The career is an example so I am an upcoming jazz musician drop out tagged down with debt but doing relatively well. Had the typical normal girlfriend relationship.

But in the past 2-3 years, I've had relationships with older women who in comparison to the younger/same age I dated, had their place, and were well off. I am not humblebragging but I find that this is the majority of my far orbiters who would always just text back even after year. They're late 30s, 40s-50s range, single mothers.

It feels like a power struggle because they would treat me and would cover for anything when we go out. It feels like I owe them something and when it blurs the line between this cougar cub deal to her developing feelings, it becomes super stressful.

Succesful men traditionally can find younger women and be set. But what about the opposite? Does this ever even work? Has anyone ever been in this type of situation before? Is it only ever no LTRs then dump, especially with single mothers? What about the ones who have their children already moved out? As an average guy, it feels empowering too but then you start feeling like you can basically go with any women