He is a run of the mill perv huh? Well your instructions could include some sort of genital plug, anal or vaginal, that she should wear during her task of being maid. To make it more intereting for both parties, she shouldnt wear more than a thong. This would cover her troubled self-concious reservations about making a bet without your knowledge, as well as ensuring she is fufilling her portion of the bet. Since he is vanillia, talk with him, and ask that he has her do three very specific things during her time as his maid. Since this is something she got into without your assistance, you could have him get her to do something she normally wouldn't. Like ironing, or washing windows.