Blaine Kinney, an aspiring young filmmaker, approaches an eccentric and extremely wealthy businessman, Fentworth Pennyweight III, for help in financing his first film. To his surprise, Mr. Pennyweight agrees to fund the entire movie with one small stipulation: Blaine must wear a ridiculously large and effeminate pair of earrings for exactly one year. Desperate for money, he agrees to the deal.
| Actor | Role |
|---|---|
 Ray WiseMr. Pennyweight | Mr. Pennyweight |
 Kyle RankinBlaine Kinney | Blaine Kinney |
| BBasey NewborgJulie Cross | Julie Cross |
 Bob MarleyThomas Marley | Thomas Marley |
| MMark Dillen StithamPolice Chief | Police Chief |
| BBrian HindsSeth | Seth |
| DDale R. SimontonTom | Tom |
| JJeannie LomacMom | Mom |
| AAlice Starr McFarlandSuzanna Lloyd | Suzanna Lloyd |
| CColin HoffmeisterEric | Eric |
| JJames LashDad | Dad |
| HHarlan BakerBoss | Boss |
| MMichael KristanPriest | Priest |
| CCobey MandarinoLance | Lance |
| DDaniel NoelCop | Cop |