If you take your style seriously, go for elegant style in a navy denim shirt jacket and a white and navy vertical striped long sleeve shirt. For times when this outfit looks too dressy, dress it down by slipping into black and white canvas low top sneakers. As days are getting cooler, you'll find that an outfit like this is perfect for this time. Those who are curious how to wear edgy off-duty dressing as you step into your 30s, you have your answer.