Articles

Use Add method for adding item to a menu and Insert method for adding subitem to the menu.

procedure TForm1.MyPopup(Sender: TObject);
begin
  with Sender as TMenuItem do ShowMessage(Caption);
end;

procedure TForm1.Button1Click(Sender: TObject);
var 
  MyItem,MySubItem1: TMenuItem;
begin
  Inc(Num);
  MyItem:=TMenuItem.Create(Self);
  MySubItem1:=TMenuItem.Create(Self);

  MyItem.Caption:='Hello'+IntToStr(Num);
  MySubItem1.Caption:='Good Bye'+IntToStr(Num);

  MainMenu1.Items.Add(MyItem);
  MainMenu1.Items[0].Insert(num-1,MySubItem1);

  MyItem.OnClick:=MyPopUp;
  MySubItem1.OnClick:=MyPopUp;
end;