Guest Stars Josh Zuckerman as Leo Donwell Leighton Meester as Heather Crowley Matt Letscher as Dr. Mike Lasker Lorenzo James Henrie as Justin Montavo Marco Sanchez as Dave Montavo Jeremy Sumpter as Zach Griffith Julie St. Claire as Renee Montavo Jowharah Jones as Amelia Clarke Co Starring Sarah Bloom as Party Planner Larisa Miller as Kimberly Crowley Brad Bartram as Edward Crowley