Well-heeled and still movie-star handsome Cliff Strand is having one doozy of an early midlife crisis at thirty-seven. As his turn as a New York fashion photographer develops into an interest in photographing young male nudes for private collectors and despite being married to a high-end interior designer, he increasingly becomes aware that he wants to switch sides. He can't seem to take the necessary steps to actually do so.

To combat the urge, he and his wife move to Cape May, New Jersey, and open a B&B. But having a gay-insistent B&B next door and a travel agent friend in a same-sex partnership and urging Cliff to get on with switching sides finds Cliff taking the radical step of divorcing and moving to the Turkish coast to open his own B&B, with the assistance of his travel agent. En route Cliff loses his male-male virginity in Rome and, once in Turkey, becomes embroiled in establishing his own gay-friendly B&B under the increasing tutelage and manipulation of his flamboyantly gay lawyer. Cliff's goal in his journey of switching sides is something more, however, than just in an active gay life, and he finds he has to go to extremes in the pursuit of that goal.