Noelle Shepard is unemployed, living with her parents, and grieving the loss of her beloved grandmother when she discovers decades-old photos of Gram and a smitten man, tucked alongside a love letter. She creates a TikTok to search for the mystery man, which goes viral, and she’s shocked when his grandson responds—a man who happens to be her high school nemesis, Theo Spencer.

Sam’s life is on track. She has the perfect doctor fiancé, Jack (his strict routines are a good thing, really), a great job in Manhattan (unless they fire her), and is about to tour a wedding venue near her family’s Long Island beach house. Everything should go to plan, yet the minute she arrives, Sam senses something is off. Wyatt is here. Her Wyatt. But there’s no reason for a thirty-year-old engaged woman to feel panicked around the guy who broke her heart when she was seventeen. Right?

Clementine forms a plan to keep her heart safe: work hard, find someone decent to love, and try to remember to chase the moon. The last one is silly and obviously metaphorical, but her aunt always told her that you needed at least one big dream to keep going. And for the last year, that plan has gone off without a hitch. Mostly. The love part is hard because she doesn’t want to get too close to anyone—she isn’t sure her heart can take it. And then she finds a strange man standing in the kitchen of her late aunt’s apartment.

Hallie Piper is turning over a new leaf. After belly-crawling out of a hotel room (hello, rock bottom), she decides it’s time to become a full-on adult. She gets a new apartment, a new haircut, and a new wardrobe, but when she logs onto the dating app that she has determined will find her new love, she sees none other than Jack, the guy whose room she snuck out of.

Farley Jones is being forced to date Meyer Harrigan, the man she has come to love, in order to make all of her stand-up dreams come true. It's agony-a tragedy, even. In lieu of flowers, please send cash . . . Meyer and his daughter Hazel have been everything to her since they came into her life three years ago. So, all joking aside, the stakes are especially high when it's not only her career, but both of those relationships on the line.