In this article, Tim Gunn is quoted as saying 'Why must she dress that way? I think she's confused about her gender. All these big, baggy menswear tailored pantsuits? I'm really serious.'
He was referring to Hillary Clinton. I have to say, I'm kind of steamed by that comment. Hillary is a middle aged woman. She's been ridiculed for having "cankles", which I can totally sympathize with. Her hair has been a subject of news reports, which is ridiculous considering her role as Secretary of State.
She dresses modestly. She tries to be appropriate to her age, body shape, and the occasion. She is a woman in what is still primarily a man's career field. I would imagine she is also terribly busy with important matters, and has other things to think about than her outfit and hair.
I am sure Mr. Gunn wouldn't want someone to say "I think he's confused about his gender" because he is openly gay (and celibate, apparently). If who you are attracted to doesn't equal being confused about your gender (unless, of course, you subscribe to the third gender theory.), how does wearing a baggy pants suit equal being confused about your gender?
I don't really have a point here, except that I am sure he doesn't like being judged. And while judging others is a part of his career, the difference is that on his shows and books or whatever he creates, one would imagine that those are solicited opinions. Someone goes "Tim, I want your opinion", and he obliges. If she asked, great. Give her private advice to help her look better. But she didn't ask. So it is rude.
Note: As a blogger, I put myself out there for criticism. Hopefully it will be polite and constructive, but if not, that's part and parcel of asking the larger world for advice and feedback.