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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 an auctioneer commenting that the art value has increased over time

Cartoon Collecting: The Rise of Cartoons as Valuable Art.

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

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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

“Drinking Like Fish” Caption Contest Commentary with Lawrence Wood

View Previous Competitions

Anatomy of a Cartoon

Anatomy of a Cartoon: Sex and the Single Panel

More From Phil Witte and Rex Hesner

Recent Posts

“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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“Jack-in-the-box” Caption Contest Commentary with Lawrence Wood

July 10, 2019 by Lawrence Wood

Charles Barsotti’s drawing is set in a bar. The top of a Jack-in-the-box has just sprung open, and out of the box has popped a doll dressed like a businessman. This doll is happily addressing the bartender, and in the background another customer looks on. Any caption contest drawing that features a box will inevitably…
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Anatomy of a Cartoon: Sex and the Single Panel

July 8, 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 focus on S.E.X. New Yorker cartoons are justifiably famous for their subtle sophistication and understated wit. Each week, the foibles of Gotham’s princes and paupers are laid bare in black and white. Yet…
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Cartoon Caption Contest

“Potato Head” Caption Contest Commentary with Lawrence Wood

July 3, 2019 by Lawrence Wood

“Well, that’s embarrassing.” So began my submission to The New Yorker Cartoon Caption Contest (#665), and it explains how I feel after my entry made it to the finalists’ round but then came in last. Congratulations to the winner, Judy Kramer of Broomfield, Colorado, and the first runner-up, Andrew R. Blanford of Santa Barbara, California….
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