There are actually some Margiela boots from like 07 or something that I've always thought were dope,but can't find in my size
Here they are
I was at Guya last time we were there, and neither @Rosenrot nor I were impressed - actually, they had a pair of tabis she almost bought, so maybe better for wimminz. PN/P is by far the coolest. Otherwise, I think some of the tailoring shops are very cool, but if you're not interested then you're not interested. I say enjoy Florence and don't bother with fashion. Just eat.
I think your current SLP boots have a good toe shape for the suits/slacks you have. even if they are Margiela those look too exaggerated to me... unless you go with an ultra slim rocker jean thing. just my 2c tho!