ANSWERS: 2
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No he will be stopped at the border. Unless somebody does not do their job well.
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The Answer to your questions is: It depends....on what country he's planing to visit. If it's Canada he'll most likely be turned around. I would suggest that he contact the consulate or embassy of the countries that he'd like to visit and they will instruct him on what he can or cannot do in applying for a visa. Good luck.
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