Jess is a marketing executive at an tequila company who falls for Hank, a mattress store owner she meets while shopping for a new bed. Hank's charm and good looks convince Jess he is "Mr. Right," but Hank hasn't been completely open with her. He suffers from a variety of issues for which he takes medication. On the night Hank decides to reveal his issues to Jess, she surprises him with an invite to accompany her on a work retreat to a remote island resort. Surprised by the suddenness of this next step in their relationship, he decides to keep his secret a little longer.