My DDs are 9 & 10 and we hardly ever blow dry their hair. They take showers in the evening and just let their hair air dry. DS5 doesn't have enough to dry!!
As far as the shopping thing. When we are at our local Walmart I will let the girls go to the toy aisles if I'm shopping in that area. My DS thinks he should be able to go too, but I don't think so. I do think sometimes things come sooner for him since I've mellowed with the girls, but I don't trust him alone in a big store yet!!
I do let him go bike riding with boys from the neighborhood already and I would have never let the girls do that at 5 years old. We live in a neighborhood about 1.5 miles outside the city limits of our town and basically the only people driving through are people who live there or are visiting someone. In other words, it's not a way to get to any other part of town or anything, so there isn't any traffic. Anyway, boys come over to our house and play and then they will ride on to someone else's house to play and so on. It still sometimes bugs me, but we know all of our neighbors and I know the kids he's with, so I guess I'm ok with it. What I worry the most about is him getting hurt. When he came home on Saturday he said that he learned how to do a wheelie on a skateboard. I guess I'm afraid the older boys will teach him things and he'll end up getting hurt. My DH assures me that he's a boy and he will get hurt, but he'll be fine. I suppose

, but I still worry!