Books like Bossypants

A hilarious, rapid-fire masterclass in navigating life's absurdities with sharp wit and unapologetic confidence. These 12 books are the closest matches in mood, pace and themes, with what each one shares with Bossypants.

energetic
chaotic
warm
hilarious

01
Yes Please
Amy Poehler
Like sitting down for a boisterous, wine-fueled dinner with your funniest, wisest friend who isn't afraid to tell you the messy truth.
Shares:
- energetic
- warm
- self-deprecating
- conversational
02
How to be a woman
Caitlin Moran
A riotous, unapologetic manifesto disguised as a memoir that makes you laugh out loud while dismantling the patriarchy.
Shares:
- energetic
- hilarious
- self-deprecating
- candid
03
Shrill
Lindy West
A hilarious, battle-tested manifesto for taking up space and refusing to apologize for it.
Shares:
- warm
- hilarious
- wry
- finding your voice
04
Why not me?
Mindy Kaling
A hilarious, cocktail-hour catch-up with your most successful, unapologetically ambitious friend.
Shares:
- energetic
- self-deprecating
- conversational
- imposter syndrome
05
Is everyone hanging out without me? (and other concerns)
Mindy Kaling
A hilarious, rapid-fire sleepover chat with your smartest, most neurotically charming best friend.
Shares:
- wry
- self-deprecating
- conversational
- imposter syndrome
06
The girl with the lower back tattoo
Amy Schumer
A raucous, surprisingly vulnerable late-night conversation with your funniest, messiest friend.
Shares:
- self-deprecating
- candid
- finding your voice
07
Live from New York
Tom Shales
A chaotic, polyphonic backstage pass to the messy, drug-fueled, and brilliant creation of a comedy empire.
Shares:
- chaotic
- wry
- candid
08
I Remember Nothing and Other Reflections
Nora Ephron
A sharp, hilarious, and ultimately heartbreaking conversation with your smartest friend over a very good lunch.
Shares:
- wry
- self-deprecating
- sharp
- conversational
09
Chelsea Chelsea bang bang
Chelsea Handler
A brisk, laugh-out-loud exploration of the ridiculous side of relationships, childhood, and navigating adulthood.
Shares:
- energetic
- candid
10
Dear Girls
Ali Wong
A raunchy, laugh-out-loud love letter to the next generation that hides surprising tenderness beneath layers of unapologetic filth.
Shares:
- energetic
- warm
- hilarious
- embracing imperfection
11
Born standing up
Steve Martin · 2007
A quiet, analytical masterclass on the grueling, lonely mechanics of becoming a legend and the grace of walking away.
Shares:
- wry
- self-deprecating
12
Sh*t my dad says
Justin Halpern
A rapid-fire barrage of hilariously profane paternal wisdom that unexpectedly warms the heart.
Shares:
- chaotic
- warm

Back to Bossypants