15 Books Like Pineapple Street You’ll Love

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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.

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

Crazy Rich Asians by Kevin Kwan book cover

A professor visits Singapore and meets her boyfriend's very rich family. Glittering, gossipy and funny.

Best for: escapist comedy.

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2. Fleishman Is in Trouble by Taffy Brodesser-Akner

Fleishman Is in Trouble by Taffy Brodesser-Akner book cover

A man's divorce is told partly through the eyes of a friend. Sharp on modern marriage and ambition.

Best for: midlife satire.

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3. Beach Read by Emily Henry

Beach Read by Emily Henry book cover

Two writers who are rivals swap genres for a summer. Banter, grief and a happy ending.

Best for: readers who want banter.

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4. Big Little Lies by Liane Moriarty

Big Little Lies by Liane Moriarty book cover

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.

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5. The Wedding People by Alison Espach

The Wedding People by Alison Espach book cover

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.

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6. Daisy Jones & The Six by Taylor Jenkins Reid

Daisy Jones & The Six by Taylor Jenkins Reid book cover

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.

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7. The Seven Husbands of Evelyn Hugo by Taylor Jenkins Reid

The Seven Husbands of Evelyn Hugo by Taylor Jenkins Reid book cover

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.

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8. Something Borrowed by Emily Giffin

Something Borrowed by Emily Giffin book cover

A woman falls for her best friend's fiance. Light and easy.

Best for: love triangle.

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9. The Last Mrs. Parrish by Liv Constantine

The Last Mrs. Parrish by Liv Constantine book cover

A woman schemes to take over another woman's perfect life. Glossy and devious.

Best for: rich-people drama.

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10. Followers by Megan Angelo

Followers by Megan Angelo book cover

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.

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11. Mrs. March by Virginia Feito

Mrs. March by Virginia Feito book cover

A wealthy woman descends into suspicion after reading a novel. Eerie and sharp.

Best for: creeping paranoia.

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12. Queenie by Candice Carty-Williams

Queenie by Candice Carty-Williams book cover

Queenie, a Jamaican British woman in London, struggles after a breakup. Funny, honest and raw.

Best for: readers who like modern London stories.

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13. Everything I Know About Love by Dolly Alderton

Everything I Know About Love by Dolly Alderton book cover

Alderton writes about friendship, love and growing up. Funny and tender.

Best for: funny and honest.

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14. Summer Sisters by Judy Blume

Summer Sisters by Judy Blume book cover

Two friends share summers on Martha's Vineyard for decades. Blume's adult novel about friendship and desire.

Best for: grown-up Blume.

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15. Bet Me by Jennifer Crusie

Bet Me by Jennifer Crusie book cover

A romantic comedy about a bet and a diner full of friends. Not a mystery, but just as funny.

Best for: romantic humor.

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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.

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