In high school, Kimmy asked Jake, a very shy young man, to ask her friend Jane to prom. Feeling uncertain, he backs out.

Now, 35 years later, Jake has reconnected to both women on social media. When he gets a work assignment in Jane's city, he meets her for dinner.

Sparks fly and they start a relationship. How will it be impacted when Kimmy announces she's coming to visit, too?