For the past few decades changes in fashion have been rather tame, if we are talking about the silhouette, colours and overall effect. The way clothes are consumed and distributed has undergone a massive overhaul, but the clothes don't look that different between 1997 and 2017. Some differences, yes, but compared to for example the changes between 1905 to 1925, the changes are minimal.

Fashion is directly linked to what is, in a certain society and in a certain point in time, considered worthy, motivating and a life well lived. It is also shaped by technological constraints and possibilities, though less than one would expect. (Example: Denim jeans continue to be extremely popular wear even though they are in many ways impractical and the original technological reasons for their existence have long ago vanished.) For the past couple of decades, the societal understanding of good life has remained more or less the same and living conditions have not changed in such a way as to necessitate change of clothing styles. We've moved from walkie talkies to cell phones to smartphones, but besides changing pocket sizes in outerwear, those devices do not require changes in attire.

But this may soon change, to the delight of those who long to see something utterly different on city streets. Automatic facial recognition and ubiquitous cameras make privacy control a new concern. CV Dazzle styles are designed to confuse facial recognition algorithms, stopping them not only recognizing a specific individual, but moreover not even recognize there's a face at all. But the styles presented so far are more art works and less something people would actually wear on city streets. I don't have the quote at hand, but I read a journalists experiment on wearing CV dazzle make-up, and it was more or less 'perhaps the make-up makes me anonymoys in regards to algorithms, but live humans certainly stare, comment and remember'. It would take a massive issue to make a large segment of population to start painting black and white triangles on their faces and spiking their hair in front of their face. As a youth fad it is certainly believable.

Even a huge fashion change can happen, if the conditions are right, but still I don't see it at all likely that make-up and hair arrangements that take about an hour minimum to create correctly becoming popular. It's just too much work and does not line up with today's take on the good life (taking an hour every morning to do something to increase sex appeal is believable, but just for privacy... the dangers associated with privacy loss would have to be far greater than they are now for this to happen). Disposable stickers are a possible solution, which would enable for example going around in town algortihmically undetected and then appear quite normal at work etc. For less obviously anti-recognization tool, perhaps skin-tone patches to change outlines of face, apparent distance between eyes etc. But all of these are a lot of hassle to put on and take off.

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So, most likely the privacy solution is going to be a hood, veil or scarf of transparent material, with a print designed to fool current recognition systems. Something like the 'Universal adversarial perturbation' image above, that Moosavi-Dezfooli, Fawzi et al from Universite de Lyon have suggested for making neural network image classifers mistake photographs. Just on a translucent fabric, thin enough for humans to recognize each others and see expressions. It could even block out harmful UV-rays! All-round winning system!