Well they must be having fun. And considering Eileen is a witch and has magic then they can do such fun things~
Like imagine cursing those items so they can't be dropped or removed. But give no indication that that is the case. Though strapping things like the gag in anyway is still a good idea. More embarrassing~ But I bet Max is going to be blushing so much while Eileen takes care of him~
Just thought maybe she can spank him through the diaper thanks to magic hehehe
Well they must be having fun. And considering Eileen is a witch and has magic then they can do such