The two questions are related - are you engaging in military service if it is not in the context of a "well-regulated militia"?
Richard Henry Lee,
Thomas Jefferson, and
Tench Coxe, as well as Madison, Paine, and even Washington regarded the individual right to possess firearms and indeed, carry them about, as unrelated to any common obligation to armed forces.
In point of the "bear arms" phrase - while I was browsing about looking to see if I could find an easy direct link to "The Thomas Jefferson Papers" I came across the following from
A Bill for Preservation of Deer (1785) The bill would have fined those who hunted deer out of season, and if within a year "[the hunter] shall bear a gun [long arm such as rifle or scattergun] out of his inclosed ground, unless whilst performing military duty," he shall be in violation of his recognizance.
So "bearing arms" at the time of the framers has more or less the same interpretation as today. Interestingly, it seems that "gun" and handgun
were considered different appliances
1. The fined hunter was free to move about off his land while armed with a pistol without further censure - it was carrying a rifle following his infraction that brought down the law
unless he was performing military duty. This directly distinguishes the private bearing of arms as a practice as a matter of course from military duty.
1. Contrast this with the situation today, where lay persons generally speak about "guns" meaning handguns such as pistols, revolvers, and the like.Post # 1776! How apropos!