This combo of a charcoal crew-neck t-shirt and black skinny jeans is a safe bet for a truly stylish outfit. Black leather monks will bring a more refined twist to an otherwise all-too-common ensemble. When cold weather leaves you with a case of winter blues in the outfit department, this look just might get you jazzed up about wintertime. After 30, you probably want to start dressing more maturely. If that's the case, outfits like this are perfect as inspiration.