In The New Yorker Cartoon Caption Contest #962 from the issue of October 6, 2025, we are looking into the cockpit of a fixed-wing aircraft. The pilot, an octopus, has some words for the copilot. My entry appears below. The drawing is by the team of Pia Guerra and Ian Boothby.
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| "Would you like to know what happened to your sandwich?" |
October 18, 2025 Update: The Finalists
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Another lot of four original cartoons by Richard Oldden were sold on eBay in early May. These drawings are all shaded finishes circa the 1970s. Their publication history is unknown. They may not all be as funny as some of Oldden's other gag cartoons, but they are certainly good looking drawings. It's hard to think the buyer didn't get a great deal: all four for $66.
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| "Hey! Would you mind holding it down a bit over there?" Picnic visitor |
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"You should never have let it go this long." "Need I remind you that this is supposed to be a trout stream." |
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| Versos with a numbering system and New York or Laguna Beach addresses |
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| Richard Oldden eBay listing ended May 3, 2023 |
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| Richard Oldden eBay item description |
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| Richard Oldden eBay bid history Three bidders, four bids. The one placed in the final five seconds wins the lot. |
Note: Please let me know if you find where any of these drawings by Richard Oldden appeared in print.
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Maybe I've got the Cartoon Collections Caption Contest #100 all locked up. Maybe not. One hundred contests already? My captions are below. The drawing is by Brooke Bourgeois.
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| "He was caught with how many hands in the cookie jar?" "He went to extremes over the right to bear arms." "He can't be a serial killer if he strangled eight at once." "It's a felony to bring him Vaseline." "That will never hold Slippery Rick." "Are you sure he can't pick the lock?" |
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| "Don't lay a finger on him! He's Marvel; we're DC." "Pay attention! Did I say to hit him in the tentacles?" |
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| Gahan Wilson "...But then, on yet another tentacle..." |
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| Gahan Wilson eBay Listing Ended September 13, 2015
http://www.ebay.com/itm/Original-Signed-Gahan-Wilson-Cartoon-New-Yorker-Cartoonist-/271978883933?hash=item3f53346b5d%3Ag%3A0UAAAOSw3ydV7NFT&nma=true&si=YQGb25QThn5Fxe78BW8tTy6VzZY%253D&orig_cvip=true&rt=nc&_trksid=p2047675.l2557
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| Gahan Wilson eBay Item Description |
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| eBay Bid History One bid with four seconds to spare |
