Caitlin misinterprets a private evening with Mike as a holiday party, and brings a date. Paul infiltrates Nikki's holiday clothing drive in order to mooch. James volunteers to work for a crisis hot line.

Paul's raffle ticket glitch results in dozens of winners. James gets braces at the same time that the new mail girl finds him attractive. Stuart and Carter blackmail Caitlin in order to get out of doing her busy work for her.