To achieve a laid-back outfit with a modern take, try teaming a black quilted leather bomber jacket with navy skinny jeans. Tan suede work boots are an easy way to punch up your getup. So as you can see, this look is a really savvy idea, especially for weird transition weather, when the temperature is starting to drop. Gents who are curious how to wear edgy casual looks as you pass the big 3-0, you have your answer.