At 30, Maggie May Wheeler has big plans for her vintage record shop and is about to be engaged to her childhood best friend. But when she stumbles across a letter she wrote to her future self when she was 13, she realizes it may not be enough. The letter ignites a desire to find her birth mother and discover where she really belongs. Her search takes her to dreamy Fire Island, where her birth mother is a guest at a wedding. As Maggie spies on her biological family, she’s caught between diving into their chaotic lives and returning to her comfortable world. Things heat up when a charming local makes her an offer to crash the wedding as his date. Is it the island’s magic, the whirlwind of the weekend, or the thrill of a fake beau that has her rethinking everything?

When a Zoom disaster upends Addison Irwin’s decade-long career at a posh Manhattan advertising agency, things look bleak for the thirty-something mid-western transplant. But an unexpected inheritance from an aunt she barely remembers --- a property on Fire Island, complete with guest house and artist’s studio --- changes everything. While debating whether to stay or sell, Addison learns that she’s also inherited her aunt’s list of eclectic guests, tying her to the island for seven summer weekends. Eager to convince Addison to keep the house rather than let a new buyer build a monstrosity in its place, the neighbors welcome her to their laid-back community. Well, all except the moody guy next door, who seems intent on glowering his way through life. Addison is determined not to let this detour on Fire Island throw her off track.

As a book editor, Julia Morse lived and breathed stories. Whether with her pen to a manuscript or curled up with a book while at her beloved Fire Island cottage, her imagination alight with a good tale, she could anticipate practically any ending. The ending she’d never imagined was her own. To be fair, no one expects to die at 37. So when the unthinkable happens to Julia, rather than following the light at the end of the proverbial tunnel, she chooses to spend one last summer near those she loves most. As she follows her adoring, novelist husband Ben to their --- unexpectedly full --- home on Fire Island, she discovers the ripple effect her life has had on the trajectory of so many.

Esme Nash is eager to leave her small town and begin her carefully planned post-grad life: a move to New York City, an apartment with her loving college boyfriend, and a fancy job at an art gallery. But when tragedy strikes, instead of heading to Manhattan, she returns home to care for her ailing father, leaving every bit of her dream behind. Seven trying years later, Esme is offered a dog-sitting job in Greenwich Village by a mysterious stranger, giving her access to all of her long-buried hopes and dreams --- as well as to an epic collection of designer shoes. Esme jumps at a second chance to step into the future she's sure was meant to be hers.

When Eliza Hunt created The Hudson Valley Ladies’ Bulletin Board 15 years ago, she was happily entrenched in her picture-perfect suburban life. Now, with an empty nest and a crippling case of agoraphobia, the once-fun hobby has become her lifeline. So when a rival parenting forum threatens the site’s existence, she doesn’t think twice before fabricating a salacious rumor to spark things up a bit. It doesn’t take long before that spark becomes a flame. Across town, new mom and site devotee Olivia York is thrown into a tailspin by what she reads on the Bulletin Board. Allison Le is making cyber friends with a woman who isn’t quite who she says she is. And Amanda Cole, Eliza’s childhood friend, may just hold the key to unearthing why Eliza can’t step out of her front door.

Natalie is a Bloomingdale’s salesgirl mooning over her ex-boyfriend; Felicia has been quietly in love with her boss for 17 years; and Andie is a cynical private detective who specializes in cheating husbands. For these three women, as well as many others --- a young model fresh from Alabama, a Hollywood star making her Broadway debut, an unemployed Brown grad who’s been faking a fabulous life on social media --- everything is about to change...and all thanks to the power of one perfect little black dress.