If you feel more confident in comfortable clothes, you'll love this on-trend combo of a white and black houndstooth blazer and white skinny jeans. Brown leather loafers will breathe an air of refinement into an otherwise utilitarian ensemble. Can you see how extremely easy it is to look seriously stylish and stay toasty when cooler weather comes, thanks to this getup? If you're not sure how to dress appropriately for your age while looking fashionable, this combo is an amazing example.