You'll be surprised at how extremely easy it is for any gent to get dressed this way. Just a turtleneck worn with navy jeans. Spice up this getup with more relaxed shoes, such as this pair of dark brown work boots. When you have one of those dull fall days, sometimes only a cool outfit like this one can get you to face the outside world. This ensemble shows how to keep killing in casual dressing as a young guy.