Chloe Morris is the one thing a matchmaker can't be: single. When her clients blame their failed dates on her unattached status she knows she needs help to save her business. Unfortunately, the only person that might be able to help her is the last person she ever expected to see again: Dean Westlake - the secret high school hook-up who's heart she broke, along with her own.

It might be petty, but Dean still hasn't forgiven Chloe after 15 years. When she comes to him seeking his infamous boyfriend-for-hire services, he laughs in her face. But to reach his own professional ambitions, he has no choice but to make a deal with her after all. As they become wary business partners, Dean and Chloe fight to ignore their fiery past.

But with their high school reunion around the corner, the woman voted Most Likely to Succeed and the man who got away, might find themselves getting schooled by their hearts.