To achieve a relaxed casual ensemble with a street style take, wear a blazer and navy ripped skinny jeans. And if you need to easily step up this look with one single item, why not complement this outfit with a pair of tan brogues? Can you see how super easy it is to look stylish and stay toasty come cooler days, all thanks to getups like this? Those who wonder how to pull off cool casual outfits as you mature into your 30s, this combo should answer your question.