My DD was just like that. I tried everything I could think of to get her to toilet train - star charts, bribed her with toys, even got her ears pierced to signify her becoming a 'big girl'. NOTHING WORKED! I had successfully toilet trained 2 other kids before her but I just had no idea how to go about training this one. She was going to be starting Kinder and I was determined that she would be TT by then....she was not so determined though. I went to an 'early intervention' centre who gave me a few tips, they even made a book about her toilet training which we had to read etc....didn't work.
In the end I just threw my hands up into the air and gave up! I was over it! I figured she wouldn't be wearing nappies on her 21st birthday so I just left it.
One day we were going swimming, she was a month off 4 and she wanted to wear her bathers before we went. I let her, mainly just to stop her whinging about it. Then out of the blue at the pool she ran up to me and ASKED me to take her to the toilet!!!! Of course I made a big deal of it and she did her very first poo on the toilet at the swimming pool. She was toilet trained both day and night from that moment on.
SO my advice to you is to let it go, don't make an issue of it and he will do it himself naturally. After all he won't still be wearing nappies on his 21st birthday!
I'd just wait until he's ready hun. Kids are all different at different ages, and apparently it is common for boys to be ready later. My 4 1/2 year old took quite a while and I was despairing of him ever "getting it". Then DS2 basically trained himself in one day when he was ready, and I now understand what people mean when they say it is easier when they are ready.
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