A young man still in love with his self-destructive ex agrees to join her on a trip to Cancun where he ends up meeting a local girl - forcing him question everything he wants in life.

A failed work opportunity prompts chronically single Grace to pursue a one night stand with a stranger. Turns out he's an on-the-outs professional athlete in town with a problem of his own. Maybe they can help each other.

After a couple of unfortunate events, all Rachel wants is a place to lick her wounds; only to discover her Grammy has been conned. As options run out to save Grammy's home from foreclosure, Rachel is forced to take matters into her hands. The only problem is; does this naive eccentric have what it takes to con a con?