Dear AI: The Funniest, Weirdest, and Most Unhinged Things People Have Asked Artificial Intelligence and the Confidently Wrong Answers They Got Back
Paperback
Series: Read It & Weep, Book 8
Games & Activities GeneralHumorGeneral Computers
Please select the version of book you would like to purchase.
ISBN13: 9798199431774
Publisher: Independently Published
Published: May 31 2026
Pages: 242
Weight: 0.72
Height: 0.55 Width: 6.00 Depth: 9.00
Language: English
Publisher: Independently Published
Published: May 31 2026
Pages: 242
Weight: 0.72
Height: 0.55 Width: 6.00 Depth: 9.00
Language: English
You asked it a simple question. It gave you an existential crisis. DEAR AI is a collection of 255 of the funniest, strangest, and most unexpectedly profound conversations between humans and artificial intelligence. From confidently wrong answers to accidentally beautiful philosophy, from missed sarcasm to unsolicited therapy sessions, this book captures the absurd, hilarious, and surprisingly moving reality of talking to a machine that thinks it understands you. 13 chapters of AI at its best and worst: - The Confident Idiot - wrong answers delivered with absolute certainty
- Taking It Literally - every idiom, metaphor, and joke processed with zero common sense
- The Accidental Philosopher - simple questions that broke AI into unexpected depth
- The Passive-Aggressive Helper - technically helpful, emotionally devastating
- The Recipe for Disaster - cooking advice, DIY tips, and life hacks that would kill you
- AI vs Sarcasm - every time the machine completely missed the joke
- The Oversharer - 500-word answers to yes-or-no questions
- The Therapy Session - people venting to AI and getting accidentally good advice
- Lost in Translation - translations, summaries, and rewrites gone spectacularly wrong
- The Negotiator - arguing, bargaining, threatening, and begging a chatbot
- AI at Work - emails, cover letters, and meeting summaries that should never have been sent
- The Hall of Artificial Stupidity - the all-time greatest AI moments
- Five Stars (But Why?) - the moments where AI was unexpectedly, genuinely brilliant Perfect for: anyone who has ever argued with a chatbot, been accidentally therapised by one, or received a 3-paragraph answer to what time is it? Gift it to the tech person in your life, the friend who screenshots AI fails, or anyone who has ever whispered that is not what I asked at their phone. Any resemblance to a conversation you have had with a chatbot at 2am is purely coincidental but statistically inevitable. Part of the Read It & Weep series from Sharp Pen Publishing.
- The Accidental Philosopher - simple questions that broke AI into unexpected depth
- The Passive-Aggressive Helper - technically helpful, emotionally devastating
- The Recipe for Disaster - cooking advice, DIY tips, and life hacks that would kill you
- AI vs Sarcasm - every time the machine completely missed the joke
- The Oversharer - 500-word answers to yes-or-no questions
- The Therapy Session - people venting to AI and getting accidentally good advice
- Lost in Translation - translations, summaries, and rewrites gone spectacularly wrong
- The Negotiator - arguing, bargaining, threatening, and begging a chatbot
- AI at Work - emails, cover letters, and meeting summaries that should never have been sent
- The Hall of Artificial Stupidity - the all-time greatest AI moments
- Five Stars (But Why?) - the moments where AI was unexpectedly, genuinely brilliant Perfect for: anyone who has ever argued with a chatbot, been accidentally therapised by one, or received a 3-paragraph answer to what time is it? Gift it to the tech person in your life, the friend who screenshots AI fails, or anyone who has ever whispered that is not what I asked at their phone. Any resemblance to a conversation you have had with a chatbot at 2am is purely coincidental but statistically inevitable. Part of the Read It & Weep series from Sharp Pen Publishing.
Also from
Publishing, Sharp Pen
Actually... 2: You Fell For It Again - Even More Things You Think You Know That Are Completely Wrong
Publishing, Sharp Pen
Paperback
$17.99
Also in
Humor
I Can't Believe I Did That: The Game That Gives You Points for Sharing Awkward, Awesome, and Unforgettable Memories: Card Games
Nadelberg, David
Katcher, Neil
Other
$20.00
The Science Magpie: Fascinating Facts, Stories, Poems, Diagrams and Jokes Plucked from Science
Flynn, Simon
Paperback
From $9.99
Fixing Flamingos: And Other Solutions to the World's Least Pressing Problems
Brown, Lucienne
Rea, Brian
Paperback
$18.95
How to Be a Cat: (Cat Books for Kids, Cat Gifts for Kids, Cat Picture Book)
Lazar, Ralph
Swerling, Lisa
Hardcover
$4.99
Peculiar Questions and Practical Answers: A Little Book of Whimsy and Wisdom from the Files of the New York Public Library
New York Public Library
Hardcover
$9.99
How to Be Okay When Nothing Is Okay: Tips and Tricks That Kept Me Alive, Happy, and Creative in Spite of Myself
Lawson, Jenny
Hardcover
$26.10
Bake It Off: An Unofficial Taylor Swift-Inspired Cookbook for Every Era, from Breakfast to Midnights
Smith, Lindsey
Hardcover
From $12.99
Big Fan: Two Friends, 82,490 Miles, and the Wild, Wonderful Sports We Love
Schur, Michael
Posnanski, Joe
Hardcover
$31.50
Black Out Loud: The Revolutionary History of Black Comedy from Vaudeville to '90s Sitcoms
Bennett, Geoff
Hardcover
$29.69
We Are the World (Cup): A Personal History of the World's Greatest Sporting Event
Bennett, Roger
Hardcover
$27.00
Pardon My Book: Ten Years of the Best (and Worst) in Sports from Pardon My Take
Commenter, Pft
Big Cat
Hardcover
$33.25
How to Grow Up Without Becoming a Grown-Up: Big Lessons from Little Kids
Shapiro-Barnum, Julian
Hardcover
$23.40
The Ultimate Hitchhiker's Guide to the Galaxy: Five Novels in One Outrageous Volume
Adams, Douglas
Paperback
$23.40
The New Worst-Case Scenario Survival Handbook: Expert Advice for Extreme Situations
Borgenicht, David
Piven, Joshua
Hardcover
$18.95
There Are Moms Way Worse Than You: Irrefutable Proof That You Are Indeed a Fantastic Parent
Boozan, Glenn
Hardcover
$14.25
How to Talk to Your Cat about Gun Safety: And Abstinence, Drugs, Satanism, and Other Dangers That Threaten Their Nine Lives
Auburn, Zachary
Paperback
From $6.99
Not Today, Fascists: The Lies That Got Us Here, and the Truths That Will Reunite Us
Welch, Jennifer
Hardcover
$27.54
Nobody Wants Your Sh*t: The Art of Decluttering Before You Die (New York Times Bestseller)
Condo, Messie
Hardcover
$18.99
