"All the time" is so vague a phrase as to be essentially meaningless.
I see two observations to draw from this:
1) He recognizes that, while it will alienate some of his supporters, being pictured with a gun also makes him look "reasonable" and thus might facilitate the passage of legislation.
2) He is not averse to being shown with a gun. Again, this risks alienating some supporters, but it also indirectly promotes the recreational use of guns, particularly among those who are otherwise uncomfortable with them. Which isn't such a bad thing, is it?