Two years ago, 30-year-old receptionist Millie Chandler had her heart spectacularly broken in public. Ever since, she has been a closed book, vowing to keep everything to herself—her feelings, her truths, even her dreams—in an effort to protect herself from getting hurt again. But Millie does write emails—sarcastic replies to her rude boss, hard truths to her friends, and of course, that 1,000-word love declaration to her ex who is now engaged to someone else. The emails live safely in her drafts, but after a server outage at work, Millie wakes up to discover all her emails have been sent.

What if you were lost at sea…with your one-night stand? Zeke and Lexi thought it would just be a night of fun. They had no intentions of seeing each other again. Zeke is only in town for the weekend to buy back his late father’s houseboat. Lexi has no time for dating when she needs to help take care of her best friend's daughter.

Librarian Chloe Sampson has been struggling: to take care of her three younger siblings, to find herself, to make ends meet. She’s just about at the end of her rope when she stumbles across a rare edition of a book from the 1960s at the local flea market. Deciding it’s a sign of her luck turning, she takes it home with her—only to be shocked when her cranky hermit of a neighbor swoops in and offers to buy it for an exorbitant price. Intrigued, Chloe takes a closer look at the book only to find notes scribbled in the margins between two young lovers back when the book was new.

Still reeling from a recent tragedy, Erin Connolly knows she needs to start living, but has no idea how. When she accidentally donates her favorite book—a heavily annotated copy of To Kill a Mockingbird containing a memento she can’t be without—to a local Little Free Library, she’s devastated. But then the book turns up a week later, back in the library with fresh notes in the margins, along with an invitation in a copy of Great Expectations to meet her newfound pen pal.

When thirty-year-old post-double-mastectomy BRCA1 carrier and reluctant thrill-seeker Alison Mullally arrives at her ex-boyfriend Sam’s funeral to discover that no one knows he dumped her, she agrees to play the grieving girlfriend for the sake of the family. Little did she know this would mean packing up Sam's apartment with his prickly best friend, Adam Berg. After all, it'll only take four weekends . . . But Adam doesn’t want Alison anywhere near him. Forced to spend long hours with the grump and his monosyllabic demeanor, Alison decides to put her people-pleasing abilities to the test.