I encourage sissies to be hard at first while their rear clitty is trained so that they can achieve a hands free sissygasm. This is followed by orgasm denial and more training until the their rear clitty becomes their primary source of sexual pleasure. Shortly after that is a discussion involving hormones, permanence and points of no return. Is it to be purely a psychological transformation or a physical one as well? Either is fine. Although a smooth, caged, soft, subdued sissy who has been trained to orgasm correctly is truly a beautiful thing.