That ship's sailed
If you're the ballsy swaggering type you can probably still pull off the sailor look. But let's face it, it's pretty passe. Though adding a raccoon can spruce this look up.
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Instant pseudo-cachet
It's not real cachet but there is a certain stylistic edge to be gained by wearing a monocle. Just don't push it with one of the flashier models.
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Lectern, Dais, Podium?
If you're having trouble being taken seriously you might want to try carrying a lectern with you. It lends instant credibility and can make you seem both smarter and more important. If such things matter to you. I'd rather look fabulous!
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