When I was in high school, I had a serious crush on a gorgeous girl.... she was popular, good student, and in the drama club. Everyone knew her & liked her. One Summer she was in line at the store I where I worked near the school.... she was wearing this red, white & blue shorts and blouse that had me gasping... wow...
I was just (I thought) a skinny nerd who played in the band. I never dreamed of actually being a part of her social circle, much less anything serious, although she was never anything but pleasant & friendly toward me.

So... 10 years later, after college, her name came up in some discussion with mutual acquaintances, and someone said.."Oh, yeah... I knew her, and a couple years ago, YOUR name came up, and Susie said.."Oh..Bill D...I went to HS with him. I always wondered why he never asked me for a date!"

arrrggg.. I just googled her, and she looks better than *I* do at 70+.
She also still goes by her maiden name. I have no idea if she ever married.
Life is full of "what ifs"