Instructions for the Winchester's Cartridge Reloading Tool-
To remove the primer,place the primer extracting plug inside the shell,so that the pin will enter the hole in the head of the shell;then place the shell with plug into the die,and by pressing the handles together,forces out the primer.
To inset new primer,start it squarely into the pocket by hand,then put the shell into the hole through the lower lever,and press the primer home by bringing the lever together.
To load the cartridge,put in the shell the charge cup full of powder,and on top of this place such wads or lubricants as the kind of cartridge may require;start in the ball by hand,then having placed it into the die,bring the handles together by a steady pressure,and the cartridge will be finished and swaged to the original size.Remove the cartridge from the die by opening the levers with a sharp,quick motion
To prevent the cartridge from sticking in the die,a drop of oil should be put in occasionally.
If you look at the decapping pin in your last post,if used correctly,that ring on the recapping pin flares the cartridge mouth when you de-cap.The rounded end goes to the bottom of the fixed die in the handle.
A complete reloading boxed set consisted of the handles,de-capping pin,powder cup for that cartridge,and a bullet mold.
In looking through the Ideal catalogs I have available I find no listing for the .44 Webley or "Bull Dog".But you never say never where Ideal tools are concerned,the oddball unlisted calibers do turn up.