Referring to a woman, rather real or digital, as a member of a group called "the ladies" only enhances your argument that you can't get along with "the ladies". I've never been particularly good with women myself, but that's largely been due to a difference in what I look for in life and what people are looking for when they go to the kinds of bars where they might hook up with someone. Still, I can have some sympathy. I've had unanswered crushes and I believe that the reality is most people aren't leading nearly as interesting a sex life as one might be lead to believe. This game (granted, I haven't played it) doesn't seem to speak to the reality of sex but rather to some imagined reality of sex.
Anyhow, the biggest problems I ever had in dating was that I sometimes wasn't honest with myself about who I was. When I tried to be someone else, I found myself in embarrassing situations or, worse, in places that I very much regret later on. Given what you've written, the fantasy of this game seems particularly dangerous in some cases because it seems to have affected you in a way that reaffirms your illusions about yourself and the world in general. It's much simpler in life to find what makes you happy and go with that.