As Ian has done.
O start with a drill that just goes right through, then go up in 1/64" increments. Poke each drill into a finished socket, and put a bit of tape around it level with the end of the socket. Drill it into the embryo socket but stop before the tape gets level with the end of the socket. Now repeat with a series of bigger drills.
You are left with a stepped hole that has a minimum of material left to remove.
I have just used the straight reamers as on the right of your pic (oft. described as roughing on the packets!), I would prefer a combination of notched roughing reamer and a spiral finishing reamer, but all of my sockets so far have held standard tapers OK.
Neil