Simon Crompton of Permanent Style recently did a post about baseball caps and logos (see here). I think the gist of his post was about authenticity and that ball caps can look good. He prefers a logo that means something to the wearer and doesn’t care for made up logos. I said something similar about ball caps and authenticity in 2016 (Are baseball caps trad?), but I don’t mind made up logos, no logos, or luxury caps. Why I am writing about this is that Simon’s post created a lot more controversy in a trad/ivy related sub-reddit that I follow (here) than I would have anticipated. Specifically the part about wearing a ballcap with tailoring. Some people like it, but people that don’t like it seem to really really hate it.
I will add my 2 cents on the subject. I don’t think of the ball cap and blazer look as anything new. I used to have a great floor to ceiling window in my old office which was located near a few banks, the courthouse, and some law offices. I have seen men downtown in blazers, sport coats, and suits put on a baseball hat when it’s windy, raining, or very sunny for well over a decade. Keep in mind this was in a smaller city. In Ohio. We are talking main street USA not LA, NYC, or London where Simon mentions that he has never seen the look. Maybe it’s newer that men are wearing ball caps not for weather protection, but for style or maybe it’s new that it’s featured in look books and advertising. I am not sure. I seem to recall a Muffy Aldrich or Ivy Style blog post about men in NYC wearing ball caps with blazers 7-10 years ago, but I couldn’t find it. I have a more open opinion than many it seems. I think like most things it can look good or it can look bad. It just depends.
I leave you with a few pics. The first is man that I spotted on the street about 4 years ago. He was a wearing a 3/2 roll patch pocket blazer, p3 type glasses, OCBD, foulard tie, khakis, tassels, and a tan baseball hat. I thought that he looked cool so I snapped a pic. He reminded me of the men that I described above. An old school guy throwing on a ball cap outside of his office (probably to protect his head from the sun). I highly doubt that this guy reads about menswear trends online. The other two pics are of me. I am wearing a hat in one pic because it was rainy and in the other because it was very windy. My down vest will probably cause as much pushback as the cap, but I like it. I thought that the cap looked pretty good too. Hence the pic. The hat is from a golf course that I played in case you were wondering.
For more hat related content here is a link to my post: Horrible Protestant Hats By P.J. O’ROURKE