So as you can see, looking casually classic doesn't require that much effort. Consider wearing a blazer and grey chinos and be sure you'll look amazing. When it comes to shoes, go for something on the more elegant end of the spectrum and finish off this getup with a pair of navy monks. When temps are starting to drop and autumn is in full swing, you'll appreciate how ideal this look is for awkward fall weather. Wear this to put together a more conservative look as a 20-year-old man.