A white check long sleeve shirt and navy jeans teamed together are the ideal look for those who appreciate casually stylish ensembles. Introduce navy canvas boat shoes to this outfit and off you go looking boss. As you can see here, it's extremely easy to look sharp and stay toasty come colder days, thanks to this outfit. Those who wonder whether you can still sport cool casual outfits as you head into your 40s, this outfit should answer your question.