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I keep finding a guy in various levels who wants to sell me sunglasses but he keeps telling me I am not ready. When will I be ready? What do they do?

2

The Sunglasses Vendor will start outfitting Mario once you have collected 30 shine sprites.

The Sunglasses darken all light on the screen (Duh!) and can be toggled on and off by talking to said Vendor. Once you enter the final level, he will start outfitting Mario with a shine-sprite tropical shirt as well.

More on Mario Wiki

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(note the darkened screen)

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