I’m from the south and own many monogrammed articles of clothing/accessories. When I first moved to Long Island I did not see a single monogram until I started visiting a few of the local equestrian centers where everything has the riders initials on it. Especially considering they usually only use their first and last initial.
I believe this is a male monogrammed equestrian belt. – Horse riding is extremely popular on the island.
Western wear would be more of a branding, so actually imprinted into the leather. The painted leather is more of an Hermes thing.