One of the great styles for fall is a Denim Jacket. It is a very simple and universal style, that looks great when dressed up. I like the look with a gray shirt and gray tie (gray is perfect for fall) and paired with big boots and a cool belt.
When buying a denim jacket, buy a it a size smaller than you would normally. You want it to have a snug fit. Try the dark blue Levi Trucker jacket that I have above. Wear it with jeans (of a different wash) or with chinos. Dress it up with a tie or dress it down with a t-shirt. Buy a clean dark wash, so that you can keep it versatile. If it is destroyed wash, then you won't be able to wear it with a tie on a Friday to work.
It can also look great with a white button down and a sweater of your favorite color. Throw it over for a casual, but trendy look for a date. It can be worn also any time you would normally wear a casual blazer.
Sprezzatura Italian for "Artful Dishevelment". How to look good without looking like you try too hard. Looking good gracefully is not easy, but we at MD feel we must progress toward the unattainable perfection of Artful Dishevelment. http://moderndignified.blogspot.com/2009/08/sprezzatura.html