I currently have a submissive that I distance train via email. I do occasionally meet with him each month, either one or two days per month. He is currently kept chaste in a CB-6000 with plastic locks that he must verify with me daily with a picture. I have also decided to feminize him a bit as well. So I have begun demanding that her wear panties, nylons and a bra on a daily basis as well. When at work all of this is easily hidden under his suits, but I delight in exerting such control over him and pushing limits a bit. My problem for which I am hoping some of you may have suggestions, is that unlike the chastity belt, I can not be sure that he is following through with his new outfits on a daily basis. I think he does not mind the panties and nylons as much as he does the bra. It is only a training bra and so in my opinion not a big deal to require daily. Even if I ask for a photo at the start of the day, no guarantee that he is not taking it off. Any ideas how I can ensure it remains on whether he likes it or not?