Boys are strange aren't they!! My son is grown up now, but when he was much younger his school advised me to sit at the end of his bed at bedtime and start a conversation with him and then let him talk and you just listen, almost without interruption for about 15 mins, do this on a regular basis and this can often make children feel more secure and settled. Hope this helps. My son was an awful handful until he was in his 20's but he is a delightful young man and I couldn't wish for a better son, but it was a struggle getting there.