I found this site: Organic Headshots which have some great tips on making your headshot look natural and classic.
I came across Paul Fredrick as they have some great combinations of ties and dress shirts that are very classic in nature. I love the look above as well as some of these below. They recently launched their summer collection and there are some great light weight pieces in there for the man in your life. I had a hard time looking at men in suits in the summer while living in Chicago because it just looked painfuly stuffy and hot. So obviously lightweight fabrics are the way to go. Also you can't get a better deal then 3 shirts for $169!
You can find all their new summer shirts here: Paul Fredrick