MASTER CYLINDER

http://www.wilwood.com/Images/MasterCylinders/MasterCylinder_Drawings-Large/260-11179_dwg-lg.jpg
OK, gotcha.
Look at the picture, and then look at your install. I see a lot of potential to trap up to something like 8 to 10cc of air in that port/passage. So Ima thinking.......
If you used the lowest (relative to the ground) port to drop down to the Y, then you can use the upper as bleeder.