If you interact with his friends, there also a lot of options: they all called witnesses. But there people who only associate with JW, mostly young born-in. Next level, people which not baptised - called unbaptised witnesses. Next level baptised in not the best standing. Next baptised and in good standing. Next MS/Elders/pioneers.
Mostly you'll only meet the first two or three groups. So you don't know all his friends for shure. If you get contact with the last groups, then he know, that they don't make trouble about it. Means, not normal JW in high position. Crazy cult, isn't it?
The'll know if you wordly. When they see you, they ask you something like which cong or so. Remember the watchtower where friends should control Facebook and so from other and report it to the elders.
Maybe contact with a wordly person should be reduced if he wan't the talk in the kingdomhall at there wedding. The elders can say so. And maybe he is afraid to talk about it with you.