I'm not too sure. We've taken on various roles before, but they've always been general people rather than a specific person. Like if we're doing consensual non-consent, he is "creepy kidnapper man that I have never met". I think I like it that way.
I imagine that it would depend on who I was pretending he was. Not sure he would be too pleased if I was imagining he was my favourite singer or someone like that. Yet I've mentioned wanting him to dress up as Pyramid Head from Silent Hill and he seems ok with that. So yes, it largely depends on who I believe.