After yet another disastrous date, Hallie Piper decides it's time to grow up. She gets a new apartment, a new haircut, and a new wardrobe. But when she logs into an app to find new love, she matches with none other than Jack: the guy the wrong kind of sparks had flown with just weeks earlier. Agreeing that they are absolutely not interested in each other, Jack and Hallie realise that they're each other's perfect wing-person - and join forces in their searches for The One. They even place a wager on who can find romance first. But when they agree to be fake dates for a wedding, all bets are off.