On Thursday, I hit up this higher-end strip club I go to relatively frequently. I never give any of the women money for anything and I always tell them I don't do dances or anything like that. I have a long term goal of getting close to and, hopefully, dating one of these girls.

I've been escalating one girl every time I go. She gets more physical with me each time. Initially she was telling me that she expected me to pay to be with her. I've clearly gotten into her head that that will never happen. She knows I ain't paying for shit and she still spends a ton of time with me and gets physical with me.

Our conversations are good. We weave in all sorts of topics like religion and faith, marriage and relationships (I'm married ENM), our specific sexual preferences, etc. She described us as "good people in a bad place" and I feel like that's a pretty big green flag.

This last time, I ended up showing her a photo of me with a particularly hot girl I fucked so she could see my dick (and also, I figured it's textbook positive for her to see me with a hot girl naked). This seemed to escalate her into an actual potential; she said clearly "Ok, ok now I'm seriously considering it."

Here's the problem: Just prior to that, she said that she doesn't think I'm naturally a sexy guy-- that I don't come across as sexy-- and that on first impression she would assume I had a small dick.

I'm having a really hard time crawling out of the psychological hole that put me in. I, honestly don't give a shit if I fuck this girl or not-- she's far from my top pick and this has really been more of an exercise in approaching and gaming, etc. I sleep with women constantly. I have a rotation going and I meet new girls on dating apps often-- considering I'm mid-40s and not the hottest guy ever.

But the inner game is collapsing hard on me. All my insecurities have popped out and are dogging me. I'm DJing a sex party tonight and I'm all in my head feeling like the fat 7th grader who the girls laughed at. What do you guys do when you're in this headspace?