You can buy a suit that stays in style forever. It's called a black or grey, 2 button, single breasted, regular fit suit. That suit has never been out of style, ever. And if you are patient, you can usually find one of reasonable quality for around 200 bucks on sale.
The beauty is, is you actually have 4 suits if you have a black and grey. If the pants and jacket match, wear a tie. If you mix and match the pants and jackets, no tie. At least that is the rule I follow.
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