This is all purely hypothetical speculation.
If a girl, hypothetically, has an online personals ad, and that girl's profile says she is looking for a certain age range (a range reasonably centered around her own, clearly posted, age), would you contact the girl if you were the same age as the girl's father, and seriously expect a response?
Similarly, would you expect a response from a girl if your "More about what I'm looking for" answer said only "a woman who knows how to pleasure a man"?
Say you're about ten years older than the upper end of a girl's age range. And you also say, without irony, that one of your favorite songs is the James Taylor/Carly Simon version of "Mockingbird." Would you still think you had enough of a shot to spend a credit sending a message?