After Ken helps Dave in asking a girl he likes to go with him to the Valentine's Day dance, the plan quickly goes awry when Ken finds out that her dad (Joel McHale guest stars) is the well-known and rich malpractice lawyer whom he's had issues with in the past. Can these two "adults" put aside their dislike of each other for the good of their kids? Meanwhile, Julie changes her Valentine's Day party into a Presidents' Day party to cover up her rejection from Topher (Danny Pudi guest stars). So when Topher suddenly shows up, Damona and Clark provide their support.

Ken and the office staff are invited to a colleagues wedding, but things don't go as smoothly as they'd all like. Allison shows her dislike for weddings, but it turns out she just really doesn't like Ken's dancing - he's selfish on the floor. Meanwhile back at home, Molly hires someone to babysit Dave, but Dave wants to sneak out so he hires a friend to impersonate him.

Molly has a boyfriend, but Allison realizes he's the son of one of her patients, and has quite a moral dilemma when she learns, via a therapy session, that he might have been unfaithful. Meanwhile, Pat changes his demeanor with the staff as his evaluation approaches.