Have you guys ever dated an insecure woman?

I see a lot of my female friends say they don’t want a guy who has female best friends (though office colleagues and such are fine), follows random women on social media, or is too friendly with his female friends. But these are all things guys wouldn’t be okay with either—yet somehow, they get labeled as insecure or controlling

So, have you guys ever been on a date like this? What did you learn from it?