Back To School 2011- Trends, Makeup, & Hair Advice?

I'm going in to grade seven (I'm in middle school, the grades are 6-8). I do wear make up, and in grade 6 my makeup routine was; concealer, powder, black liquid eyeliner on my upper lid and mascara. This year I'm living closer to the school so I can sleep in more and not be rushed and stuff, my bus will probably come at about 7:55, 8:00 (our school starts at 8:30), anyways what I'm trying to say is: I'll have time to put on eyeshadow and stuff . Now, don't think I'm to young to know anything about makeup because I've been wear makeup since I was like 7 or 8. When I grow up I want to be an esthetician. I'm already doing peoples makeup for special events and stuff. I also need to know about clothes (I live in Canada, so it is often cold out here), Last year I mostly wore skinny jeans and a sweater and my UGG's. But I don't know if it looked bad on me or something because I have a disease (Juvenile Arthritis) and the medicine I had to take made me fat and stuff. Anyways yeah, and then hair styles and stuff. So, please help!!!!!!!!! :)