I'm not sure I understand how your gauge works.
You are correct on mine. It's plumbed into the combustion chamber, (TDC Compression stroke-((2 stroke shown)). The air is added (crank locked up like yours). 15% is about the max leakage amount.
Sooo, at 100PSI, you should have at least 85PSI showing. Using low pressure could show leakage but not accurately.
Loosen both valve rockers at TDC (by-passing the compression release). I suspect your results will be the same, air coming up thru the crankcase.
I suspect your probably going to have to remove the head to check for a possible blown head gasket.
If no failure is present, worn rings are very likely your issue.
Also, using a compression tester, you can still get pretty accurate results even with a compression release.
Now, once you get a base line #, add some oil to the cylinder(couple of teaspoons). Try the test again. If the compression rises, your rings are most likely the issue. The oil helps make a seal temporarily..
For stubborn 2 strokes especially, that haven't been in a long time, that added oil will
very often help the engine to start (warm up and rings to seal)..