Have you ruled out food intolerances? I'm not a mum (yet) but I work with kids and once worked with a little boy who complained of tummy pain like "cables" in his belly. He seemed in a lot of pain and it turned out he was coeliac. Another little girl was similar and we worked out that she had a dairy intolerance (not allergy). Just a thought.
Another thought, has anybody recently been ill in your family/group of friends? Could he be imitating what they did that caused them lots of positive attention? Ie pain then doctors and medicine.
I hope you find a solution soon, it sounds distressing for you all. Hugs!
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Miss A went through a tummy thing for a while at bedtime. she always had tummy pains at bed time.
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