I think using the word loophole is not quite correct.
When the assault weapons ban in I believe 1994 was put into action, there was written into the law that all private sales between non dealers would not require a background check. This was agreed upon by both sides so calling it a loophole insinuating it wasn't discussed and agreed upon by both sides before becoming law is disingenuous. Now I am not saying that the law can't be or shouldn't be changed to having both parties use an FFL to broker the sale, I'm just saying calling it a "loophole" is the same rhetoric as calling a semi auto rifle an "assault weapon" and crafted by the same ideology.
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He never mentioned pulling out a gun, just carrying one and exercising his constitutional right. I have no problem with him or anyone else doing so. You should care what the supreme court says about guns since they ultimately are the deciding factor.