Apparently in cleaning out my grandparents’ house when he moved into an apartment in a retirement community my family found a lot more guns than these, but these were the ones my mom remembered her grandfather carrying when she was little, in these old belt holsters.
The smaller one is a Colt Police Positive chambered in .32 Police Special. The bigger one is a little more unusual: a Harrington & Richardson 999 Sportsman, notable mainly for the top-break action you use to load its 9-round .22 long-rifle magazine.
I should have photographed the clever H&R action but didn’t, so here’s someone else’s picture:
And just for fun, here’s the pair of them with something a little more modern: my Ruger 1911 Commander.