Day 27: Suit

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This puzzle was created for EnigMarch, which challenges constructors to build a puzzle every day in March, based on single-word prompts. For more background, visit enigmarch.com.
Day 27: Suit

(An earlier version of this puzzle had a different fourth caption.)

Plain text

What small problem can wear this to become some small talk? (8)
What sign can wear this to become the most tired? (8)
What piece of clothing can wear this to become calm? (7)
What man's name can wear this to become a kind of rock? (6)
What clothing is missing from all of them?

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