Well, if the comments are not different for men and women - as in, you're not actually trying to say something not in the words (winkwink) and it's appropriate for the level of relation, and if you respect if someone tells you some comment was not so great, you should be fine with most woman of the technical inclination, I'd say.

It's a subtle thing, really. One person can make remarks about women and shoes and it's funny because we know that's not his real opinion, another does it and it's offensive because he thinks it's true. It really is about what your real opinions and intentions are.