Eli’s Cartoon Caption Contest No. 231

Contest No. 231 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, October 22, 2025.

Below is the drawing that needs your funny captions. Good luck, Captioneers!

60 Comments

  1. “I’m not saying business is bad, but lately he goes out for a three martini lunch then comes back and spends the rest of the day trying to figure out how to build a tiny ship in the empty bottle.”

  2. “Business is slow so to keep up appearances he has a Christening Ceremony when any of his friends trade cars.”

  3. “He carries a champagne bottle around so investers will think he’s always headed to a new Ship Christening.”

  4. “The Temp Agency sent him to the Wine Distributor downstairs so when he showed up here by mistake I gave him a bottle of Champagne and told him his job was to bring me drinks and give me backrubs four times a day.”

  5. “His first day I ask him to bring me two sheets of copy paper and he said ‘speaking of two sheets when is the office Christmas party’?”

  6. “I ask if he got into this business because his wife is always so ship-shape and he said no it’s because she’s always been shaped like a ship.”

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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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