I like the idea of it, because of the humiliation factor, but realistically I won't ever be doing that.
There is a chance that a)security or the police would be called for being in a place you shouldn't be, b) there is an issue of physical safety, and the risk of catching something from a complete stranger.
I had been asked to do that at one point in time, however I chose to make that request a hard limit.
I instead performed humiliating tasks via cam for random strangers that he contacted for me.