1)Did your brother play tennis with him friends last Sunday?
2)Who did play tennis with him friends last Sunday?
3)What did your brother do with him friends last Sunday?
4)In what did your brother play with him friends last Sunday?
5)With whom did brother play tennis last Sunday?
6)When did your brother play tennis with him friends?
Вроде так,если что, поправьте ,в грамматике не очень