Hey MN, is the 'hole' his urethra (where the wee comes out) or is his foreskin very tight??
I guess that is exactly what I was asking as well. From your response Nay it sounds like the issue is more about the size of the end of his urethra, rather than the size of the opening in the foreskin (if he's able to pull is back over the head of his penis). I wonder how circumcision would help that?