Tommy's father, Jack (guest star Gary Cole), a larger-than-life ladies man, is back in town. Usually that means a couple of nights of drinking and hell-raising. Only this time he's here to tell Tommy he's getting married…for the sixth time. To make sure he's not making another mistake, Tommy sets out to prove to his dad via temptation he's incapable of being a "one-woman" man. Meanwhile, Rutherford has a blogger (guest star Barry Watson) shadow her in hopes the story will help her compete with a rival wedding planner. Of course it's the same week a bride (guest star Rachel Blanchard), whose dream wedding Roxie's been planning, reveals she has everything picked out – except an actual groom. Bill Simmons guest-stars.