One thing for certain I wouldn't ask a male boss for advice on business wear.....if you wish to advance in a career and believe is part of image-building, then take to the initiative to ask around trusted older female friend or colleague who has several years of business work experience in a professional/management level.

Actually the more I think about, if I asked any of the guys I knew in supervisory/management positions where I work, they probably might wonder if I was worrying something that was abit "frivolous" to them which they might not have helpful advice without semi-joking (which is ok, many men joke around about women's fashion) or they just can't really describe "style" of women's myriad different fashion selections. You might want to minimize too much discussion as a woman with a focus on clothing and what you as a woman should wear, particularily in male dominant organizations. The exception would talking about clothing for health and safety reasons...if as a woman you were doing a site inspection at a construction site, etc. or seeing a particularily important external client.

I have asked my partner for his opinion occasionally ...but more if what I was thinking of wearing if it was too casual or too formal for a key presentation /meeting I was delivering. Bjut that was....earlier in my career and waaaaaay back when the dress code was a lot more formal/suit oriented in some of the organizations I worked for. I work in government and in a dept. that is associated with building infrastructure, engineering, surveying, geospatial mapping...you get the picture. So thankfully nice casual is acceptable.....business formal for meeting sr. management..etc. In other depts. it's more suits and make-up.