Reply To: Copy with a line for answer

How about create a Paragraph style with a BULLET to make the square dingbat symbol at the start.
Then set a RIGHT ALIGN TAB to the width of the column.text box with and underline as the leader.

To use apply the style, type your text and then after the question mark add a tab and you get a line to the end of the column even is when the text goes to a second line.. If you want to add a second line then add a soft return and another Tab to add another line.