Cartoon Collections, Humor

Cartoons: Hat Humor

We hope you enjoy these chapeau shenanigans!

Young boy drops a rock on a man passing underneath his window; the rock is bounced back by the man's large top hat, hitting the boy.

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Woman wears her new hat in bed so her husband would notice it.
“I just thought I’d wear it until you noticed it.”
Treceno
November 15, 1952

 

Man wears his wife's new wide brimmed hat as to protect his face as he paints the ceiling.
“It’s the first time Henry’s like one of my hats.”
John Dempsey
October 31, 1953

 

Woman passes by someone on the street who's wearing the same hat she's wearing, just upside down.
Al Kaufman
October 18, 1952

 

Woman presents her new hat to her husband.
“Now, promise not to laugh when I tell you how much I paid for it.”
Chon Day
April 16, 1952

 

Young boy drops a rock on a man passing underneath his window; the rock is bounced back by the man's large top hat, hitting the boy.
Jack Markow
February 3, 1945

 

Woman tries on a hat made out of folded newspaper in a department store.
“That’s the most inexpensive hat we’ve had in stock for a long time!”
Tom Henderson
February 3, 1945

 

Woman tries on a hat so large her head slips through the brim.
“Perhaps we should try a slightly smaller size.”
Ned Hilton
January 23, 1954

 

Woman arrives at a party, only to find everyone is wearing the same hat she's wearing.
“Come in, Marge, but prepare yourself for a horrible shock!”
Janurary 16, 1954

 

Man throws cards into his wife's new hat as she walks in asking if it has been delivered.
“Did they deliver it yet?”
Bob Barnes
December 5, 1953

 

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Comments

  1. Now I know more than I ever needed, wanted or cared to know about mid-century ladies’ hats. That doesn’t mean I still don’t have something to say on most of them, however:

    1.) The wife’s face
    3.) Which woman is correct here?
    5.) Very clever on the MAN’S hat.
    6.) The saleswoman’s face is priceless, not to mention her nerve!
    8.) Pretty crazy. Poor Marge.
    9.) Beautifully disrespectful.

    My mom had round vertically striped hat boxes like these (from the ’50s) on her bedroom closet shelf, I believe even into the 2000’s.

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