I think I may have found what is going on here, and it seems to be simply a terminology missunderstanding.
The 8 entries was the clue.
Chrome's "Recently Closed Tabs" feature saves the last 8 open tabs.
Is that what you are seeing here - the last 8 tabs that you closed? Does it say 'Recently Closed' just above them? (and History above that).
Recently closed tabs are not the same thing as your browsing history and they won't get cleaned with 'Internet History'.
For example I'll
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Posted by nukecad,
Eventually worked out what was going on.
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