You'll be surprised at how very easy it is for any gentleman to get dressed this way. Just a navy crew-neck sweater and blue chinos. Unimpressed with this outfit? Enter a pair of grey canvas high top sneakers to spice things up. As you can see, it's super easy to look dapper and stay comfortable come fall, all thanks to looks like this. In your 30s, you probably want to start dressing more professionally. That's when inspiration like this is very useful.