If the man says it does not associate by default, then IT DOES NOT.
I have many systems of : XP, W7, Linux builds, and I have never encountered that behavior with an official (calibre-ebook.com) install on any version (.9 on)
Start Menu items: Yes
File associations need to be done manually for both the main program (that you show) and the book-viewer and book-editor.
By any chance do you have some sort of file browser 'helper tool' installed ?
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