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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 a person emerging from a pot of ink, next to him are blank sheets of paper

The Evolution of Cartoon Art: From Hand-Drawn to Digital Cartoons

Learn More About The History of Cartoons

Psychology Behind the Humor

The Jump Scare

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Cartoons for Insurance Agents: Reach New Clients with Humor

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Special Features



Bob’s Cartoon Lounge

Watch Bob Mankoff’s Facebook Live: How About Never? My Life in Cartoons

View All of Bob Mankoff's Hilarious Insights

Caption Contest Commentary

“No Rest for the Wicked” Caption Contest Commentary with Lawrence Wood

View Previous Competitions

Anatomy of a Cartoon

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Anatomy of a Cartoon: Real Estate

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!


ENTER NOW

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Recent Posts

“Demonic Playdate” Caption Contest Commentary with Lawrence Wood

July 5, 2022 by Lawrence Wood

Before I explain how I came up with a few captions for Shannon Wheeler’s drawing and highlight the best of your entries, here’s a message from Bob Mankoff: “Congratulations to all of you who entered our new Cash-Prize contest! You did something most people can’t do and that’s come up    with any caption at…
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Stay Tooned Issue #5

June 22, 2022 by Bob Mankoff

Welcome to the latest issue of STAY TOONED, where you’ll find everything you ever wanted to know about cartoons. Each month, we bring you updates and features on the world of cartooning, including cartoonist profiles and interviews, book excerpts, special cartoon features, cartoon games such as the Caption Contest, products, and so much more.

“Prehistoric Washer” Caption Contest Commentary with Lawrence Wood

June 20, 2022 by Lawrence Wood

Kaamran Hafeez’s cartoon is set in a cave, where two cavemen are looking at a washing machine. One of the cavemen is speaking. Because the cavemen are wearing animal skins, which wouldn’t do well in a washing machine, I initially came up with these three captions:  “But everything we have is dry-clean only.” “Nothing we…
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Anatomy of a Cartoon: Crime and Punishment

June 20, 2022 by Phil Witte and Rex Hesner

Cartoon critics Phil Witte and Rex Hesner look behind the gags to debate what makes a cartoon tick. This week our intrepid critics take a look at Crime and Punishment. Long-running television dramas, such as the CSI series, attest to our enduring fascination with crime and punishment. Likewise, cartoonists find the subject irresistible, as over…
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What is a Dry Sense of Humor?

June 15, 2022 by Bob Mankoff

Usually, when a person is joking, it’s obvious. The person is smiling, and their face is animated and happy. But for “dry humor,” this ‘I’m telling a joke face” is a no- no. The joke must be delivered totally deadpan.  Dry humor requires both regular smarts and social intelligence. That’s why is both used and…
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Teaching Cartoons

Stay Tooned Issue #4

May 24, 2022 by Bob Mankoff

Welcome to the latest issue of STAY TOONED, where you’ll find everything you ever wanted to know about cartoons. Each month, we bring you updates and features on the world of cartooning, including cartoonist profiles and interviews, book excerpts, special cartoon features, cartoon games such as the Caption Contest, products, and so much more.

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