Interesting read and comments. I have been asked once and it was 3 years ago wearing my gen SA. Then someone commented on a look a like quartz breitling bentley as gen. Can you believe it? If I get asked again, my answer would be well what do you think?
I think we've covered this part before - you have to look the part or look like 'you have arrived' as someone mentioned. Otherwise, the likelihood of being asked goes higher. But a collector will definitely be very interested and may even ask.