You are what you are

I had an uneasy feeling last week, when a (half) British gentleman (I guess he is) gave his 2-second-look at me. I don't know how to explain it better using my not-perfect English.. You know what I mean, when someone look at 2 points of you, up (your face) and down (your shoes?). Something like that. Why is it uneasy? First because I think I shouldn't have had my crogs winter boots at the office (well, I just tried to be practical - for I was going to go to the cold and windy north, so it's better to just have that comfortable boots). Second, because I feel being underestimated (again, I think it's just my feeling which said that). However thanks to my head which keeps the balance, it said: "it must be difficult to be his girlfriend - to make sure you're always looking right and good (thanks that I don't have boyfriend who like to criticize how I look and what I wear)", AND "he looks tired, it must be difficult to have that on his shoulder, that someday (perhaps) he should think on the life of more than 9000 people. I cannot imagine myself on his position."
Which brought me then to the thought of running my own business - whatever it is. It is big responsibility when it comes to the life of your employees. Fiuhh.. Not sure if the real owner ever really be able to retire. 
Speaking about responsibility, I suddenly saw another big one. I never really thought about that part, but now it makes me thinking hard. Am I ready for that?