Probably one of my grandmother's carry guns....a Colt 1878 with a chopped barrel in .44-40. I don't have all the details on the history, but I know she carried it up through the end of the 60s and that it and that it was likely handed down. I had to have it rebuilt recently after firing it in DA and shattering the mainspring springs. The DA on that revolver is essentially useless. It is VERY heavy, and you can't see the front sight without the hammer cocked (granted it is aftermarket, but I have heard this is true of the originals as well).
Her other carry gun was a nickel Colt Series 70 purchased new in the 70s from Oshman's in Houston. After her death, my grandfather (a WW2 Army Air Corps European Theater vet and later USAFR Lt. Col.) carried the same Colt throughout the 80s and 90s after switching from a revolver. In the 2000s he went back to a revolver.
My father bought a Python from the same Oshman's in 1969 just after returning home from Southeast Asia. I don't have the boxes, but I do have the layaway and sales receipts for both. The Python also has all of the US Army paperwork to take it to and from Germany. My father and all of these firearms are thankfully still with us.