My dad is 5'11 and weighed about 185, he started running long distances just under a year ago and now he weighs like 167 I think he told me the other day. My mom was actually saying he needed to GAIN weight.
With a black jacket, yes, but not with a black shirt or sweater.
I personally think you can wear brown shoes with a black shirt or sweater. If other people would just accept it I wouldn't ever even think about it again.
It's just an evolutionary feature from white skin. There's nothing wrong with it--normal, even. I am white but not quite the palest of whites, but my knuckles and places on my hands get red really easily even when I haven't been doing...
My experience in JCrew stores is the men's selection is limited. I have been to two around here (the only two) and both times there were women in the store and zero men.