Sunday Book Review – Pineapple Street by Jenny Jackson

My Sunday Book Review is for Pineapple Street by Jenny Jackson. Thanks to Netgalley for an advanced copy. This is a good escape read about a wealthy family of characters, their dysfunction, and for some – their oblivion about others who don’t come from money.

“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

Darley, the eldest daughter in the closely-tied, carefully-guarded, old money Stockton family, made the classic feminine mistake and gave up her job for her children before she realized she’d sacrificed more of herself than she intended; Sasha married into the Stocktons, and finds herself the outsider looking into the fishbowl, wondering if she will ever understand their ways; and Georgianna, the baby of the family, has fallen in love with someone she can’t (and really shouldn’t) have, and must confront the 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 (and a few appalling ones!), it’s about the peculiar unknowability of someone else’s family, the miles between the haves and have-nots and everything in between, and the insanity of first love—all wrapped in a story that is a sheer delight of a read.

A tale about how the 1% lives and their sometimes, oblivion to how the rest of the world live. It took one of the Stockton children, Cord, to marry out of money to bring awareness to the story by bringing in Sasha to bring attention to reality. The Stocktons come from old money and mother Tilda is both oblivious to those who aren’t as rich as much as she’s oblivious to the what’s really going on with her adult children – Cord, Darley and Georgianna.

Darley gives up her career for her husband Malcolm to raise two children and harbors a sore spot for her brother Cord who marries the middle class, artist, Sasha who were given Cord’s parents’ house on Pineapple Street to live in. Sasha finds it a bit like an old fashioned gaudy mansion of days of past and is scrutinized for her decisions, wanting more simplicity, by her upper class sister-in-laws and mother-in-law. Sasha tries to be friends with everyone, but her bougie sister-in-laws call her a gold digger behind her back – when clearly, she is not. In fact, her acceptance of signing a prenup (at her mother in-law’s insistence) with lame defense from Cord who fluffs it off as though it was for his own protection, would have been enough to send me packing – especially when his defense was ‘his family comes first’, before his wife to be.

Darley’s husband loses his important job and is afraid to let her parents know. Georgianna is a spoiled young woman who has no understanding about money. She falls in love with a married guy, believing he’ll leave his (pregant) wife for her some day, until tragedy strikes and Georgianna falls into a crazed depression, but her family are too self-centered to even notice until she loses it at Sasha’s baby reveal, and all the ugly truths start coming out.

At the end, the characters begin to recognize their flaws, apologies are made, and poor Sasha finally gets her wish for a brand new home – away from Pineapple Street. This was an enjoyable read, although I didn’t find it humorous, and except for Sasha, I found most of this family unlikeable characters. But that’s what keeps us reading!

©DGKaye2023