After crawling out of a hotel room, Hallie decides it's time to become a full-on adult. But when she logs into the dating app to look for new love, she finds none other than Jack: the guy whose hotel room she'd snuck out of. Jack and Hallie realise that they're each other's perfect wing-person - and join forces in their searches for The One. They even make a wager to see who can find true love first. But when they agree to be fake dates for a weekend wedding, all bets are off. Because as they pretend to be a couple, they struggle to remember why dating for real was a bad idea to begin with...