Emily'’s fiancé has eloped with her own sister right before their wedding. Broken-hearted, Emily goes on an island vacation to recover. When Emily confesses to her best friend, Meg, that she now has doubts about her desirability, Meg advises her to have a fling and reinvent herself as a sexual woman. So Emily musters up her courage and hits on a hot guy she meets at the beach…but will a vacation fling be enough?