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Not so much what I did as what I didn't do. I was picking up a birthday cake for one of my kids and I was standing in line behind a lady who was obviously doing the same thing. Based on her appearance and the fact that she was fumbling through her wallet while on the phone with the bank, I got the sense that she was a little short on cash.
Something told me I should go ahead and pay for her cake. I could easily afford it so why not? For whatever reason I chickened out. I don't know why.
I left there with my kids birthday cake, feeling very ashamed of myself. It was a small thing and yet to me it was a serious moral failure.
I just put myself in that scenario and had the thought "man, what if she's flustered about something else, and having a rough day in general, then I go and swoop in and basically accuse her of being poor in public. She'd feel terrible and I will have made her day worse."
You would have walked out of there feeling like shit in two of the three ways that could have gone. Don't beat yourself up over it; clearly you're empathetic and care about people. That tells me you DO act when it's appropriate and you do want to be a positive force in this world. Congratulations! The world is better with you in it