For a relaxed casual ensemble, rock a dark brown check blazer with navy skinny jeans — these pieces go nicely together. Go ahead and introduce a pair of dark brown suede tassel loafers to the equation for an extra touch of style. You're guaranteed to always look great even despite the sweltering heat if you keep this look in your front hall closet. This getup shows that figuring out fashion as you head into your 50s is totally doable.