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Matt, I've not worn castellated hose (yet) and have a wee question. I know that hand tied garters are to be worn with castellated hose. My queestion is when wearing these is it right and proper to wear only matching coloured garters, or are garters in a contrasting colour also permitted? I notice in the second photo a lighter gray coloured garter. How much, if indeed any, lattitude in colour choice is permitted? Would, for example a pair of red garters be completely out of the question with the above exampled hose? I could imagine some creative combinations, but am not certain as to how they would look "in real life".
Either one works, in my opinion. You'll notice in the first pic I am wearing a pair of charcoal grey garters that match pretty well with the grey in the hose. That worked well with the outfit I was wearing at the time, which was a grey toned tartan kilt (Highland Granite tartan), black Argyle and waistcoat (and of course white shirt, black tie). The whole outfit was rather grey-scale so bright colored flashes would have stood out like a sore thumb.

Now in the second pic I was wearing a more colorful outfit. I had on my St. Ninian tartan kilt, which has many colors, and matching tartan waistcoat. I could have worn the grey garters and it would have looked just fine. But I decided for something a bit more flashy and wore instead a set of garters my wife wove for me that are primarily green with white and red knotwork stripes on them.

So yes, either options works.