brake pads won't fit

no crud came out of the bleeder. I've never done brakes on this care but I have done a bunch on other cars. This piston looks like its in all the way to me, the thing is sitting below the rubber boot, but they are old so theres a good chance they crapped out. I think i'll see if anyone has calipers in stock around here. Otherwise i'll get to sanding. I really think its the new brakes and new rotors being just a wee bit too big.