Clothing Riddles

Here you find our popular collection of clothing riddles and other interesting and fun clothing puzzles and brain teasers of all kinds. To solve the puzzles, you have to let your imagination run wild and see beyond logic to find the correct answer!

How does a pair of pants feel when it is ironed?

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Depressed

Category: Wacky RiddlesTopics: Clothing

Small boats, 5 guests in each; sail on land but never on water; Busy during the daytime, anchored at night. What I Am?

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Shoes

Category: Miscellaneous Riddles, What I AmTopics: Clothing, Water

What clothing does a house wear?

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Address

Category: PunsTopics: Clothing

What did the cab driver wear to the ball?

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A TAXIdo

Category: PunsTopics: Clothing

What did the cab driver wear to the ball?

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A TAXIdo

Category: PunsTopics: Clothing

What do you fill with empty hands?

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Gloves

Category: Miscellaneous RiddlesTopics: Clothing

What has four fingers and a thumb, but is not made of flesh, fish, bone, or fowl?

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A Glove

Category: Miscellaneous RiddlesTopics: Clothing

What kind of clothes do lawyers wear?

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Lawsuits

Category: Miscellaneous RiddlesTopics: Clothing

What kind of dog chases red articles of clothing?

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A Bulldog

Category: Animal RiddlesTopics: Clothing, Dog

Which one of our Presidents had the largest shoes?

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The president with the largest feet.

Category: Classical riddlesTopics: Clothing, President

Why did the golfer wear two pairs of pants?

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In case he got a hole in one.

Category: Sporting RiddlesTopics: Clothing, Golf