@kenbro
Well, first things first. A case gauge is a gauge that is meant check that the case meets
minimum case dimensions, to ensure reliable feeding in any CIP/SAAMI chamber (in particular, a semi-auto chamber).
Therefore, if you have fired it many times in your bolt action chamber, and your chamber is in anyway above the minimum, even FL resizing with a standard FL sizing die will not size the case enough to fit into a case gauge. You'd need a small base die to make the brass fit (if your chamber is above minimum in any dimension), since most FL sizing dies are not reamed to minimum specs at the base of the case.
This is the other point, case gauges can often give a false reading if the base it too wide. This is because the case gauge can't give a reading if the shoulder of the case never makes it into the gauge, because the base is too wide. I have seen a couple rifles blown up (AR's in particular) because someone was using a case gauge to adjust their non-SBD dies (and created excessive, gross headspace in conjunction with an already hot load), rather than using the rifle's chamber to tell them if the shoulder is being pushed back far enough (just insert an empty case into the rifle, and check that the bolt drops down with minimal or no resistance).
Rifle case gauges are used to ensure reliable feeding in semi-auto firearms (they assume a person is using a SBD). They are not intended to be used to adjust dies that are NOT small base dies.
Pistol cartridges are a whole other subject (roll sizing, etc.)...
Mark your brass with a Sharpie marker, and insert it into the gauge. I'll bet dollars to doughnuts that the brass will show a rub mark somewhere along the body. Meaning, your case isn't making it into the gauge far enough to determine if the shoulder has been bumped back enough.