I’ve dated a lot and I’ve got to see a lot of women feel insecure about themsevles, their body, their age, etc, to the point of defining themselves based on what men want, even if it means despising themselves for who they are.
Last year I met a new coworker. She’s 40, I’m 30. We had tons in common, and she was very insecure, to the point of self-deprecating and thinking it was “game over” for her.
I treated her like a 20 year old woman. It was clear she had had really nice boobs when she was younger but now they are kind of droopy, and her ass isn’t exactly the olympic type. She looked like a school teacher and acted insecure all the time.
However, in her on way, she tried to show she was sexy, and it drove me crazy.
I slowly built a relationship with her (no friendship, always sexual in nature), ignoring her age and treating her like a 20yo girl. She resisted at first but soon started melting when I was near, and started getting comfortable with me.