The night is coming to an end and it’s Tom’s last chance to ask Maya to go home with him, but Bruce and Cal explain the various obstacles that lie ahead that could prove costly on his quest to find love. Meanwhile, Bruce has to decide whether or not to make a final play for Jessica or go home with a girl who is infatuated with his red-headed attributes. Across town, Liv finds herself in a situation with Ron that comes down to a last minute decision that will ultimately affect her happiness. And Kacey will need to overlook some information she learns about Cal and decide if she still wants to keep her date with him.