"Any sketches pict(ures) details would be greatly appreciated."
got picture to attached. I did slight edit. The black rectangles are the prospective masonry piers. Like mentioned up the post we do this a lot but my 1st time on a shingle roof. I was thinking copper or galv flashing the usual install from bottom up step up tuck point a 1/4" x 3/4" groove to fit teh flashing seal with triple poly sealant and secure with reglets (rivets) in the masonry. nail down under the top layer of shingle and more geocel. Hope this could give a better idea and maybe some in site.
yup click link and it's on....thanks.https://drive.google.com/file/d/0BzqLSL9NWPOkbnp0cE5FeDFhV0U/edit?usp=sharing
Since I have trouble with pictures too, someone please confirm they can see that.
From what I can see, you will need to flash it just like a chimney. There are a ton of threads on here on the optimal way to do that. Basically you pull the shingles back and flash the roof/pier intersection, then you groove the pier above that flashing and install counterflashing down from the groove, over the first layer of flashing to keep moisture from slipping down in the gap. Always flash from the bottom up when overlapping pieces.