Eli’s Cartoon Caption Contest No. 238

Contest No. 238 starts right now.

Here are the details: I’ll supply a drawing of one of my old cartoons that has never been published, leaving off my caption. You are invited to supply your funniest captions. To enter, simply (1) click on “See Comments and Add Your Own”. Then (2) scroll down past any other submitted captions and type your name and your caption in the spaces provided. Then (3) click “Save”. There is no charge to submit captions, and the only prize is the honor of being one of the funniest people around.

Your caption (or captions) will be posted after I review your submission. However, no captions at all will be posted for the first few days of each contest. This will give everybody a chance to submit their spontaneous, gut-instinct caption without fear of discovering that it was ripped off by somebody else’s similar spontaneous, gut-instinct caption. Every posted caption has an indication of the date and time it was received. This is an equal opportunity contest!

There is no limit on the number of captions you may enter, but I will only post and consider the first 15 captions from any contestant. Entries will be accepted and posted for one week, after which the winning caption will be announced and printed and I will also reveal my original caption. I am the sole judge and the winning caption will be the one I deem to be the funniest one submitted (not necessarily the one that matches or comes closest to my original caption).

The cut-off time and date for you to send in your captions is midnight Wednesday, May 6, 2026.

Below is the drawing that needs your funny captions.

Okay, it’s time for another “golden oldie” cartoon. This one goes back a looooong time. My rubber-stamped address on the back of this cartoon is that of one of my family’s apartments in Brooklyn (we moved around a little bit, trying to stay one step ahead of the rent collector). So, doing the math, I figure I was trying to peddle this one in the late 1940’s or early 1950’s. I still think my original caption is pretty good, but the cartoon never sold anywhere. Hope you Captioneers can come up with a funnier caption than I did. Good luck!

72 Comments

  1. “He usually starts with the ‘Ole One Two’ then his opponent gives him ‘Three Four Five Six Seven Eight Nine’!”

  2. “He coulda been somebody, he coulda been a contender—instead of a retired accountant from Hoboken.”

  3. “Remember, in this age group ‘no hitting below the belt’ means punches below the armpits are forbidden!”

  4. I guess with the success of shows like “Golden Bachelor,” this “Golden Boxer” reality show could be a real knockout!

  5. “He said he often dreamed of becoming the ‘President of the United States’. I told him . . .’You’re only 76 you still have time’!”

  6. “He doesn’t have to worry about getting his teeth knocked out . . . they’re in a jar in his dressing room.”

  7. “Last week a scantily clad ‘First Round Card Girl’ knocked him out just by walking past him!”

  8. “Once he has lured his opponent into a sense of false security he pounces and it’s ‘POW, POW, POW’ . . . the end!”

  9. “I swear, all I said to him was; ‘Phil your challenger is younger than you, so you gotta rock the guy’!”

  10. “He’s survived sky diving and mountain climbing—what’s next on your mom’s list?”

  11. “This could get bloody. Good thing it’s the 1940s or 1950s so color television hasn’t been invented yet.”

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Foreword

Welcome to the Eli Stein Cartoon archive. To begin, read my introduction and personal notes, and then please look at the cartoons, which are categorized by either decade, publication name or topic. I’ve included some personal comments, memories and photos below many of the cartoons. I’ll be adding cartoons, memories and photos ad infinitum. Remember, your comments are appreciated (just click on the “comment” link at the bottom of each post).

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