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 chance to create, vote, or just laugh! (Latest update: Nov. 3, 2025)
November 2025
Enter your creative caption here.
October 2025
Top 10 for your vote.
September 2025
See who flew away with the top 3 captions.
August 2025
See the winning captions.
July 2025
See whose captions ate up the competition.
June 2025
See who slithered out as the top 3 winners.
May 2025
See whose hot humor won out.
April 2025 Cartoon
Cheers to this month’s swinging winners!
March 2025 Cartoon
Hey, you eager beavers, the results are in!
February 2025 Cartoon
See which captions rang up the most votes – for a Boomer caption contest novelty, a three-way tie for first place!
January 2025 Cartoon
See which caption grew the most votes.
December 2024 Cartoon
And the winners are…!
November 2024 Cartoon
See whose captions were music to our ears.
October 2024 Cartoon
See whose captions prevailed.
September 2024 Cartoon
See who won the ‘Pool-itzer’ prize for their captions.
August 2024 Cartoon
See who walked away with the win.
July 2024 Cartoon
See whose captions turned heads!
June 2024 Cartoon
See who stole the Top 3.
May 2024 Cartoon
See whose captions moo-ved the voters.
April 2024
See who dug up a win in the April contest.
March 2024 Caption Contest
See which captions conquered!
February 2024 Caption Contest
The Top 10 are poised for your vote.
January 2024 Caption Contest
See whose captions came out on top.
December 2023 Caption Contest
See whose caption reached the top.
November 2023 Caption Contest
See whose captions won.
October 2023 Caption Contest
Didja hear the buzz? Tied votes = more winning captions!
September 2023 Caption Contest
See whose captions were outta this world!
August 2023 Caption Contest
See who won … with a tie giving us four winners this month!
July 2023 Caption Contest
Don’t be scared … see which captions won this month.
June 2023 Caption Contest
See who landed the top three captions.
May 2023 Caption Contest
See the winners, whose explosively funny captions got the most votes.
April 2023 Caption Contest
See who made it to the front of the line!
March 2023 Caption Contest
See who landed the winning captions.
February 2023 Caption Contest
See who gobbled up the votes.
January 2023 Caption Contest
We had to chuck all but the top three. See who won!
December 2022 Caption Contest
See who scored in the December contest.
November 2022 Caption Contest
See whose sweet and corny caption captured the most votes..
October 2022 Caption Contest
See who moooved our readers to laughter!
September 2022 Caption Contest
See who won!!
August 2022 Caption Contest
See whose dry humor triumphed this time.
July 2022 Contest
Which winners caught the spirit of this cartoon?
June 2022 Contest
Check out the winners for the June caption contest.
May 2022 Contest
Check out this month’s winning captions.
April 2022 Contest
See the winners of this caption contest.
March 2022 Contest
Check out the March winners.
February 2022 Contest
Congratulate the winners.
January 2022 Contest
And the winners are …
December 2021 Contest
See who’s funny
November 2021 Boomer Caption Contest
The winners are in!
October 2021 Boomer Caption Contest
See which captions won!
September 2021 Boomer Caption Contest
See who the winners were!
August 2021 Boomer Caption Contest
Who’s funny?!
July 2021 Boomer Caption Contest
Will the winners make you laugh?
June 2021 Boomer Caption Contest
Winning captions.
May 2021 Boomer Caption Contest
See who won!
April 2021 Contest
Does the April caption make you laugh?
March 2021 contest winners
Who was funniest?
Who delivered the best caption in February 2021?
Check out the winning caption.
See who was tops among the January 2021 entries …
See who won!
December 2020:
November 2020:
Congratulations to all our winners!
Get some tips on writing humorous captions from comedian Joe Toplyn.
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