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Cuff links suggestions?
Best gray/herringbone blazer for men?
Favorite men’s workout hat brands and styles?
Where can I buy affordable slim dress pants?
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For your price-point, I don't think I have a good answer. However, if you're willing to be flexible on price point for some long term durable threads, may I suggest Triple Aught Design, particularly the Agent Chinos? Water resistant, look good in an office or bar, lightweight, packable with minimal wrinkles (shake them out), and the range of motion and durability is fantastic.
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I used to wear ski pants to hike in cold weather and they typically can double as decent bar pants pick decent fit and black color
Surprisingly….. Gap & Old Navy have some good options.