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Welcome to the CartoonStock Blog

Here you’ll find insights from Bob Mankoff, former New Yorker Cartoon Editor, educational resources to help you use humor, our very own Cartoon Caption Contest, and plenty of cartoons. Sign up for cartoons & offers straight to your inbox and never miss a laugh!


Expert Guides & Insights

Cartoon History

A cartoon showing an auctioneer commenting that the art value has increased over time

Cartoon Collecting: The Rise of Cartoons as Valuable Art.

Learn More About The History of Cartoons

Psychology Behind the Humor

Cartoon by Arcadio Esquivel. a man stands in awe before a large tree that has branches made of hands reaching out in various directions.

Cultural Differences in Humor

View all Posts

Have Something Specific in Mind?

Cartoon by Ron McGeary

How to Add Humor to Tech Presentations Using Cartoons

Find Cartoons for Your Industry


Special Features



Bob’s Cartoon Lounge

Sam Gross Cartoons

Best Seller Spotlight: Sam Gross

View All of Bob Mankoff's Hilarious Insights

Caption Contest Commentary

“Bigfoot and Reporters” Caption Contest Commentary with Lawrence Wood

View Previous Competitions

Anatomy of a Cartoon

Danny Shanahan cartoons

Anatomy of a Cartoon: Valentine’s Day

More From Phil Witte and Rex Hesner


Fun & Games

CartoonStock Caption Contest

The New Cash-Prize Caption Contest.

So you think you're funny? We do, too!! Each month we're offering a cash prize of $1,000, $500 to first place and 5 runners-up prizes of $100 each. What's the catch, you ask? Well, you have to pay $5 to play. But with a chance at up to 500 smackeroos, it's well worth it!


ENTER NOW

View previous winners

The Fill in the Blank Game

Welcome to the CartoonStock Fill in the Blank Game where you can complete humorous captions and add your creative twist to classic cartoons.

Ready to test your wit and creativity? Join the fun and see if you can fill in the blanks like a pro!

PLAY NOW
CartoonStock Fill in the Blank Game

CartoonStock Caption match game

Caption Match Challenge.

Select the caption that best matches the image before the time runs out. Can you beat your best score?


TRY IT NOW

Recent Posts

image showing diversity and multicultural inclusion

Accessible Cartoon UX: Designing Clear and Inclusive User Experiences

December 15, 2025 by CartoonStock

  Part of our UX Design with Cartoons guide Why Accessibility Applies to Cartoons Too When teams think about accessibility in UX, they usually focus on color contrast, keyboard navigation, and screen reader compatibility. These are critical, but there’s a piece that often gets overlooked: visual content itself. And that includes cartoons. Accessible cartoon UX…
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Image of a computer hugging a man as its user friendly

Humanizing UX with Cartoons: Creating More Human, Trustworthy Interfaces

December 12, 2025 by CartoonStock

Part of our UX Design with Cartoons guide The Missing Ingredient in Most Digital Experiences Digital interfaces are efficient. They’re scalable. They can serve millions of users simultaneously without breaking a sweat. But here’s what they’re not: human. Most apps and websites feel transactional. Users click buttons, fill forms, and complete tasks in environments that…
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image showing a computer's thought bubble reading "human error"

How Error State Cartoons Improve UX

December 9, 2025 by CartoonStock

Part of our UX Design with Cartoons guide The Psychology of Frustration (And Why It Matters in UX) Something went wrong. The page didn’t load. The payment failed. The search returned zero results. In these moments, users experience a spike of frustration, confusion, or disappointment. This is one of the most critical moments in your…
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Image showing Einstein looking confused

How Cartoons Enhance User Onboarding and First-Time Experiences

December 4, 2025 by CartoonStock

  Part of our UX Design with Cartoons guide First Impressions Are Everything (And Usually Overwhelming) The onboarding experience can make or break a product. Users arrive with a mix of curiosity, skepticism, and impatience. They want to understand what your product does, how it benefits them, and whether they can figure it out without…
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Image of 404 page not found

How Cartoons Improve UX Clarity & Reduce Cognitive Load

December 1, 2025 by CartoonStock

How Cartoons Reduce Cognitive Load in UX Design   Part of our UX Design with Cartoons comprehensive guide Why Your Users Are Mentally Exhausted (And How to Fix It) Every click, scan, and decision your users make costs them mental energy. Psychologists call this cognitive load—the amount of brainpower required to process information and complete…
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Image of a sheep being asked what field it is in

Industry-Specific Cartoon Licensing Guide

November 27, 2025 by CartoonStock

Industry-Specific Cartoon Licensing: A Practical Guide for Every Sector When Humor Meets Compliance Here’s a situation that plays out more often than you’d think: A marketing team finds the perfect cartoon for their campaign. It’s funny, it’s on-brand, and it’ll make their audience actually want to read their content. They’re ready to hit “publish”—until someone…
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