Tom still has two sleeps most days too. And I think you are right about it being related to him not being well when younger. Tom had colic and screamed for the first 12 weeks of his life. I have always felt that that has contributed to him needing more comfort. He's a thumb sucker and also carries a sheet around everywhere as a comforter, and seems to just reach a point where he can't self-settle sometimes, but won't let anyone comfort him either. I hope they both grow of it soon!!