question 2- No, you wouldn't because he is a Capulet, and Romeo is a Montague. Capulets and Montagues have a rivalry, and Lord Capulet is a very important person in the Capulet family.
Douglas wouldn't want fot the boys who taught him how to read to get in trouble on his behalf. He was afraid that they would be repremended or punished for having taught him how to read.