Yep, I share both your point of view and "the look I have in my head". I think women should/could easily find the guy in the link above sexy, confident, articulate and "Manly". A skirt, beard, thick tights, boots & a well fitted shirt; this is comfortable, acceptable and no big deal on Queen St. W.
I guess if I lived in Toronto I would have to get a loft in the fashion district.