Try pairing a grey windbreaker with dark green chinos for a seriously stylish, casual ensemble. Add a pair of white and navy leather low top sneakers to your ensemble and ta-da: your outfit is complete. As you can see here, it's extremely easy to look awesome and stay snug when colder weather comes, all thanks to combinations like this. And if we're talking casual style for 40-year-old guys, this combo looks good on most gents.