Just because your ancestor uses the phrase "my now wife" in his will, it does not mean he had to have been married twice. A man might use the phrase to make it clear to whom a bequest was being made. If his will said "to my now wife I leave my farm for her life and at her demise it to go to my children" that meant his wife at the time he wrote his will. He might have been concerned that if he remarried and his "then wife" married again that his real property might fall out of his family's hands.