You need to go to:
%APPDATA%\Microsoft\Windows\Recent\AutomaticDestinations
And delete each file that you find in the folder.
About that you can use this two cmd do find them and detele them too:
find /C “Pinned Item” %appdata%\microsoft\windows\recent\automaticdestinations\*
del %appdata%\microsoft\windows\recent\automaticdestinations\1B4DD67F29CB1962.AUTOMATICDESTINATIONS-MS
[update 2020.04.29]
Please review below article if you like to increase jump list show items:
Windows 10 - How to increase Jump list items number
