1: Looks like a MT2 tool holder by Greenfield with a countersink cutter for fastener holes held in it and to be used in a lathe tail stock. The label on it is troubling, could mean MT1 but not sure about the 1/64?
2: Looks to be a #MT3 adapter to hold a MT2 tapered tool, Could be a MT2 to MT1; looks trashed.
3: It's used to be put in a drill press chuck (it's a straight shaft) to keep a tap wrench centered and apply even pressure while turning it/threading. It can also be used on a lathe with a drill chuck in a tail stock when threading manually, turning by hand.
1 & 2 wont be too useful nor valuable (pretty much trash) but you could use #3, would be good for your drill press when hand tapping
What you do with #3