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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

Cartoon by Barbara Shermund, two women talking and one says: “I don’t think he’s abnormal—he’s just versatile.”

From The Archives

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

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Cartoon by Dave Allen

Using Cartoons in Tech: How to Simplify, Humanize, and Supercharge Your Content

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Bob’s Cartoon Lounge

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Dad Day is Coming Your Way

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Caption Contest Commentary

“Making Hay” Caption Contest Commentary with Lawrence Wood

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Anatomy of a Cartoon

fishing cartoons

Anatomy of a Cartoon: Fishing

More From Phil Witte and Rex Hesner


Caption Contest

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!


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View previous winners

Recent Posts

Image of computer with "do not touch" onscreen

Using Cartoons in UI Design: How Cartoons Complement Icons, Avatars and Mascots

December 29, 2025 by CartoonStock

Why UI Needs Personality as Well as Clarity Part of our full guide -> UI & Visual Design with Cartoons: Strategic Visual Identity, Interface Elements, and Design System Integration Modern interfaces have never been cleaner. Design systems are more refined, icons more precise, and layouts more streamlined than ever before. But somewhere in all that…
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Image of a man with the key to success

Cartoons in UX Design: How Visual Communication Transforms Digital Experiences

December 19, 2025 by CartoonStock

Why Visual Communication Defines Modern User Experience Digital products compete on experience, not just features. Users abandon interfaces that confuse them, frustrate them, or feel impersonal. They gravitate toward products that communicate clearly, respond warmly, and make complex tasks feel manageable. This is where cartoons in UX design become strategic tools rather than decorative elements….
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“Gun-Toting Family” Caption Contest Commentary with Lawrence Wood

December 15, 2025 by Lawrence Wood

Because of this past weekend’s horrific mass shootings at Brown University in Rhode Island and at the Hanukkah celebration in Sydney, Australia, we came very close to pulling the following commentary on our 200th caption contest, which featured a drawing by New Yorker cartoonist Liam Francis Walsh. It’s set in a living room, where a…
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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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