Thank you for opening a thread with such an interesting question!
I think I know what you mean by being "outdated". My first though wasn't style, but rather concerning the brand philosophy. It makes me feel very uncomfortable. I read up on some CL statements and interviews and I am honestly appalled. There is nothing complimenting about claiming that women are only sexy if they walk slow and cautious imho. Designing your shoes to be purposefully uncomfortable just because women in a rush don't turn you on is a somewhat flat reason (unless you design fetish shoes of course). And I am not taking CL's attempt at retracting that unfortunate statement by saying he didn't really mean it, comfort is actually his second priority. I worked in journalism, PR and diplomacy, and I can tell you, that was a very bad attempt at damage control. If you ever wore one of his heels (or just looked at pictures of people wearing them for that matter) you know that comfort was not among the top 10 when designing the shoes. And yes, it is possible to design a comfortable heel.
I started going out just when super high heels were all the rage. My first heel was unironically 12cm (6 inch I believe) and I loved it. But it also forced me to cut some nights short and be in pain, which is not great when you are having fun. Looking back I wish I could have seen that high heels are not the only sexy shoe (and that being sexy is not a requirement for going out).
Personally, I've had enough of designers seeing their costumers as objects without agency. I have a life and I don't appreciate having some aged man telling me it's not sexy. It's not nice to tell your costumers that they are unattraktive because they have things to do that are not being a center fold. I don't feel any less attractive then usual when I have to run to an appointment instead of slowly stumbling along the side walk (the later one would actually make me feel embarrassed; on another note, rushing in a suit makes me feel important in a silly way
).
That being said, I am not criticising anybody that wears louboutins and I really don't want to make anybody feel bad (apart from CL himself). I just wanted to share how such sexist views on what a sexy woman has to be like are insulting to me. High end designers shape a lot of the fashion we wear and what we view as beautiful. That is a lot of responsibility!
To conclude, I enjoy wearing heels occationally and some festivities would not feel the same without a heel. There are some brands that can make a beautiful, complimenting shoe that does not cause you literal pain. Even though super high heels are not such a big thing anymore, I don't think that heels will ever go away completely. Looking at history, humanity apparently can't do without heels. But I think we can do without careless designers.
Sorry for this essay, I was planning a short response, but then so many things came to my mind that I wanted to share! Please be kind if you comment to this
I think this is a very interesting discussion and I enjoy reading different views!