Another repressed memory

What started out as a Charitable fundraiser quickly turned into a blast from the past.
Last Saturday I was going to my Masonic Lodge’s annual Open House. It is a day selected by the Grand Lodge of Masons in MA for us to open our building to the public for any man interested in Masonry. For three years, our lodge has taken the additional step of having a “Pumpkin Fest” for the community to enjoy. Local vendors donate pumpkins that we offer for donations as well as gift cards that we raffle off. The highlight of the event is always the kids painting their pumpkins. I always make sure there are plenty of paints, yarn, glue, googly eyes, and Sharpies for the kids to have at it. As I drove, the anticipation warmed me.
My phone rang as I was 10 minutes out. A brother had called to tell me that someone, a woman in possession of attractive qualities, had stopped by to see me. Her name was Sandy. I asked to speak to her and was told that she left.
When I got there I asked what she wanted. He relayed an odd message to me, she had come to tell me something that she and I had already discussed recently. Sandy and I went to High School together. And for context, she and I dated after High School. I shot her a text asking her to come back if she had time.

Fast forward an hour and a half. The event was in full swing when I saw her walking up the driveway. While we were in occasional contact by text, the last time I had seen her was 5 years ago at the last HS reunion.
She looked great.
I invited her in and we got to talking. I asked her why she had left a redundant message for me. She said that it wasn’t why she came by. We moved past it. We caught up as much as the situation allowed. It was crowded and busy and we were interrupted often. Somehow the conversation got serious and we began to talk about when we dated. As we spoke it became obvious that there was a time in which we really enjoyed each other’s company. Sadly,I had forgotten (repressed?)a lot of it. I asked her why we broke up, or in our case just stopped seeing each other. She couldn’t tell me why and I had nothing to offer. I was troubled by that.
We talked for another 15-20 minutes and she then had to leave. We hugged and said goodbye. I joked with her that if she became unhappy with her husband I would gladly take her off his hands. She laughed and said, “Will do”.
I wonder if she knew that I was serious.

I should have been satisfied with the exchange. My brothers were all picking on me (my romantic exploits were common fodder for conversation) and I played along. But I was anything but jubilant. I was confused and full of regrets. As if regrets weren’t bad enough, I didn’t even remember what it was that I regretted; other than the nagging feeling that I may have, 30 years ago, messed up things with a woman I could have been happy with.

Sandy and I go way back. We were pals in High School. In Marching Band, she had reminded me of the time I had wrapped her in a blanket on a cold night far from home at a competition. She had thought I was kind. Enough so that she remembered it for all of these years. I had my own word for it.
Stupid.
I was stupid then. Stupid to not have asked her out then. Stupid to let her go when I finally had her. Stupid now as I get hit yet again with the consequences of being such a misguided, lost idiot for so many years.

I have so many regrets in life that I am grappling with. It just makes it worse that new ones continue to show up.