You guys has all got short commutes to work. I do 100 miles ONE WAY, and ride to work as much as possible.
Our office is "Business Casual", but we're a Software Development Firm, so that is open to interpretation. I wear ATGATT to and from work. I wear a pair of Ballistic Overpants in cooler weather. Hot humid summer days I can wear shorts and will do so under my mesh pants (If its not disgustingly hot, I just take the car with A/C) I wear a full coat year round and riding boots. My hair problem is quite easy...I have none.
There are a pair of shoes at work and I keep my riding gear in the closet. If I can't wear jeans or shorts because of meetings or clients, I will wear a Golf Shirt and a pair of Cargos or Khakis and seem to make out fine.
There are three of us in the office who ride. Two of us are ATGATT. The woman who's my manager rides a very sweet tricked out V-Star 650, but she's pure pirate, all the way.