I grew up wearing "dorky" glasses, switched to vertically narrower frames, and now wear a pair of Warby Parker retro-ish glasses (
http://bit.ly/1btLNTC for reference). So as someone who's been on both sides, I find your response pretty interesting.
I can understand your annoyance and you're certainly entitled to it. I suppose the first thing I did when I read your post is ask myself "Well, why do I wear these glasses?" The simple answer is that my girlfriend thought I should get new glasses, so we picked out a bunch from Warby Parker to try on and she liked these the best. But even though she picked them out, I was complicit in the choice; if she had picked out some sort of bizarrely-shaped polka-dotted frame, I'm pretty sure I would've vetoed that. So there was some part of me that said "hey, I kinda like how I look in these."
Now, does this mean I'm appropriating a look that was formerly a magnet for bullies? Maybe. But the key thing to remember when considering the relationship between ridicule and compliments is that both are equally arbitrary. There was no reason for people to mock you or me for our choice of glasses back then, just like there's no intrinsic reason that these same glasses should appear attractive 10 years later. That's just how fashion/culture works.
I think if someone personally harassed someone else for wearing "dorky" glasses, and then later decided to wear that same style of glasses to appear fashionable while continuing to deride people that don't share their taste in clothing, then yeah, that would seem pretty hypocritical.