In high school, Gio Esposito was the handsome charmer every girl wanted and Rose Whitman couldn’t believe he chose her. Fifteen years after they broke up, Gio still doesn't understand what went wrong between them. When fate brings them together again, Gio donates $10,000 to Rose's charity, then makes her an offer she can’t refuse—he’ll donate an additional $100,000 if she poses as his girlfriend at his sister’s New England destination wedding. Soon, Rose is enjoying lobster, lighthouses, and laughter with Gio and his quirky family. She’s also questioning why she ever let Gio go. Will Gio convince Rose that he’s a man worth fighting for? And will Rose give Gio not just the answers he craves, but a second chance to win her heart?