Not necessarily, the popularity of hipster glasses is a perfect example of something ugly and awkward becoming hip. It's very possible for these to ride the coattails of geek chic and become widely accepted.

That doesn't mean it will be easy, there's a fine line between geeky (hipster glasses) and dorky (bluetooth headsets, Segways). And of course, price will have a lot to do with it, a $700 fashion statement serves a very different niche than a $70 one.