Seth Winnick has it all: a successful career in television, good friends, and a passionate relationship with beautiful Chelsea. However, when he fails to make a timely marriage proposal, Chelsea tries to make his life hell.
| Actor | Role |
|---|---|
 French StewartSeth Winnick | Seth Winnick |
 Bridgette WilsonChelsea Turner | Chelsea Turner |
 Tyra BanksHolly Garnett | Holly Garnett |
 Jason BatemanJesse Travis | Jesse Travis |
 Tiffani-Amber ThiessenRebecca Melini / Juliette | Rebecca Melini / Juliette |
 Steve HytnerMarty Mark | Marty Mark |
 Bill BellamyLarry Garnett | Larry Garnett |
 Shae MarksJasmine | Jasmine |
 Colleen CampMonica Harris | Monica Harris |
 John O'HurleyWalter Drooz | Walter Drooz |
 Ivana MiličevićAmber | Amber |
 Montrose HaginsNana | Nana |
 Shanna MoaklerTawny | Tawny |
 Julia SchultzTiffany | Tiffany |
 Luis ÁvalosJudge | Judge |
 Dale RaoulColonic Nurse | Colonic Nurse |
 Kevin FarleySheriff | Sheriff |
 Warren LittlefieldPeter Bloomstein | Peter Bloomstein |
 Marliece AndradaJesse's Date | Jesse's Date |
 Erika EleniakGina, Jasmine's friend | Gina, Jasmine's friend |