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leather straps

Either way!

If you just pass it through the last slit, it's easier to remove and readjust. However, it does not lay as flat and can get uncomfortable.

If you thread through all the slits, it's way more secure and won't twist. Readjusting it is a pain though, so make sure you are comfy before you do that :)
 
I just ran it through the last one.

OK, so if you've got a strap with two buttonholes, on the tail, and end up with about six inches of extra tail because you're using the one closest to the main part of the strap, what do you do with that? 'cause it's not long enough to just tuck it back through the last slit.