I think Frank Gifford got in trouble after asking an F/A on a date... though perhaps this thread is more focused on unmarried FTers.

I flirted with plenty of F/As in my single yrs, but never asked one out. I did ask out the girl working front desk at the hotel where I was staying once back in 2001. We've been married almost 3 yrs now, and have a 2.5 month old daughter.