A womanizer teaches his clueless friend the rules about being single and avoiding emotional attachment.
| Actor | Role |
|---|---|
 Blayne WeaverTyler | Tyler |
 Martin StarrAlan | Alan |
 Natalie MoralesSophie | Sophie |
 Patrick J. AdamsJulian | Julian |
 Vanessa BranchWendy | Wendy |
 John Michael HigginsPaul | Paul |
 Dave FoleyCharles | Charles |
 Jaime PresslyClaire | Claire |
 Brandon BarreraKenny | Kenny |
 Kristina KlebeReese | Reese |
 Nate RubinBookstore Teen | Bookstore Teen |
 Samantha SheltonMelissa | Melissa |
 Lena ClarkSavannah | Savannah |
 Sarah Jane MorrisBeth | Beth |
 Erin CahillMissy | Missy |
 David GiuntoliJared | Jared |
 Sheeri RappaportKristi | Kristi |