I don't think either is a crime; as mentioned in the recent Style Overload article they're basic items that are totally acceptable that have simply come to be unfortunately associated with the high street fashion of "the masses," that tremendous entity constantly subject to unfair generalisation. To consciously avoid something because it's worn by "the masses" is the clearest indication of a "hipster," and while doing it in moderation is dandy and individual, doing it with everything makes you, in your striving to avoid it, a bigger slave to the mainstream than most.
I think some guys look very dandy in quilted jackets, and I think boat shoes are, contrary to their reputation as a basic, hard to get truly right in a look, but like most things they can look very cool if they're worn with style.
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