To achieve a laid-back menswear style with a modern spin, try teaming an olive satin bomber jacket with a red plaid long sleeve shirt. For something more on the dressier end to complete your outfit, complement your outfit with a pair of tan suede chelsea boots. On not so cold days, rock a version of this easy-to-transition ensemble and look absolutely amazing. Think it's hard for 20-somethings to perfect smart casual outfits? This combo will prove you otherwise.