I see a lot of good advice, and I thank those who provide it. I think that the inhibiting factor against things such as wearing blue and white dress shirts under my jacket is my uncertainty regarding the appropriate dress style for my age. I am 28, and as mentioned, I've only recently begun to attempt a mature dress style. I am concerned that certain things, such as white shirts and pocket squares, are something that someone my age should not try. What do you think about this? Thanks. J I'm 27, still live, to some degree, like I did in college, and I consider solid shirts, and especially white shirts, to be essential. Personally, I like to keep my shirts solid, and then I can wear brighter colors or bolder patterns on my ties because I don't have to worry about clashing with the shirt. Business dress is mostly a uniform, so the three most noticeable things you are likely to wear will be your tie, your shoes and your watch. If anything else about you wear stands out more than these things, it's probably because there is something wrong with it. Everyone I know who works in an office wears white dress shirts. I think they're as essential as jeans. I really like the Brooks brothers non-iron. They go 3-for-$200, but it's very easy to get a 15% discount card on the internet, and they frequently have website codes for 25% off, so you can routinely get them for $50-60 each. You can throw them in the washing machine and they look good. I rarely press mine, and they hold up very well. They don't get that soft fuzzy look from the wash, or that worn, shiny look that some shirts get. I agree on skipping the pocket squares. I've never seen anyone wearing one. Also, I think French cuffs and contrast collars are a bad idea.