Ds2 is 3.5 - will be 4 in Sept - he doesnt start school til next Sept.
I am a sahm and he has only ever been with me/dh/other family members.
I have had health issues since his birth...back problems, anaemia etc. I am pretty tired tbh so we tried starting him 2 x mornings per week at a pre school last sept just before his 3rd b day.
To say it wasnt a success is putting it mildly! 
First day not too bad but he got very upset when I picked him up. 2nd time he cried when I left. 3rd time he vomited all over himself as soon as we got there. He was also waking in the night crying and saying he didnt want to go. So....we took him out.
Fast forward to now.....we are trying him again 2/3 x mornings per week at a smaller nursery with much higher key worker/child ratio.
It was his first day yesterday...went ok I thought. They are happy for me to stay for a while to settle him and I stayed for nearly an hour yesterday (mostly he was playing outside and I tried not to be intrusive) I left and he was fine. He was there for over a hour on his own and although he didnt cry when I picked him up he was very anxious to leave.
He then told me last night that he "doesnt want to go back to pre school ever" 
Sigh. What am I doing wrong?
Ds1 was the same and - despite my reservations and due to lots of family pressure - I sent him against my better judgement and it was a big mistake...he was miserable and badly bullied and the pre school/school did nothing about it. I moved him eventually but not before the damage had been done 
I dont want to make a terrible mistake again.
Ideally in Jan I would like him to be doing 5 x mornings a week to prepare him for reception in Sept but just cant see it happening...I cant keep staying at pre school - sort of defies the point doesnt it?
Feeling pretty low about it all atm 