Bumbling high school geek Virgil Heitmeyer has yet to lose his virginity. A golden opportunity for finally getting deflowered arises after Virgil manages to get closer to the beautiful and popular Kellie Guthrie. Will Virgil's date with Kellie go smoothly? Or is Virgil going to blow his big chance to score with the girl of his dreams?
| Actor | Role |
|---|---|
 Jay Michael FergusonVirgil Heitmeyer | Virgil Heitmeyer |
 Allison LangeKellie | Kellie |
 Michael BowerDwayne | Dwayne |
 Danica McKellarDebbie | Debbie |
 Dee WallaceFrancine Heitmeyer | Francine Heitmeyer |
 Richard KarnStanley Heitmeyer | Stanley Heitmeyer |
 Jordan BelfiScott Jordan | Scott Jordan |
 Lindsay HollisterMargaret | Margaret |
 Lorna ScottDwayne's Mom | Dwayne's Mom |
 Jodi FleisherAmy | Amy |
 Jody HartFootball Player | Football Player |
 Beau ClarkStudent #3 | Student #3 |
 James HuangStudent #2 | Student #2 |
| JJamie HaganStripper | Stripper |
 Eddie AllenMr. Klausman | Mr. Klausman |
| BBarry MorenoMr. Hooperman | Mr. Hooperman |
| SSusan BoydMs. Cummings | Ms. Cummings |
| FFlo GoldfarbGrandma | Grandma |
| JJudd LauranceHot Dog Man | Hot Dog Man |
| HHanifa LuwembaStudent #2 | Student #2 |