Valentine's Day is full of surprises. Grace's tries to ignore the greeting card holiday but romantic urges eventually send her into the arms of the enemy -- none other than Nick a hunky greeting card writer. In a dramatic change of events, Karen's former nemesis Scott Wooley tries to win her heart by showering her with gifts but Karen's eyes are on larger things, -- her new overweight internet date. Elsewhere, after dancing with a lesbian couple (guest stars Chita Rivera & Michelle Lee) Will and Jack find comfort in each other's arms for the Valentine's Day spotlight dance.