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Yes, mostly. Slim fit is the default across most styles. Size up if chest room matters more to you than a snug fit.
No. It's a separate, more casual line under the same name. Pricing and styling both sit a step below mainline Armani, though the design language carries over in a smaller, simpler way.
Sometimes. Plain colours in a regular fit pass in relaxed offices. Save anything with a bold print for the weekend instead.
Mostly the stitching and fabric. It holds up longer under regular wear, which is where the price difference comes from over time. The fit also stays consistent wash after wash, something cheaper shirts tend to lose within a few months.
Dark jeans or fitted trousers work best. Keep the rest of the outfit simple; the shirt already does most of the work.