BOOMER Cartoon Caption Contest

November 12th, 2020

A new chance every month to exercise your sense of humor ... or judge someone else's!

Every month, the Boomer caption contest provides a new cartoon for readers to write their own clever caption. We also capture the top 10 caption submissions so readers can vote for their favorite. And we announce the winner from the cartoon before that!

This page is updated monthly with new cartoons, so bookmark it for your change to create, vote, or just laugh!

May Boomer Caption Contest:

Pancakes caption contest

Make us laugh with your caption.

Vote on the April Boomer Caption Contest:

Baby caption contest cartoon


Vote on your favorite caption.

See who won the March contest:

Caption contest

Who was funniest?

Who delivered the best caption in February?

FedEx Godmother cartoon

Check out the winning caption.

And see who was tops among the January entries …


See who won!

Laugh at the previous winners, including …


Broke caption contest

Caption Contest dog!

Congratulations to all our winners!

Get some tips on writing humorous captions from comedian Joe Toplyn.

Like nostalgia? Browse celebrity nostalgia on our website.

Or sign up for our monthly Nostalgia e-newsletter or other e-newsletters tailored for boomers!

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