where is the line between being social and annoying?

the reason I ask this question: there is this customer that goes to the coffee shop that i often go to.
i dont know what his problem is. he goes to random people and asks random questions.
example: today he asked someone "are you a psychologist?"
he asked someone else "are you a doctor? you look like a doctor"
he asked someone else "is that the new iphone?"
he asked someone else "what ethnicity are you?"

is that annoying? most people didn't seem annoyed, but I find it annoying, probably because i am more judgmental than the average person.

how do i know whether i am being the annoying "this guy thinks he is so cool but he is not" type of guy?

This is the best question I have seen starting in all of this. I have read all the forums and guides and can't find an answer to this without starting blind. I can talk to a woman at work or at a party, but at Starbucks or at the park, I don't want to be annoying or weird. The beginner guides are too advanced.

Common sense.

Use it.

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The line is this: How you make people feel.

If they enjoy your company then you being social is good. If your annoying them then its bad.

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Honestly, if you have been interacting with people all your life you can tell when you're starting to irk someone. Just be more aware of what's happening.

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A lot of guys are so holed up in their own thoughts that they fail to see when another person's attraction / openness dwindles. Personally I don't ask bullshit questions unless it's something I was truly interested in knowing.