Broke up with, broke, and with a vicious case of writer's block, romance writer Gracie Landing is a hot mess. She can hardly be blamed for drinking one (or a few) too many cocktails when out with her besties in an attempt to cheer herself up. Sometime in the foggy wee hours, she recklessly emails her unrequited high-school crush, Colin Yarmouth, who is now a successful attorney harboring regrets of his own. When she receives an intriguingly friendly (not to say flirty) response, her acute embarrassment is overcome only by her fervent curiosity—what would a hottie like Colin be like as a grown up? The two forge an unlikely friendship that's unmistakably headed for more. Colin's tales of his own woeful break-up become fodder for Gracie's fertile imagination and her current work-in-progress takes off. With the deadline looming and her checking account dwindling, Gracie has no idea that borrowing Colin's story could wreak havoc on her life, her career, and her own chance at happily-ever-after...