This could all go horribly wrong, and I would never have to see him again. We would both go back to our regular lives, and this could just become a funny story I would tell of a stupid thing Emery talked me into doing.Riley is tired of always feeling like she's never enough when it comes to relationships. It's always the same story destined to end in heartbreak the moment she falls in love. She's content with focusing on building her teaching career and repairing her relationship with her sister. During their annual family vacation her sister decides what Riley truly needs is to find someone she hasn't known her whole life. Unable to say no to her sister she decides it might be a chance worth taking.Maybe that's what I needed, someone to get past the daunting first step of getting back out there that I had been putting off. I would never have to worry about running into them again after I embarrassed myself. Because I would embarrass myself.Matt's life was turned upside down the day his high school sweetheart told him she couldn't see herself marrying him after ten years together. Two years later his life feels like it's finally going his way. During a vacation before returning home to start his dream job he decides to take a chance on downloading a dating app.After three days of nonstop texting the two can't deny the connection between them. One practice date before they go back to their regular lives seems like the perfect opportunity for both of them. After a whirlwind practice date, they go their separate ways only for life to bring them back together again, forcing them to confront how real their connection was.