|Christopher McDonald||Casey McNeil|
|Adam Rodriguez||Steven Thaler|
|Joe Lo Truglio||Ryan Keller|
|Catherine Hsu||Asian Manicurist|
|Paul Quinn||Drunk Regular|
|Hailey Boyle||New Roommate|
While out with loudmouthed pal Bernie, Danny meets successful businesswoman Debbie, who's as leery of relationships as Danny is. However, Danny and Debbie both feel the pull of undeniable attraction, and they end up spending the first of several nights together. The two try to make a success of being a couple despite warnings from Bernie and Joan, Debbie's best friend. Meanwhile, Bernie and Joan experience some chemistry of their own.