I always drill black Tru-Stone with soapy water and the cool the blank after every 1/4 inch of drilling with a cold water and paper towel compress.
THEN I NEVER use a pen mill on Tru-Stone, but rather use a disc sanding jig or skew tip to square the tube ends. My THEORY is that pen mills cause chips, no matter how carefully you use them. THEN when applying the pressure of inserting hardware causes these microscopic chips to develop into stress cracks. To check out this theory for yourself, use a pen mill, THEN examine the ends with a 17X jeweler's loupe!
Finally, before pressing, I use a bullet chamfer tool that I bought long ago from Arizona Silohuette. This is perhaps one of the most useful tool in the shop. When I press, I apply 1 drop of Loctite to the hardware being pressed. I do this for two reasons. First, the thread sealant is "slick" and acts as a lubricant as the parts are friction fit. Secondly, as the Loctite dries, it makes an excellent bond between the tube and the hardware, yet the parts can still be disassembled, if necessary.
FWIW: I had many, many sticks of black/gold web Tru-Stone in my shop. Many pieces made BEFORE the factory explosion and some made after. In EVERY case, the newer stone was more brittle and more "powdery" when drilled. I can't help but think that the "formula" changed after the explosion.
Respectfully submitted.