I don't see your attached image. Can you show us your settings where you have it set to pen pressure? What, exact, version number of AE are you using?
Are you still facing this problem? If not, let us know how you solved it. If so, please let us know so we can assist you further.
I just noticed this when I tried to do stamp cloning.
This problem was fixed once and is broken again. After Effects Paint/Clone tool does not recognize pen pressure. If pen pressure is selected, like transparency, nothing visible is painted.
After effects 14.2.1 and Wacom driver 6.3.21-8.
Wacom driver? Does anybody know what driver version works properly with multiple modifier keys (Cmd, Alt, Cntrl) and in After Effects 14.2.1? I'm lost already.