Sorry for being unclear, I'll try to rephrase what I am talking about.

Bastien wrote:
> So I guess you have (setq org-cycle-include-plain-lists nil), right?

It is set to integrate, but I tested it and it does not seem to matter.

> I'm not sure what "move to the parent level" really means here.

Sorry, again. I am talking about "nested" plain lists:

> - "Parent" level
> - Initial level for new item
> -
 At this point I created the empty item with M-RET. If I then press TAB,
it demotes this item, which is also mentioned here:
https://orgmode.org/org.html#Plain-Lists [1].

> - "Parent" level
> - Initial level for new item
> -
 So far, so good. But if I then press TAB again, we go back to this: 

> - "Parent" level
> - Initial level for new item
> -
 Whereas I would expect it to move the item to this position: 

> - "Parent" level
> - Initial level for new item
> -
 If it would do this, it would behave analogous to how it is implemented
for headings, as described at
https://orgmode.org/manual/Structure-Editing.html#Structure-Editing [2]:

> In a new entry with no text yet, the first TAB demotes the entry to become a 
> child of the previous one. The next TAB makes it a parent, and so on, all the 
> way to top level. Yet another TAB, and you are back to the initial level.
 I am using Emacs 26.3 on Windows and this behaviour replicated on a
clean install.

Thank you for your time! 

Links:
------
[1] https://orgmode.org/org.html#Plain-Lists
[2] https://orgmode.org/manual/Structure-Editing.html#Structure-Editing

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