Popup-Menue actions on more than one file

[algorithm]

Good Morning,

I've searched the forum if this issue has already been mentioned but I didn't find anything on it. So forgive me if I missed something.

Following is the case:
I have 5 Files that I'd like to open. So I select them and then I want to be able to press the Enter-Key or right click "Open" and all of the 5 Files open in the application that is linked with their filetype.

At the moment only one File of the selection is used (I think it's the one with the Focus on it).

The same thing to check out files from the repository (for which I right click on the file(s) and click "Check Out").

Greetings
a~