I have 2 pair of shoes on the Plaza last, #8 monks and cigar PTB with 6 eyelets, and they are 2 of my favorites during the week with dress slacks and/or jacket.
I had a pair of plaza PT boots and ended up selling them as I couldn't get comfortable with wearing them casually.....hopefully the SF member that now has them is enjoying them!
Similar to you Doc, they seemed to dressy for me when I tried to pair them with chinos or jeans.....strange because the look so good when others post their pics on this thread.
Everybody has their own preferences......for me a lot of it is trial and error with finding what works for the individual with their style.....I have bought a number of make ups that I thought I would love but the just didn't feel right with what I tried to wear them on a day-to-day basis.
Sorry I didn't get a chance to follow up earlier. I was with my sick child all day and he's finally stopped coughing long enough to get to sleep.
I agree with you. To each his own regarding dressiness, last shape and what works with one's wardrobe. Perhaps I should have restricted my comment on plaza lasted shoes to the medallion captoe (as I said, I think it may be more a thing with me regarding the 6 eyelets than the plaza last itself). I can see how, for example, a king monk on plaza would look nice. It is indeed trial and error. I've tried MrDV combos and have gotten compliments, but then have tried other heavy hitters' aesthetic and gotten strange looks from people close to me.
It really comes down to this - personal style.
Plaza is easily my favorite last for boots (and I also own, or have owned, Alden boots on Barrie, TruB, Aberdeen, and Grant). I have Plaza boots in WT, NST, plain toe, and captoe. The first three are 360 welt and commando. The captoe is 270 welt and double leather. Of the four, I consider the captoe the dressiest. I wear them all in casual and business casual settings.
Plaza is not my favorite last for shoes, but I do not dislike it for shoes.
Seven, you're right. Last-appropriateness is in the eye of the beholder. Kind of like the question about whether wt boots are ok with suits.