Delilah is the lead singer of her friends' punk band, and Reggie is a D&D Dungeon Master, who spends his free time leading quests and writing essays critiquing the game under a pseudonym. When Delilah and Reggie meet on New Year's Eve and then run into each other on Valentine's Day, St. Patrick's Day, and subsequent holidays, it seems like the universe is trying to send them a message. Even though it appears they have nothing in common, the two try to find ways to hang out and find themselves falling for one another. But Delilah wishes she were more like the seemingly self-assured Reggie, while Reggie worries that Delilah will realize his confidence is just a front to impress her. Delilah and Reggie must find a way to be honest with themselves and embrace the parts they feel they must hide from others in order to truly be there for each other.