I fostered the idea of killing a deer with a handgun for sevearl years. I had killed deer with rifle, shotgun, muzzleloader, and bow, so a handgun seemed to be the logical next step.
What I found (the hard way), was that I lack the skill necessary and I lack the time it would take to get there. I have given up on the idea for the time being. I have a lot of respect for those of you proficent enough to pull it off.
For me, discretion is the better part of valor.