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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

Editorial cartoon depicting a funnel labeled 'Aid' blocked by a valve marked 'Corruption,' dripping a single drop toward a starving child holding a bowl—commentary on how corruption prevents humanitarian aid from reaching those in need.

How Editorial Cartoons Have Shaped Social Commentary Beyond Politics

Learn More About The History of Cartoons

Psychology Behind the Humor

Cartoon by Andrew Toos. During a board meeting the lead is asking why his humor is not apprieciated

What Makes Cartoons Funny

View all Posts

Have Something Specific in Mind?

Cartoon by Dave Allen

How Cartoons Can Make Tech Content More Engaging

Find Cartoons for Your Industry


Special Features



Bob’s Cartoon Lounge

Bob Mankoff's Cartoon Lounge

Cartoons are for Learning

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

fairytale cartoons

Anatomy of a Cartoon: Fairy Tales

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

View previous winners

Recent Posts

Historic single-panel cartoon from The New Yorker, 1930s

The Evolution of Cartoon Art: How Styles Have Changed Over Time

April 18, 2025 by CartoonStock

Cartoons have always reflected the times. From hand-drawn political sketches in centuries-old newspapers to sleek digital illustrations in today’s social feeds, the evolution of cartoon art reveals just how much our tools, styles, and sensibilities have changed. Part of our History & Art of Cartoons guide From Quill to Ink: The Birth of Cartooning Cartoon art…
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Historic single-panel cartoon from The New Yorker, 1940

How Single-Panel Cartoons Became a Unique Art Form

April 16, 2025 by CartoonStock

Part of our History & Art of Cartoons guide Single-panel cartoons are deceptively simple. One image. One caption (if that). And yet, in that small space lies the power to amuse, provoke, educate—or all three at once. While comic strips and animated features often take the spotlight, the single-panel cartoon has carved out its own artistic…
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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

April 10, 2025 by CartoonStock

Part of our History & Art of Cartoons guide Cartooning has always been a hands-on craft—but over the past few decades, the artist’s toolbox has dramatically changed. What once involved pens, brushes, and stacks of bristol board now often takes place entirely on a screen. The shift from hand-drawn to digital cartoons hasn’t just affected how…
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An illustration titled “A Mother’s Hands” features various drawings of hands in nurturing gestures. Surrounding the images are words describing the actions of a mother’s hands: soothing, caressing, teaching, guiding, loving, calming, consoling, nurturing, and comforting.

Mother’s Day Cartoons: Seasonal Spotlight

April 7, 2025 by CartoonStock

Moms deserve more than just flowers and breakfast in bed (although, let’s be honest, those are pretty great). What better way to celebrate all the chaos, love, and hilarious realities of motherhood than with Mother’s Day cartoons that capture it perfectly? This Mother’s Day, we’re spotlighting some of our favorite cartoons about moms—the multitaskers, miracle-workers,…
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“Mr Monopoly” Caption Contest Commentary with Lawrence Wood

April 7, 2025 by Lawrence Wood

Bob Mankoff was unable to join the judging panel this month because he was not feeling well, and we all wish him a speedy and complete recovery.  New Yorker cartoonist Kyle Bravo submitted the drawing for this month’s contest, which features Mr. Monopoly, the mascot of the board game Monopoly. He’s in his living room,…
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A black-and-white framed cartoon print featuring a smiling mother holding her child. Beside them is the large text “THANK YOU,” filled with smaller handwritten messages expressing gratitude for everything a mother does, such as teaching, comforting, and loving

The Best Mother’s Day Cartoon Gifts for 2025

April 5, 2025 by CartoonStock

Moms are superheroes, multitaskers, and (let’s face it) the funniest people we know—whether they mean to be or not! This Mother’s Day, skip the usual flowers and candles. We’ve got something thoughtful, unique, and guaranteed to make her smile: Mother’s Day cartoon gifts that celebrate motherhood with humor and heart. Here are our favorite gift…
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