Being my only boots ever worn are my Doc's & steel cap work boots,
I had to google what a "Sydney" boot is,

and this is what came up for 1st row of pics,
I must say your friend must be rather Camp or one of them new age Millennials to have 1 pair let along buy 2 pairs ( 1 black & 1 red I assume ) ,
or have I missed something LOL
must admit I like them on a nice set of pins , with a trench coat to top it off,
oh I miss winter down south