Throughout my college career, I assumed that when I graduated and went out into the public relations workforce, I would be met with a stuffy and uptight office situation where suits were the requirement and any sort of creative clothing expression would be appalling. However, the exact opposite has happened while working for my current agency.
Never have I had the luxury of wearing whatever I wanted to the office and not feeling awkward or inappropriate. I am not saying that I wear anything inappropriate or distasteful, I keep it looking good and fresh, but the informaliness of it has been a great thing. Not only do my bosses work their butts off to ensure that our agency is meeting our clients needs and producing great results, but they do it while drinking enormous amounts of coffee, in a t-shirt and jeans. The uptight idea I had about public relations, although still there, has been put into a tiny box in my mind.
I walk into work everyday and get to joke about the weekend activities with my co-workers and talk to them like they are my friends instead of my supervisors. I believe that in the long run I am showing them that not only am I an enjoyable person but that I also get along with the office vibe. I strongly believe that personality is a big key in getting hired. Being able to vibe with the setting you are going into will show your boss that not only are you personable, but that you are a real human being.
Now, I am not saying you should cross boundaries and tell your bosses everything, but I am saying you should find a way to relate to them and show them that you have a good personality and can vibe well with people.