BOOMER Cartoon Caption Contest

January 6th, 2022

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! (Latest update: Jan. 6, 2022)

January Caption Contest

Make us laugh with your caption!

December Caption Contest

Name That Caption December 2021 - cartoon of two boys looking at the moon, with the moon as a person's face, crying

Vote for your favorite caption!

November Boomer Caption Contest

Cartoon of a dad and child on a beach with someone selling seashells. Name That Caption November 2021

The winners are in!

October Boomer Caption Contest

Caption contest CUCUMBER

See which captions won!

September Boomer Caption Contest

Caption contest ducks

See who the winners were!

August Boomer Caption Contest

Taco Tuesday babyyy

Who’s funny?!

July Boomer Caption Contest

King Lion

Will the winners make you laugh?

June Boomer Caption Contest

Caption contest GOAT

Winning captions.

May Boomer Caption Contest

Pancakes caption contest

See who won!

April Contest

Baby caption contest cartoon

Does the April caption make you laugh?

March contest winners

Caption contest

Who was funniest?

Who delivered the best caption in February?

FedEx Godmother cartoon

Check out the winning caption.

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!

More from Boomer