This urban combination of a short sleeve shirt and blue ripped jeans is super easy to pull together without a second thought, helping you look awesome and ready for anything without spending a ton of time going through your wardrobe. For something more on the classier end to complete this ensemble, complete your outfit with a pair of beige chelsea boots. This ensemble is a viable choice if you're planning a cool outfit for transitional weather. Laid-back ensembles for stylish gentlemen in their 30s aren't actually that hard, as you see.