Piper Davis is a dedicated proposal planner who orchestrates elaborate proposal events for her clients. With Valentine's Day around the corner, she is overloaded with requests, on top of dealing with mixed emotions aligned with the holiday, due to a past failed romance. Her newest client is Jordan Freeman, who needs an extravagant proposal plan for his boyfriend and love of his life, Simon. With the help of Piper and Jordan's best friend, Adam Taylor - who also happens to be Simon's brother - they have just one week to plan the perfect proposal.