To pay off a $1500 IRS fine, Antonio becomes the driver/errand boy/personal assistant to Gavin Rutledge, a businessman visiting Nantucket for a week for a real estate deal. Uncomfortable at seeing Gavin dating Casey, Antonio faces a major dilemma when he finds out Gavin is married. At the cost of his job, Antonio tells Casey about Gavin, and Casey shows her gratitude by giving Antonio a jewelry gift she received from Gavin.
Meanwhile, Joe is Irked that Brian had an erotic dream about Helen.
