Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.

Determined to study astrophysics at an Ivy League college, high-school senior Ruby faces her anxiety as it appears vividly in her dreams, prompted by a seemingly magical ugly Christmas sweater. Within this tumultuous year, Ruby experiences first love, nostalgia, the power of sisterhood, and a new path to find peace.