Pit plums and cherries.
One must pit a peach to make it ready for a pie.
Word: "pit"
the same meaning

Pick meat from a bone.
Pick up the tab.
Word: "pick"
different meanings

A grain of sand.
Saw the board across the grain.
Word: "grain"
different meanings

They traditionally trim the tree on Christmas Eve.
The airplane trimmed.
Word: "trim"
different meanings