Hmmm well lets see how do I say this. To me you are kind of a paradox. And if I am wrong here don't hesitate to tell me to go to hell lol, because you for sure have good game going on.
There is no doubt from your posts that you get some play with some decent looking ladies, and yet many of your posts, before I knew what you looked like, struck me as kind funny or odd coming from someone who had THAT many different and crazy experiences with so many different women. I mean you never struck me as a nerd or a guy that didnt have a date if he wanted one.
I don't know sometimes it just seemed like for someone who got that much play, you seemed overly worried or analytical about women, like your confidence wasn't where it should have been considering your "stories" and experience. And that kinda makes sense now, because I would not classify you as what most women would classify as "great looking" or "handsome". So I can imagine when you were younger that you might have struggled somewhat with women before you found out what worked for you today. So deep down, and again this could be totally off base, but deep down you might be like one of those woman who as a teen was fat, wore braces, never had a date, and as she got older blossomed into a hot piece of azz. And yet in her mind, she will always be the awkward, ugly duckling teen, and so she dates guys that are beneath her look wise. She doesn't have the confidence. You for sure have the experience with women, but maybe underneath it all that subtle lack of confidence or urge to analyze women comes from your lack of what most would call classic good looks and struggles with women early on in life?
And with all that being said, you are not ugly in the least, so please don't take it like that. I guess it all comes back to after reading about your stories for a few years here, i expected a Brad Pitt player type guy, and that isn't you at all. Not that there is anything wrong with that lol.