I'd first make love to him. Then make him cum out as a sissy to his mum and sister. Then fuck him regularly. Then I'd start pimping him.
After which either he would find his own fuckers, or his first few fuckers would start pimping him too.
If he was old enuff to have a gf, I'd get my wife daughter to jade her. Then with my sissy son work on her to fuck her too.
They both have to be legal. I don't wanna end up in jail ****** to take smelly cocks, when other men are moving on my wife and daughter in real life. I mean, I don't mind other men (or women) doing my wife and daughter, but being stuck in prison to take other smelly, diseased short cocks would be undesirable.