Dated

There's a flyer on the bulletin board at the Unionville post office advertising a self-improvement seminar entitled "how to date yourself."
I imagine the lecturer mean it in a Valentine's Day sense, like how to become a person you would enjoy going out on a date with. But when I first saw it, I thought it meant, how to make your old-fashioned nature obvious to one and all.
I don't need to attend a seminar for that, as my younger and much, MUCH hipper friends and family members would attest with enthusiasm.
And another friend interpreted "dated" a completely different way. She said she and her husband were out fox-hunting for four hours on Saturday, and the next day both of them felt every single year of their age.