I have a silly personality and love to joke around. I've been mistaken for being shallow at many points in my life and rather than defend myself, I just play along.
After a short conversation with a man I just met, it goes like this
Him: So, are you single?
Me: Are you rich?
Him: Very
Me: Ask me if I'm single again
Him: Are you single?
Me: Not for much longer
We dated for a couple years, got engaged and broke things off before we took the next step.
And he wasn't all that rich. Comfortable, but not rich. (He liked to joke around also
)