Good style occurs when you:
(1) give yourself a deliberate style and
(2) stylish people recognise this style as stylish.
So you have to first decide to give yourself a style. This on its own is not sufficient for good style. Good style will only occur when people who know recognise your style as good style.
There is a subjective element to good style and an objective element.
Good style occurs when you (1) give yourself a deliberate style and (2) stylish people recognise this style as stylish.
How does this work in practice?
Kevin Federline (remember him?) and Vanilla Ice had a strong sense of their own style.
Whether their style was good style is another question completely. People in the know would likely say that their’s wasn’t good style.
On the other hand, look at ‘best dressed’ lists in magazines such as GQ and Esquire. The Top 20 on these lists have a dapper style with a tailored finish and fit. Men such as Tom Hiddleston, Tiny Tempah, and Ryan Gosling like Federline and Ice above have a strong sense of their own style but in their cases, they’ve also been objectively judged to be stylish men.
This is what we are striving for. Both elements to be present. This don’t mean we have to slavishly and unthinkingly follow their dress sense. They learned the parameters of good dress sense and play within that framework. There’s enough space within the framework to be able to develop your own style.
Like learning anything, the way to develop a great sense of style is to first learn the rules, internalise and incubate the rules. Next, we have to practise the rules. Only after all this can we be advanced enough where we can tweak the rules.