Go for an olive embroidered bomber jacket and orange overalls to get a laid-back and absolutely dapper look. Spice up this getup with more laid-back footwear, like this pair of olive canvas work boots. There's no nicer way to brighten up a bleak fall afternoon than a neat outfit like this one. Those who are curious whether you can still rock edgy casual style as you move into your 50s, this pairing should answer your question.