Such staples as a grey bomber jacket and black skinny jeans are an easy way to introduce played down dapperness into your day-to-day routine. A pair of black and white print leather low top sneakers is a great option to round off your ensemble. This look is a really good choice, especially for fall, when the temperature is starting to drop. Now that's an outfit that's guaranteed to make you stand out among other 30-something Millennial guys.