Jack and Jill's Manifesto of Rules to Live By Rule 1 Be honest Rule 2 Believe in fairy tales Rule 3 Accept time as our friend Rule 4 Make sure the nooky is good Rule 5 Promote beauty. Wage a sustained campaign against ugliness Rule 6 Abandon the pursuit of happiness and its false promise Rule 7 Show compassion, except to pirates Rule 8 Less TV Rule 9 Always be willing to admit when you're wrong
| Actor | Role |
|---|---|
 Freddie Prinze Jr.Jack | Jack |
 Taryn ManningJill | Jill |
 Peter StebbingsGeorge | George |
| IIngrid DoucetSally | Sally |
 Vanessa PariseLucy | Lucy |
 Lisa CiaraAmberly | Amberly |
| DDarrin BrownT-Bone | T-Bone |
 Claudia BessoMelony | Melony |
 Krista SuttonEmily | Emily |
 Julian RichingsMr. Smith | Mr. Smith |
 Hannah LochnerHolly | Holly |
 Kelly RowanKate | Kate |
 Charles Martin SmithCarlin | Carlin |
 Joan GregsonMrs Bradley | Mrs Bradley |
| CChick RobertsMr Bradley | Mr Bradley |
 Joe PingueCasting Director | Casting Director |
 Robin DunneGary / Ignatius the Philosophical Clown | Gary / Ignatius the Philosophical Clown |
| RRosa LabordeTampon Commercial Girl #1 | Tampon Commercial Girl #1 |
 Robert ForsterNorman / Narrator (uncredited) | Norman / Narrator (uncredited) |