Follow Seasonal Conventions
Of course, dressing for the season is equally as practical as it is fashionable. Go ahead and find brighter colors for summer, lighter colors for spring, earth tones for fall, and darks and winter whites for winter.
It shows that you have a sense of order with the way you dress. And what’s classier than having an innate sense of the social calendar?
And if you don’t love brighter colors or pastels for the warm seasons, that’s okay! Just go for lighter men’s neutrals like beige and slate blue, warmer neutrals, and avoid stark blacks.
As Always, Fit Is King
At the end of the day, don’t go for anything overly baggy or overly skinny. There’s really no one timeless fit, but several moderate fits that take turns as being the “classic-fit”.
It’s a case of constant revisionist history. What was “timeless style” in the ‘60s is not “timeless style” in the ‘80s and isn’t what we consider “timeless” today.
If you stick to slim and regular fits, depending on what best flatters your body type, you’ll always look classy.
Or, at the very least, make sure you have a good balance of fits. If an oversized overcoat is in vogue right now, then anchor it with slim (not skinny) base clothes.
Be Strategic and Thoughtful When Incorporating Trends
Use trends as accents, similar to the example I mention above about anchoring trendy fits with more classic fits.
Moreover, only incorporate trends if they’re true to your style.
For example, the mid-2020s saw the gender-bending pearl necklace for men trend. Perhaps you were born in June, and pearls are your birthstone, and you’ve always wanted to try wearing pearls.
You’re certainly welcome to take advantage of the window of opportunity like this, but class is all about balance. For balance, go for a subtle pearl bracelet or pearl cufflinks and wear well-structured, traditionally masculine garments in deep tones.