Thanks for posting this. Yes, I often feel nostalgic plus I find I become more prone to feelings of nostalgia and sadness when I'm tired... or perhaps I should say overly tired since I'm pretty-much always tired to some extent. I begin to wallow in thoughts of what might have been, what should have been, and all of the many things I did wrong along the way.
And then, the other thing that happens with me relates to my life-long struggle with my gender identity. For the most part, I've come to terms with the fact that I never did anything about it. (For most of my life I didn't know there was anything I could do.) But when I get overly tired, waves of gender dysphoria can overwhelm me, making me feel as though I simply can't stand it another moment... even though, in reality, I know I can... and I will. Like you, I'm okay with where I'm at in life now. But I also sometimes find myself wishing for, in my case not so much the old times, but rather a different set of times, if that makes sense. But then, as the old saying goes: if wishes were horses...