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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

Cartoon by Will Dawbarn. A man posting a letter with "delicately crafted satire please handle with care" written

Psychology of Satire

View all Posts

Have Something Specific in Mind?

insurance cartoons

Cartoons for Insurance Agents: Reach New Clients with Humor

Find Cartoons for Your Industry


Special Features



Bob’s Cartoon Lounge

Lazy-itis

View All of Bob Mankoff's Hilarious Insights

Caption Contest Commentary

“Making Hay” Caption Contest Commentary with Lawrence Wood

View Previous Competitions

Anatomy of a Cartoon

quarantine cartoons

Anatomy of a Cartoon: Cabin Fever

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

“Cowboy” Caption Contest Commentary with Lawrence Wood

July 31, 2019 by Lawrence Wood

In Kim Warp’s drawing, a cowboy on a horse is consulting a book and addressing a fallen cowboy he’s lassoed around the ankles. I first thought about the trope—common in old westerns—of dragging a cowboy behind a horse. In Warp’s drawing, of course, the lassoed cowboy is in front of the horse. Maybe, then, the…
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Anatomy of a Cartoon: From Staid to Steed

July 26, 2019 by Phil Witte and Rex Hesner

Cartoon critics Phil Witte and Rex Hesner look behind gags to debate what makes a cartoon tick. This week our intrepid critics take a look at how cartoons (and comedy) have changed. The generational upheaval in the late 1960s affected more than morals and politics. Stand-up comedy metamorphosed from snappy one-liners to the observational humor…
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Alex Gregory cartoons

Alex Gregory Cartoons: EXCLUSIVELY on CartoonStock.com

July 25, 2019 by CartoonStock

We’re thrilled to announce that licensing for New Yorker cartoonist Alex Gregory is now exclusively available on CartoonStock! Alex Gregory published his first cartoon in The New Yorker since 1999.  A Hollywood screenwriter by day (and quite successful, he’s an Emmy winner for his work on Veep) his cartoons have appeared in The New Yorker, Esquire,…
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“One More – Billy Wasn’t Crying.” Original Social Media Cartoons from The New Yorker

July 24, 2019 by CartoonStock

July 30 – August 30, 2019 Opening: Tuesday, July 30, 6-8 PM Featuring cartoons by: Roz Chast Maddie Dai Joe Dator John Klossner Robert Leighton Paul Noth David Sipress Benjamin Schwartz Tom Toro P.C. Vey Organized by Bob Mankoff and Peter Scott Carriage trade is pleased to present an exhibition of original cartoons from The…
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“Backstage Fruit” Caption Contest Commentary with Lawrence Wood

July 24, 2019 by Lawrence Wood

Robert Leighton has drawn a scene from an elementary school play. A teacher/director is backstage addressing two students who are dressed as an apple and a banana. Another student, dressed as a slice of bread, is on stage performing for the audience. I initially assumed the teacher was trying to answer the traditional actor’s question…
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“Attorneys-At-Ease” Caption Contest Commentary with Lawrence Wood

July 17, 2019 by Lawrence Wood

In the late J.B. Handlesman’s cartoon, a judge is presiding over a jury trial where the attorneys for both parties have fallen asleep (or passed out) at their tables. The jurors, the witness, and the judge are all looking at these two unconscious advocates, and the judge is speaking. When an attorney finishes presenting his…
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