army1987 comments on Optimizing for attractiveness - Less Wrong
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In case you don't already do, I suggest paying attention to what guys around you look like (e.g. their clothes and how they fit them, their hairstyle, their facial hair or lack thereof, their jewellery or lack thereof, etc.) as often as reasonably possible, in different situations; after a while your System 1 may get better at telling whether a guy (e.g. yourself) is attractive as a result. (Except for stuff like height or facial symmetry that's not easily changed, what's considered attractive in a guy probably varies a lot from culture to culture, possibly even within Italy, so overly specific advice for such-and-such hairstyle or whatnot may not generalize well to your locale.)