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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 showing two characters drawn in opposing styles

The Most Recognizable Cartoon Styles

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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law cartoons

Cartoons for Lawyers: Market Your Practice with Humor

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Special Features



Bob’s Cartoon Lounge

Thanksgiving cartoons

Bob Mankoff’s Favorite Thanksgiving 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

Jack Ziegler cartoons

Anatomy of a Cartoon: Triumph of the Introverts

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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Recent Posts

“Weird Diners” Caption Contest Commentary with Lawrence Wood

August 17, 2020 by Lawrence Wood

Ivan Ehlers’ cartoon is set in a restaurant, where a waiter with a menu in his hand is addressing two diners. They look like slugs, but because they don’t have eye stalks I’m assuming they’re alien life forms. All my captions are inspired by comments or suggestions that waiters make before taking orders. “Might I…
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“Office Clown” Caption Contest Commentary with Lawrence Wood

August 11, 2020 by Lawrence Wood

In Kaamran Hafeez’s cartoon, a clown whose office furniture has been fashioned out of circus balloons is addressing a female colleague. I didn’t like my first idea—“I’m dressing for the job I want”—because some variation on that joke is submitted for every contest that features a character wearing inappropriate clothing. I expect to see a…
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Airport security cartoons

Anatomy of a Cartoon: Vacation Travel

August 10, 2020 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 vacations. Do you miss vacations? Do you even remember them? If vacation travel brings to mind exotic, fun-filled adventures or quiet moments in a cabin by a mountain…
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“Easy Money” Caption Contest Commentary with Lawrence Wood

August 4, 2020 by Lawrence Wood

This contest is so challenging, Bob Mankoff received an e-mail from a former editor at The Wall Street Journal asking for help deciphering Maddie Dai’s cartoon. Bob didn’t give him or me any hints, but it looks like a counterfeiting or forgery operation. Two men are seated at a table, busy at work. Hanging above…
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Rescheduling the election

How About Never – The Beat Goes On

August 4, 2020 by Bob Mankoff

If you know me, you know this cartoon, and it might be the only thing you know about me. But even if you don’t know me or the cartoon, you’ve probably come across the joke in some form or another. It’s been part of the cultural conversation since it appeared three decades ago. For example,…
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“Runner’s High” Caption Contest Commentary with Lawrence Wood

July 29, 2020 by Lawrence Wood

In Kendra Allenby’s cartoon, joggers and cyclists and dog-owners are running and biking and strolling through Central Park. In the air above them is a woman with her arms extended out to the side. She’s dressed like a jogger and addressing one of the runners below her. She looks annoyed. Why is she up there?…
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