Wow. And Paper Moon is legitimately one of my favorite episodes that doesn't get a lot of fanfare. Replacing Nog for Wesley mentally is something I can not conceive of in that.
I mean, canonically, isn't Wesley basically a Q at this point, doesn't he have Phenomenal Cosmic Powers™? Wesley disguising himself as Nog shouldn't be too hard to do. Hell, it was in a holosuite, and if anyone can rig one of those, it's Wesley.
So, what I'm saying is...canonically, there is no reason that it couldn't have been Wesley hanging out with Jake...