People ask me this all the time: what should I actually wear? Here’s what I’ve learned after decades of getting dressed — no rules, just fundamentals that hold up.
1. Fit first, always. A $200 suit that fits beats a $2,000 one that doesn’t. Tailoring is the best investment you’ll make in your wardrobe, next to a fit body.
2. Casual doesn’t mean careless. Clean denim, good boots, and a shirt that actually fits your shoulders will always look better than something expensive worn wrong.
3. A jacket changes everything. A blazer or sports coat sharpens any outfit instantly, even paired with jeans.
4. Shoes matter more than people think. A well-kept pair of boots or brogues says more about your attention to detail than anything else you’re wearing.
5. Accessories should be subtle, not absent. A good watch, a simple ring, a solid leather belt — small details, real impact.
6. Dress for the day you’re having, not the day you wish you were having.
7. Buy fewer things, but buy them well. A tight wardrobe of quality pieces beats a closet full of mediocre ones.
8. Comfort and style aren’t opposites. If you’re constantly adjusting your clothes, they don’t fit — fix that first.
9. Consistency beats perfection. Looking put-together most days matters more than looking perfect occasionally.
10. In the end, style is just self-respect you can see. Dress like you mean it, and the rest follows.
