This pairing of a white dress shirt and grey cargo pants exudes classy menswear style. When it comes to shoes, go for something on the classier end of the spectrum by sporting a pair of brown suede tassel loafers. Can you see how extremely easy it is to look dapper and stay comfortable when chillier days are here, all thanks to combinations like this? As a 20-year-old heading into your 30s, you'll love this outfit.