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Sooo on my annual re-read of six of crows I noticed something interesting about all the nicknames jesper gives wylan. In most cases it wasn't actually jesper who came up with the nickname or the teasing remark, it was Kaz.
Merchling is the most common of them but wylan was first called that by Kaz on page 130, "marketable skills" was what Kaz called wylans memory of the ice court on page 122, hidden dephs came a little after that, etc.
The thing I find most interesting is that when Kaz says these things they're seen for what they are, barbs at wylan, but each time jesper picks them up they take on this soft teasing vibe like a little kid with his first crush.
Jesper regularly tried to embrace kaz's brand of cruelty and harshness but each time he fell just a little short of actually being insulting because no matter how hard he tried in the beginning of the books he couldn't ever bring himself to embrace that way of treating people, especially wylan.
Sorry for the long post, this was just something I noticed and wanted to share!