Personally I find it's a great, open, common way to introduce different sexual behaviors in the bedroom.
It's not for everyone though. Personally I'd wouldn't be able to do it without laughing. I'd overanalyze what's going on and couldn't get into it. That being said I find sexy clothing and attires a huge turn on.
As it was said earlier, either commit to this fully (if you have the mind for it), or don't at all. And more then anything ask him what he expects out of it, and tell him what you personally think about it.