Once I went out for dinner with an indy, it was not a date though. I am Asian and she is Caucasian, there were few Cantonese guys standing outside that restaurant smoking, they kept looking at us for a few mins. I guess they probably realized that she is an escort, since she was a bit overdressed, and I am just a nerdy Asian. Initially I was very uncomfortable due to that but after all I had a very good time.
I have no family in Canada, and I doubt if my parents will come here in the future, even if they do they will probably just come to visit. So if there were an SP that I like and would want to date me, I would go for it.
But let me just be realistic here, at least for me, the question would be more like "Would an SP date/marry you?"