My Wildest Date takes us back to the Golden Age of Porn! Watch as the club hopping, drinking sex maniac player takes us through his world of crazy girls, sluts and hot hook-up action from one crazy party girl to the next!
| Actor | Role |
|---|---|
 Ashley WingerLulu | Lulu |
 Brandy AlexandreGabrielle | Gabrielle |
| DDarla RascalAngel Westchester | Angel Westchester |
| TTiffany JordanRoxy James | Roxy James |
 Victoria ParisTodd's Girlfriend | Todd's Girlfriend |
 Buck AdamsTodd Westchester | Todd Westchester |
| CChip DaleBarry James | Barry James |
| TTim RyanP.M. | P.M. |