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Yes, pretty much any of them will do two pockets.
Adding pockets is not that hard.
Yes they can
The mtm tailors can do replica of that pretty easily.
Adding pockets should be easy to do.
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It should be easy. They'll just take a basic shirt and add pockets to it.
Ask for two pockets with flaps and a button. You have to specify the flap and that you want a button on the flap. It's simple, not complicated and pretty common for casual shirts.