I don't know how it's sneaky.

Its not a "fake" text it's a very direct text. I think to know it's a joke and appreciate that she needs a degree of social intelligence and confidence. If a girl knows this text is a joke (because it has to be, no one asks a bizarre question like that to their friend - I have just met a cute girl, I am giving you no info about her, but should I date her?!), great, I like her more.

Yeah it's not so obviously a joke as "who was that guy...".

As far as "risky" I defined my use of the word in this case to mean she may not text back. It is exactly as you have said, it is risky in the same sense as every other text is "risky".

The question then is, is there anything (as k would say) inauthentic about it. Are you being yourself or gaming?

And personally I think its funny and would like the girl who gets it. Less girls will respond to it than "who was ..." but that's fine because I like the ones who get the joke.