Define gage point, recall manually measured feature

Define gage point, recall manually measured feature

I have a couple of questions on measuring this feature.
First, I would like to define a Ø.090 circle where it intersects the conical area, then report the depth from that circle to the bottom of the bore. The bore is too small to probe, so I was thinking of measuring over a gage pin. I would like to measure the length of the pin, and have the program prompt to enter the length of the pin and then offset accordingly.
How would I go about doing this?