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In the region I live, I've heard some people saying, "How is it to play golf wearing sneakers?" Although I believe that it should be 'What is it like to play golf wearing sneakers?' Am I right in this?

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"What is it like" is usually followed by an infinitive (to play) or a present participle (playing). Grammatically and idiomatically, it almost always works.

"How is it" is usually followed by a present participle. Grammatically, it doesn't work as often as "what is it like", but people still use it even if it isn't grammatically correct.

In casual conversation, it's not a problem to break grammar rules. In more formal contexts, where you have to speak English perfectly, you would probably use "what is it like".

  • How about a bunch of examples? – Michael Rybkin Apr 20 '18 at 13:19
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    Eating ice cream with international friends: "How is it living in Turkey?" "What was it like to move here?" At a White House dinner: "What is it like to spend millions of dollars on cruise missiles while Flint's water is still poisoned?" – LastStar007 Apr 20 '18 at 13:23

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