This casual combination of a mint crew-neck t-shirt and charcoal jeans is extremely easy to pull together without a second thought, helping you look sharp and prepared for anything without spending too much time rummaging through your wardrobe. In the shoe department, go for something on the dressier end of the spectrum and finish off this look with a pair of dark brown suede desert boots. Both stylish and season-appropriate, you can wear a variation of this outfit all summer long. Those wondering how to wear cool casual outfits after 30, you have your answer.