Synopsis:
Grace inadvertently spots a humiliated Jack buying condoms for an upcoming night with Missy. In an attempt to make him feel less awkward, she offers to tell him anything he wants to know about sex and tries to make sure Missy is the girl he really wants to be with. Meanwhile, Bobby's attempts to help Warren land his dream crush go awry when the girl expresses feelings for him instead, while Grace must deal with Jimmy's slip back into former bad behaviors.