A.P.
T.,
I have two children, ages 6 and 8. I have always been strict about the bedtime ritual, which included making sure THEY were responsible with getting their shower done, THEY were responsible for brushing thier teeth, making sure the bathroom and their bedroom were tidy before they go to bed.
Once they are in bed, I kiss them good night, cover them, and they each choose a short book to read. They understand after I am done reading, that is it for me. They are only to get up to go to the bathroom or get a drink. When they do, they are to cover themselves up, because I will not play the game of tending to them every time they decide to stall sleep.
I also let them pick out a night light, which both prefer to have on.
Because I have not waivered and allowed them to make me part of the stalling process, I have rarely had any problems. The nights they have decided to see if I will waiver, has only resulted in them finding out I am great at ignoring them. Do not reinforce bad behavior.
In the case of your son though, sit down and talk with him too to see why he is uncomfortable with sleeping alone. It may be something as simple as a night light or he thinks there is a ghost or monster in his room. Let him know the facts and like with my son, because that was an issue, we would look in the closet together and close the closet doors, so he understood there were no monsters in his room.
I hope this helps.
A.