Eh. I would like to think so, because I think my style is starting to skew quite heavily towards pretty/girly/romantic, but I have to say that in the past little while I've come across some remarks that make me think its more difficult to be taken seriously when projecting 'pretty'.
I'm in the medical profession and I was reading something online about some reality show involving doctors. There was apparently a scene where a female doctor said that if she felt pretty, she had a good day. There were TONS of comments suggesting that people would switch doctors if their doctor dared to care so much about her appearance. My takeaway is that apparently the stereotype pretty/caring about appearances = vacous is very much alive.
I've also had a patient tell me to stop wearing such high heels, and a lot of older creepy patient dudes make inappropriate remarks about my clothes. Apparently I don't project enough gravitas that they treat me like their doctor, lol. I do think the things I have experienced go beyond pretty as a descriptor and more towards the struggle between caring about appearances and certain professions/roles that we fill. Apparently patients trust doctors in scrubs the most. xD
I have to say that compared to the comments here, I definitely see pretty, as it is commonly used linguistically, as more like cute and twee and related to dainty/delicate, etc. as was previously mentioned. Beautiful has different connotations as does gorgeous. They all essentially are driving at the same idea but bring up different associated imagery in my mind, and I think that's where your question comes from. In summary, I think they can, but it is more difficult. I think that's why the 'power suit' exists. Its a shortcut for a woman to plant ideas about how she'd like to be perceived by others. Its ubiquitous presence in the media and pop culture has conditioned our minds that the power suit = powerful woman. In a similar vein, pretty is more often attached to other kinds of women (whether we like or approve of this or not).
I don't even know what I'm saying anymore. I hope something of this post is relevant, lol.