Re: Thomas Cockey and first wife Mary Hammond Moss Cockey. I believe that the Widow Cockey received her 1/3 dower rights after contesting the will of Thomas Cockey. She however died before the case the finalized and her daughter Anne Cockey Hammond in turn was the beneficiary.
Further showing how all these early Maryland families were connected: Mary's son-in-law, Robert Boone (husband of her daughter Elizabeth by 1st husband Rev. Moss) was her attorney in the action against the estate of Thomas Cockey. Robert & Elizabeth Moss Boone's son was Thomas Boone and he married Sarah Cockey, daughter of John & Elizabeth Slade Cockey -- John, as you know, was the brother of Thomas Cockey.
Elizabeth Hammond's father was Major General John Hammand and he was a big wig in early Maryland. Her mother was Mary Howard, daughter of Matthew Howard -- another big, old Maryland family.
Thomas Cockey's estate was valued at over 3,000 pounds, making him the 3rd wealthiest man in the colony at his death.