something serious:
i go for the functional aspect. but it doesnt have to be hight-tech waterproof/cold protection. just basics in these things. price should also be somewhat: pants under 150 and jackets under 200. i dont care about brand, but a funky design that is kinda unique and i dont run into 20 people on the hill or on the streets with the same shit.
jacket: a hole for ipod earphones or so is cool, but not necessary. and yeah, a big pocket inside. pockets outside are cool, but i dont need more than 3. one on the left upper arm. some cord at the bottom to keep the snow out and wide sleeves so you dont fuck with gloves.
pants: put a pocket if you want, but i dont care. decently baggy and a zipper to ventilate.