Will, Karen, and a star struck Grace travel to Los Angeles to support Jack as he accepts a HAPI award for Best Local Cable Gay Talk Show Host. Coincidently, Will runs into James while in LA, but to his surprise James is Canadian and in jeopardy of being deported. After spending a perfect weekend together, Will and James find that they don't have to say good-bye to each other again when Grace makes a special proposal.

A nervous but optimistic Grace decides it's finally time to tell Leo she is pregnant with his child, but when she finally works up enough courage to actually meet her ex-husband she receives some unexpected news. Meanwhile, Will is settling in comfortably with James until he reveals a side of himself unknown to Will. And as Jack attempts to document every moment of Grace's pregnancy for his talk show, Karen sulks alone, jealous over the good fortunes of her friends.