necessary-glitter asked: My fashion-challenged brother has asked for me to come with him to the mall to help him pick things out-how do I push him towards things he'll look good in (but he's not too enthusiastic about) without seeming bossy?
Ask him to try outfits on. If he has asked for your advice, he is more open to your opinion, but your best bet is to prove to him how fabulous he can be. Get him to try things on then point out to him why it’s so wonderful.