12 Best Chelsea Handler Books to Read in 2025

If you love Chelsea Handler books, you’ll enjoy these witty, wild memoirs full of sharp humor, awkward moments, and honest confessions.

My Horizontal Life: A Collection of One-Night Stands coverChelsea Chelsea Bang Bang cover

Welcome to our wild and hilarious hunt for the best Chelsea Handler books and those that feel just like them. We know that you want more than just any book—you want cheeky stories, real awkward moments, and honest laughs. So, we picked books that bring the same mix of bold humor, cringe-worthy truths, and that special ‘did-they-really-say-that’ energy. Whether you’re a Handler fan or just chasing a good laugh, these picks will not let you down—unless you hate fun, in which case, we can’t help you.

On this list:

12 My Horizontal Life: A Collection of One-Night Stands by Chelsea Handler

My Horizontal Life: A Collection of One-Night Stands cover

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2005
  • Pages: 240

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We picked this one because it’s Handler’s first book and pure chaos. She shares stories of her wild adventures, her many mistakes, and more bad dates than a Tinder power user. It’s like reading your best friend’s texts, if your best friend was a bit tipsy and always funny.

11 Are You There, Vodka? It’s Me, Chelsea by Chelsea Handler

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2008
  • Pages: 272

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This book is a riot. Chelsea Handler books wouldn’t be the same without this gem. It’s filled with wild stories, oversharing, and moments that are so awkward, you’ll want to crawl under the couch. It’s like vodka for your brain—quick, strong, and leaves you with a silly grin.

10 Chelsea Chelsea Bang Bang by Chelsea Handler

Chelsea Chelsea Bang Bang cover

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2010
  • Pages: 256

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Another chapter in the Chelsea Handler books saga. Here, Chelsea takes on travel, her dad, and more weird situations. You can almost hear her cackling as you read along. Sometimes the stories go too far, but so does Chelsea, and that’s why we love her.

9 Lies That Chelsea Handler Told Me by Chelsea Handler, Chelsea’s Friends and Family

Lies That Chelsea Handler Told Me cover

  • Genre: Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2011
  • Pages: 304

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This book is written by all the poor souls Chelsea has pranked, tricked, and traumatized. If you’ve ever wondered what it’s like to know her in real life, read this. Chelsea Handler books are wild, but her friends’ stories are even wilder.

8 Uganda Be Kidding Me by Chelsea Handler

Uganda Be Kidding Me cover

  • Genre: Memoir/Humor/Travel
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2014
  • Pages: 272

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A travel book, but Chelsea style. She drinks, complains, and embarrasses herself on several continents. If you crave chelsea handler books full of vacation disasters and awkwardness, this is the book for you.

7 Life Will Be the Death of Me: . . . and you too! by Chelsea Handler

Life Will Be the Death of Me: . . . and you too! cover

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2019
  • Pages: 256

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Chelsea Handler books grew up a little with this one. She gets honest and real about her therapy journey, but keeps the laughs coming. It’s still funny, but with a dose of feels.

6 Bossypants by Tina Fey

Bossypants cover

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2011
  • Pages: 277

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If you like chelsea handler books, you’ll love Tina Fey’s chaos. She’s equally sharp, a little nerdier, but just as unfiltered. And there’s a whole section about weird jobs. Classic.

5 Yes Please by Amy Poehler

Yes Please cover

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2014
  • Pages: 329

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Amy Poehler brings her own brand of wild honesty and awkward comedy. It’s got big Handler energy, but maybe a little more yoga. Still plenty of oversharing, though.

4 I Can’t Make This Up: Life Lessons by Kevin Hart

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2017
  • Pages: 400

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Hart’s stories remind us of chelsea handler books—lots of fails, lots of jokes, and a few lessons from someone who’s probably running late to something. Plenty of LOL moments.

3 Is Everyone Hanging Out Without Me? (And Other Concerns) by Mindy Kaling

Is Everyone Hanging Out Without Me? (And Other Concerns) cover

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2011
  • Pages: 222

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Mindy Kaling channels Handler’s mix of sarcasm and lovable messiness. The stories are charming and random, just like the chelsea handler books we can’t get enough of.

2 Not That Kind of Girl: A Young Woman Tells You What She’s ‘Learned’ by Lena Dunham

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2014
  • Pages: 265

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Lena walks the same TMI line as Handler, with stories about family, dating, and all the stuff people don’t usually share. Great for fans of embarrassing tales and cringey laughs.

1 Are You There, Vodka? It’s Me, Chelsea by Chelsea Handler

  • Genre: Memoir/Humor
  • Formats: Hardcover, Paperback, Kindle, Audiobook
  • Year released: 2008
  • Pages: 272

Get your copy on Amazon ↗

We crown this the best of all Chelsea Handler books (and the whole list). It’s peak Chelsea: sharp, totally unfiltered, and with so many moments where we had to put the book down to laugh. Reading this with friends felt like we were all out at a bad bar together, getting kicked out for laughing too loud. Sure, she overshares, and sometimes there’s a joke that misses. But Chelsea Handler books are all about those wild swings. Nobody else can make childhood, drinking, and family dinner sound this nuts. If you’re looking for the heart and soul of Chelsea Handler books, plus some strong ab workout from all the giggles, start here.

Steve Peterson Cartoonified
Steve Peterson

Hi there! I'm Steve Peterson, a passionate reading enthusiast who loves nothing more than getting lost in a good book. My love for literature spans across genres, from thrilling mysteries and gripping fantasy to thought-provoking non-fiction.

I hope my reviews help you find the perfect next book to dive into!