Firstly about Richard 3rd,,,,King of England albeit for a short while. Was he ever taunted about his stature as a cripple with Kyphoscoliosis ( Kyphosis ) ? We don't know,,so can't even speculate on that one.
However,,I think Neville was the ruler when it came to finances,,,especially deals with land and anything to do with the farm. June would have been the one to have funded both children when the need arose.I don't think she treated them any differently on that score. Neither children were any different to those of today who rely on the bank of mum and dad,,,and all they needed to do was ask,if they wanted anything in particular and both knew this,,so why do you think that Jeremy was anything different.? He was on a good wage and he knew it,,,and as long as he worked on the farm there was never the fear that any money would dry up.
Don't you think that Jeremy was too pre-occupied with his love-life than to think about who was sleeping where at WHF,,or who was doing what.? Him and JM would have been taking themselves off in his car after the farmwork.
I'm of the belief that Jeremy didn't know half of what was going on,,,only being interested in the pub and clubs which was normal for a chap of his age.