watching TV |
 Paul ThomasPiano Player | Piano Player |