A navy denim shirt jacket and a tan sweatshirt are absolute essentials if you're piecing together a semi-casual wardrobe that holds to the highest sartorial standards. Finishing with a pair of white canvas low top sneakers is an effective way to introduce a more laid-back spin to your outfit. Think you can't pull off edgy off-duty dressing as you pass the big 5-0? This combo is a clear demonstration of otherwise.