Effortlessly blurring the line between dapper and casual, this pairing of a charcoal crew-neck t-shirt and jeans will likely become your favorite. A trendy pair of dark brown suede tassel loafers is the simplest way to add a confident kick to the look. This combo is super functional and will help you out in unpredictable spring weather. Dressed like this, any 50-something man is guaranteed to put most 20-somethings to shame.