Robbie is ecstatic when his long-lost father (guest-star Alan Thicke) who is a dead-beat dad appears out of the blue. Although, Eric and Annie distrust the dead-beat dad's motives. He also convinces Robbie to move out with him; against Eric's wishes. Meanwhile, Ruthie turns to Mary for advice on how to get around their parents rules when wanting to buy a makeup kit that they said 'no' to. Also, a very convinced Annie worries when Lucy starts having a relationship with her friend's freewheeling ""unmotherlike"" mom. Also, Simon develops a bad attitude with his mother when not wanting to do his school work, but wants to hang out with his friends.

Annie discovers that the particularly flirtatious mother of one of Lucy's friends, Serena is seeing Eric for therapy sessions. Annie strongly requests that he refers her to someone else. Annie then has to deal with the guilt over her jealousy-induced interference between the two. Also, Simon is mortified when word gets around school over the fact that he's a virgin. Annie had shared the details of Simon's sexual inexperience with his ex-girlfriend's (Sasha) mother, Rita. Meanwhile, Matt struggles about telling Robbie he's interested with his ex-girlfriend, Cheryl. Lastly, Robbie is also hiding a secret from Matt that involves his ex-girlfriend Heather.