Well, we used to have Bearcat D456, and a '58 Flattop .357, but those became something else. I guess my oldest any more would be a .44 Carbine, an oldie that's mint but doesn't see much range or woods time, though it's killed deer and likes Federal American Eagle 240 jhps at 100yds pretty well. My newest by manufacture would have to be my LCP Max, which sees daily carry.
ETA; of note, looking below to see the "Similar Threads" listing, the top title happened to be "Your goal, take it out and shoot it" That was meant to be seen by me, and I have nearly 2 full .50 Cal cans of .44…