Dear {Name},
I need to apologize again for bring up {painful subject}. Please believe that my intention was not to be hurtful. I would never intentionally call you pain.
Honestly, I {had forgotten/thought you'd broached the subject yourself}. This is no excuse, however. I should have noticed that your reaction was one of sadness and hurt. My intuition, my tact, and my manners all failed me, and as a result I failed to be a good {friend/colleague/relative}.
I hope that you will forgive me. I also hope it goes without saying that I won't mention the subject again. I value our relationship so much.
Sincerely,
{Name}
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