As someone who works in fashion, this is one of my favourite topics of discussion.
I tend to really like dressing quite formally, even if I'm just doing casual things like going to the pub or shopping. I love wearing a blazer, shirt & tie* (*or knitwear) and loafers, and just feel more confident when I'm dressed that way. So, I guess I'd say my style is kind of Preppy, but I lean slightly more to the Mad Men aesthetic. If it's summer, though, I'll sometimes go more casual with graphic t-shirt and shorts.
How about fellow ADISCers? How do you like to dress? Do you just slip on the comfiest thing you can find, or have you developed a specific style which is all your own?