You'll be surprised at how extremely easy it is for any guy to get dressed this way. Just a tan bomber jacket and grey plaid dress pants. If you want to instantly dial down this look with one item, add a pair of low top sneakers to the mix. So as you can see, it's super easy to look awesome and stay comfy when cooler weather comes, all thanks to getups like this one. If you're in your 30s, pay attention to outfits like this to add more maturity to your personal style.