When did you get deflowered and did it hurt?

My wife says she doesn't know if she was "deflowered," but her first sex was at 14 and it didn't feel good.

I was anally deflowered when I was 24.....it hurt a little at first, but then the pleasure became much greater than any pain I felt.

He was not gentle
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deflowered? Does anybody still use that term? 😄