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Pineapple Street
Cover of Pineapple Street
Pineapple Street
A GMA Book Club Pick (A Novel)
Borrow Borrow
A Good Morning America Book Club Pick
“A vibrant and hilarious debut…Pineapple Street is riveting, timely, hugely entertaining and brimming with truth.” —Cynthia D’Aprix Sweeney, New York Times bestselling author of The Nest
“A delicious new Gilded Age family drama… a guilty pleasure that also feels like a sociological text.” —Vogue

A deliciously funny, sharply observed debut of family, love, and class, this zeitgeisty novel follows three women in one wealthy Brooklyn clan
Darley, the eldest daughter in the well-connected old money Stockton family, followed her heart, trading her job and her inheritance for motherhood but giving up far too much in the process; Sasha, a middle-class New England girl, has married into the Brooklyn Heights family, and finds herself cast as the arriviste outsider; and Georgiana, the baby of the family, has fallen in love with someone she can’t have, and must decide what kind of person she wants to be. 
Rife with the indulgent pleasures of life among New York’s one-percenters, Pineapple Street is a smart, escapist novel that sparkles with wit. Full of recognizable, loveable—if fallible—characters, it’s about the peculiar unknowability of someone else’s family, the miles between the haves and have-nots, and the insanity of first love—all wrapped in a story that is a sheer delight.
A Good Morning America Book Club Pick
“A vibrant and hilarious debut…Pineapple Street is riveting, timely, hugely entertaining and brimming with truth.” —Cynthia D’Aprix Sweeney, New York Times bestselling author of The Nest
“A delicious new Gilded Age family drama… a guilty pleasure that also feels like a sociological text.” —Vogue

A deliciously funny, sharply observed debut of family, love, and class, this zeitgeisty novel follows three women in one wealthy Brooklyn clan
Darley, the eldest daughter in the well-connected old money Stockton family, followed her heart, trading her job and her inheritance for motherhood but giving up far too much in the process; Sasha, a middle-class New England girl, has married into the Brooklyn Heights family, and finds herself cast as the arriviste outsider; and Georgiana, the baby of the family, has fallen in love with someone she can’t have, and must decide what kind of person she wants to be. 
Rife with the indulgent pleasures of life among New York’s one-percenters, Pineapple Street is a smart, escapist novel that sparkles with wit. Full of recognizable, loveable—if fallible—characters, it’s about the peculiar unknowability of someone else’s family, the miles between the haves and have-nots, and the insanity of first love—all wrapped in a story that is a sheer delight.
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Excerpts-
  • From the cover Prelude

    Curtis McCoy was early for his ten o’clock meeting so he carried his coffee to a table by the window, where he could feel the watery April sun. It was a Saturday, Joe Coffee was crowded, and Brooklyn Heights was alive, women in running tights pushing strollers along Hicks Street, dog walkers congregating at the benches on Pineapple Street, families dashing to soccer games, swimming lessons, birthday parties down at Jane’s Carousel.

    At the next table, a mother sat with her two adult daughters, drinking from blue-and-white paper cups, peering at the same phone.

    “Oh, here’s one! This guy’s profile says he likes running, making his own kimchi, and ‘dismantling capitalism.’”

    Curtis tried not to listen but couldn’t help himself.

    “Darley, he’s twice my age. No. Do you even understand how the app works?”

    The name Darley rang a bell, but Curtis couldn’t quite place her. Brooklyn Heights was a small neighborhood, she was probably just someone he’d seen in line ordering sandwiches at Lassen, or someone he’d crossed paths with at the gym on Clark Street.

    “Fine, fine. Okay, this guy says, ‘Cis male vegan seeks fellow steward of the Earth. Never eat anything with a face. Except the rich.’” “You can’t date a vegan. The footwear is ghastly!” the mother interrupted. “Give me that phone! Hmm. The whiffy here is terrible.”

    “Mom, it’s pronounced ‘wai-fai.’”

    Curtis risked a quick peek at the table. The three women were dressed in tennis whites, the mother a blonde with gold earrings and a notable array of rings on her fingers, the daughters both brunette, one lanky with straight hair cut to her shoulders, the other softer, with long wavy hair loosely tied in a knot. Curtis ducked his head back down and broke off a crumbly bite of poppyseed scone.

    “‘Bi and nonmonogamous looking for a Commie Mommy to help me smash the patriarchy. Hit me up to go dancing!’ Am I having a stroke?” the older woman murmured. “I don’t understand a word of this.”

    Curtis fought back a snicker.

    “Mom, give me the phone.” The wavy-haired daughter snatched back the iPhone and tossed it in her bag.

    With a start Curtis realized he knew her. It was Georgiana Stockton; she had been in his high school class at Henry Street ten years ago. He contemplated saying hello, but then it would be obvious he’d overheard their entire conversation.

    “In my day, things were so much simpler,” Georgiana’s mother tutted. “You just went out with your deb ball escort or maybe your brother’s roommate from Princeton.”

    “Right, Mom, but people my generation aren’t giant elitist snobs,” Georgiana said and rolled her eyes.

    Curtis smiled to himself. He could imagine having the same exact conversation with his own mother, trying to explain why he wasn’t going to marry her friend’s daughter just because they owned adjoining properties on Martha’s Vineyard. As Curtis watched Georgiana out of the corner of his eye, she suddenly jumped up from her chair.

    “Oh, no! I left my Cartier bracelet in Lena’s BMW and she’s leaving soon for her grandmother’s house in Southampton!”

    Georgiana tossed her bag over her shoulder, grabbed her tennis racket off the floor, planted quick kisses on both her mother and sister, and clattered past Curtis to the door. As she swept by, her tennis racket banged...
Reviews-
  • Kirkus

    January 1, 2023
    Money makes the world go round, particularly the world of an elite Brooklyn family. "On good days, Sasha could acknowledge how incredibly lucky she was to live in her house. It was a four-story Brooklyn limestone, a massive, formal palace that could have held ten of the one-bedroom apartments Sasha had lived in before. But on bad days...." As Sasha finally admits in a gloves-off monologue following a gender reveal party gone awry, on bad days, it's "a janky Grey Gardens full of old toothbrushes and moldy baskets." A wealthier cousin of Cynthia D'Aprix Sweeney's The Nest, Knopf editor Jackson's fiction debut is a comedy of manners charting the fates of the Stockton siblings and their spouses, circling around the house where they grew up in Brooklyn Heights, now inhabited by Cord and his wife, Sasha, who is referred to as the Gold Digger by Cord's sisters, Darley and Georgiana. That's unfair, though: Sasha signed a prenup. Meanwhile, Darley and her husband, Malcolm, a Korean American aviation-industry analyst who did not sign a prenup, are living off their own money as Darley fights the tedium of the entitled mommy lifestyle. Georgiana, much younger than her siblings, still single, is considered the do-gooder of the family because she works for a nonprofit, where she becomes involved in a passionate and very ill-advised relationship. From the opening scene, where Sasha's mother-in-law shows up to dinner with an entire replacement menu and a revised "tablescape," Jackson has a deft hand with all the passive-aggressive interactions that are so common in family life, perhaps particularly in this socio-economic stratum. She knows her party themes, her tennis clubs, her silent auctions, and her WASP family dynamics. Rich-people jokes, cultural acuity, and entertaining banter keep this novel moving at a sprightly pace as the characters learn their lessons about money and morals, though some of the virtuous reform seems a little much. A remarkably enjoyable visit with the annoying one percent, as close to crazy rich WASPs as WASPs can get.

    COPYRIGHT(2023) Kirkus Reviews, ALL RIGHTS RESERVED.

  • Publisher's Weekly

    January 9, 2023
    Jackson’s clever if tepid debut chronicles the struggles of three women born or married into an old-monied New York City family. Cord Stockton, the family’s middle child, marries Sasha, and the couple takes over the family’s Brooklyn Heights house. Sasha, who comes from a middle-class Rhode Island family, is referred to as “the GD” (gold digger) by Cord’s sisters. Darley Stockton, the oldest, gives up her banking career to be a full-time mom. Georgiana, the youngest, is mainly a directionless party girl with a gig at a nonprofit, where she’s sleeping with her married boss. Tensions come to a head as Darley’s and Georgiana’s fortunes shift and Sasha decides to beat it for Rhode Island. Unfortunately, most of the characters aside from Sasha are underdeveloped (Stockton matriarch Tilda delivers predictably cartoonish lines, like “Sasha, would you like to tell us what it was like growing up poor?”), though Jackson shines in her incisive observations about the ravages of contemporary real estate developments (at the former Hotel St. George, “ghosts of the original remained, the green balconies that once overlooked the swimming pool... now home to a series of elliptical machines where old people and college students climbed to nowhere”). Despite the dusty feeling, this has its moments. Agent: Brettne Bloom, Book Group.

  • Booklist

    February 1, 2023
    This family drama gives readers a look inside the lives of the affluent Stockton family, who reside in a historic brownstone in Brooklyn. Sasha has recently married into the family and just can't seem to navigate the upper-class waters of her new in-laws. Loving Cord has always been easy, but loving his tight-knit family is another story. Cord and his two sisters, Darley and Georgina, have grown up and lived around the fruit-named streets of Brooklyn most of their lives. The family's wealth and status have sheltered the Stocktons for generations and informed many of their habits and perceptions of life; letting an outsider in will prove to be tricky. Each family member's first-person narration offers a glimpse into their thoughts, unique perspectives, and experiences, allowing the reader to examine the same situation through many eyes. Filled with humor, love, the ups and downs of marriage, and tennis whites, this family's story is both endearing and exasperating. Readers will enjoy the author's exploration of both the perks and downsides of generational wealth.

    COPYRIGHT(2023) Booklist, ALL RIGHTS RESERVED.

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A GMA Book Club Pick (A Novel)
Jenny Jackson
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