Ingrid Dahl, a cheerful twenty-nine-year-old librarian in the cozy mountain town of Ridgetop, North Carolina, has been happily dating her college boyfriend, Cory, for eleven years without ever discussing marriage. But when Ingrid’s sister announces her engagement to a woman she’s only been dating for two years, Ingrid and Cory feel pressured to consider their future. Neither has ever been with anybody else, so they make an unconventional decision. They'll take a one-month break to date other people, then they'll reunite and move toward marriage.

At long last, Sadie has vanquished her lifelong academic rival—her irritatingly charming, whip smart next door neighbor, Seb—by getting the coveted, only spot to her dream college. Or at least, so she thinks. When Seb is unexpectedly pulled off the waitlist and admitted, Sadie has to compete with him all over again, this time to get a spot on the school’s famous zine.

Growing up, Dani couldn’t help but follow around the adorable son of her mom’s best friend. Funny, kind of nerdy, and a little soft, Alec was always down to hang with Dani when they were little. From play dates on the playground to sneaking into movie theaters, Dani and Alec were inseparable. Until Dani moved away. Alec promised they’d stay in touch—except, they didn’t. Flash forward and Dani is back in Minnesota for her senior year, she and her mom living with her grandfather.

Sawyer Greene knows romance. She’s a bestselling author of the genre—or she was, until her ex left her with nothing but writer’s block and a broken heart. But when she gets stuck in the elevator with a handsome stranger, she sees their meet cute for what it is: just a one-night stand. It might have worked, too, if they could stop running into each other. Actor Mason West sees Sawyer’s reappearance in his life as a sign. Obviously, they’re meant to cure each other. Him of the hopeless romanticism that only ends in heartbreak—and tabloid trainwrecks—and Sawyer of her writer’s block.

If your twenties are supposed to be the best years of your life, Bennet Taylor is failing miserably . . . with a big emphasis on the miserable. Where’s that zest she keeps hearing about? She’s a temp worker in New York City with no direction, no future, and no social life. And at the painful center of this listlessness is grief over the death of her first love.