Cassidy Heart is living a boozy bookworm's dream, co-owning a book themed bar with her best friend. She has built herself up through years of therapy after losing her parents at sixteen. Sticking to her pact with her best friend, Cassidy chooses to make herself the priority in her own life by saying yes to more experiences, including attending her upcoming ten year high school reunion.

It's a convenient coincidence that Jameson Bennette's next house remodel and Cypress Lake High School's ten year reunion are happening at the same time and in the same location. He can ease himself back into town, enjoy a drink, and pass a few awkward stories between old friends. He isn't prepared to literally barrel into the woman he pined for all throughout high school.

After Cassidy and Jameson are formally introduced, feelings resurface. He's funny and even more handsome than she remembers. He can't get past the fact he let her slip away so many years ago. The closer he gets to completing his renovation project, the reality of Jameson's impending departure weighs on them both.

They have a decision to make: will this be another missed connection or could this finally be the blueprint to their forever?