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Quick answer: If you loved Pineapple Street, read Kevin Kwan's Crazy Rich Asians, then Taffy Brodesser-Akner's Fleishman Is in Trouble, then Emily Henry's Beach Read, and Liane Moriarty's Big Little Lies and Alison Espach's The Wedding People. All are witty family and society stories.
Jenny Jackson's 2023 debut follows three women in a wealthy New York family. These picks share its humour and its look at wealth.
Table of Contents
Quick Picks at a Glance
| Book | Author | Ages | Best For |
|---|---|---|---|
| Crazy Rich Asians | Kevin Kwan | Adult | escapist comedy |
| Fleishman Is in Trouble | Taffy Brodesser-Akner | Adult | midlife satire |
| Beach Read | Emily Henry | Adult | readers who want banter |
| Big Little Lies | Liane Moriarty | Adult | readers who want drama |
| The Wedding People | Alison Espach | Adult | unexpected friendship |
| Daisy Jones & The Six | Taylor Jenkins Reid | Adult | readers who like music and drama |
| The Seven Husbands of Evelyn Hugo | Taylor Jenkins Reid | Adult | readers who like life stories |
| Something Borrowed | Emily Giffin | Adult | love triangle |
| The Last Mrs. Parrish | Liv Constantine | Adult | rich-people drama |
| Followers | Megan Angelo | Adult | readers who like tech satire |
| Mrs. March | Virginia Feito | Adult | creeping paranoia |
| Queenie | Candice Carty-Williams | Adult | readers who like modern London stories |
| Everything I Know About Love | Dolly Alderton | Adult | funny and honest |
| Summer Sisters | Judy Blume | Adult | grown-up Blume |
| Bet Me | Jennifer Crusie | Adult | romantic humor |
1. Crazy Rich Asians by Kevin Kwan

A professor visits Singapore and meets her boyfriend's very rich family. Glittering, gossipy and funny.
Best for: escapist comedy.
2. Fleishman Is in Trouble by Taffy Brodesser-Akner

A man's divorce is told partly through the eyes of a friend. Sharp on modern marriage and ambition.
Best for: midlife satire.
3. Beach Read by Emily Henry

Two writers who are rivals swap genres for a summer. Banter, grief and a happy ending.
Best for: readers who want banter.
4. Big Little Lies by Liane Moriarty

Parents at a school in Australia have secrets that come out after a trivia night ends in death. Sharp, funny and dark.
Best for: readers who want drama.
5. The Wedding People by Alison Espach

A woman checks into a Newport hotel on her way to end her life and meets a bride. Funny and surprisingly hopeful.
Best for: unexpected friendship.
6. Daisy Jones & The Six by Taylor Jenkins Reid

The oral history of a 1970s rock band that breaks up at its peak. Told in interview format.
Best for: readers who like music and drama.
7. The Seven Husbands of Evelyn Hugo by Taylor Jenkins Reid

A reclusive Hollywood star finally tells her life story to a young journalist. Glamorous, emotional and full of secrets.
Best for: readers who like life stories.
8. Something Borrowed by Emily Giffin

A woman falls for her best friend's fiance. Light and easy.
Best for: love triangle.
9. The Last Mrs. Parrish by Liv Constantine

A woman schemes to take over another woman's perfect life. Glossy and devious.
Best for: rich-people drama.
10. Followers by Megan Angelo

Two women chase fame in 2015, while a future story shows what fame becomes. A sharp social media satire.
Best for: readers who like tech satire.
11. Mrs. March by Virginia Feito

A wealthy woman descends into suspicion after reading a novel. Eerie and sharp.
Best for: creeping paranoia.
12. Queenie by Candice Carty-Williams

Queenie, a Jamaican British woman in London, struggles after a breakup. Funny, honest and raw.
Best for: readers who like modern London stories.
13. Everything I Know About Love by Dolly Alderton

Alderton writes about friendship, love and growing up. Funny and tender.
Best for: funny and honest.
14. Summer Sisters by Judy Blume

Two friends share summers on Martha's Vineyard for decades. Blume's adult novel about friendship and desire.
Best for: grown-up Blume.
15. Bet Me by Jennifer Crusie

A romantic comedy about a bet and a diner full of friends. Not a mystery, but just as funny.
Best for: romantic humor.
How We Chose These Books
Every pick is a real, widely available book that shares something specific with Pineapple Street: its tone, its themes, its pace or the kind of characters it puts at the center. We mixed well-known favorites with a few less obvious titles, and we noted who each book suits best so you can match it to the reader. Where a book belongs to a series, we list the first volume so you can start at the beginning.
If you are not sure where to begin, start with the first three picks in the table: they are the closest match to Pineapple Street. The rest of the list moves further out, so it works well once you know which part of the original you liked most.
How to Choose
For rich-family comedy, read Crazy Rich Asians or Fleishman Is in Trouble. For friendship, try Beach Read or Big Little Lies. For lighter reads, pick The Wedding People.
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Frequently Asked Questions
Who wrote Pineapple Street?
Jenny Jackson, in 2023.
What is it about?
Three women in a rich Brooklyn family.
Is it funny?
Yes, it is a social comedy.
Which book here is best for romantic humor?
Try Bet Me by Jennifer Crusie, which suits readers looking for romantic humor.
Which book here is best for grown-up Blume?
Try Summer Sisters by Judy Blume, which suits readers looking for grown-up Blume.
Which book here is best for funny and honest?
Try Everything I Know About Love by Dolly Alderton, which suits readers looking for funny and honest.
Which book here is best for readers who like modern London stories?
Try Queenie by Candice Carty-Williams, which suits readers looking for readers who like modern London stories.