On a sunny day in Hollywood, a gleaming Rolls-Royce convertible pulls through the gates of the magnificent estate known as The Cottage. Modeled after the “cottages” of Newport, Rhode Island, the spacious, elegant property, sitting on fourteen acres of lush Bel Air, fits its owner to a T. For the man behind the wheel of the Rolls is Hollywood’s ageless wonder, Cooper Winslow. A star of the silver screen for decades, a man whose allure to women is the stuff of legend, Coop exudes grace, charm, and old-fashioned style. But today Coop Winslow is in for a major surprise. He’s broke. And with no major roles coming his way, Coop is faced with the heartbreaking prospect of selling his beloved home of forty years, or at least renting out the gatehouse and part of the main house. A huge blow to Coop, whose debonair attitude allows him to escape reality much of the time.