I deeply regret being such a little horror. Is an apology worth attempting, years later? Or does it just bring back painful memories for the recipient while the sender gets relief from the guilt?
My Puritanism is showing, but isn’t feeling bad about this a fitting punishment for the deed?
If you and he were face-to-face, I might answer differently; the chemistry of the moment is your best guide to whether an apology would heal or insult.
There’s also this: You can make amends in different ways.
The first is to stop rationalizing. If you’re going to own it, then own it: You had in you, and no doubt still have, the capacity for such cruelty. It’s not that you were weak, it’s that you stomped on someone weaker.
You’re not alone, of course. It’s all of us. We all have this inside.
Now you’re mature enough not to ostracize people. Well, maybe but you insult this person all over again if you treat yours as the isolated mistake of a bygone self.
Instead, honor him by knowing your humanity, knowing this dark and selfish aspect of you, acknowledging it’s always going to be there – and never forgetting that our right to walk among decent people depends on our ongoing mastery over these impulses.
You mention a family – children? If so, then also serve this boy well through your teaching. Ask your kids what they see in school and around the neighborhood. Ask your kids how they handle these situations. Talk, in age-appropriate ways, about the human impulse toward elevating ourselves on the backs of those we perceive as weak. Share with them that your unkindness a quarter century ago nags at you still.
Kids will be cruel, yes – but that’s no excuse for not asking better of them.