Will U.S. Customs at international airports be discreet when asking me about previous criminal charges?

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This may be difficult. Your record is probably flagged by immigration and likely to pop up when the first level immigration officer scans your visa. It's in the discretion of the office how to proceed but it's not unlikely that she/he will ask you about it or, even worse, send you to secondary inspection.

I used to go to secondary inspection a lot because I was on a status that was called "Advanced Parole" (not kidding). It is not a nice place. I have seen some fairly disturbing things there and the word "discreet" does not rank very highly in the vocabulary of the officers working there.

The chances that you can get into the US without this coming up are fairly low.

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