I wanted to create a punchier title "40 yo Virgin needs advice" to attract more attention, but I don't really resemble the main character from the movie, except maybe the lack of (sexual) experience with women. Which is what I need help with improving. Hard to admit, but I've only kissed and had sex once with a woman who I wasn't even in to and she got bored with me implying that I was inexperienced while before she thought I was a big player lol.

from another topic

The things we do in PUA are easier for older guys. We already have an established lifestyle and decades of rich experiences. We have less fear, because we've usually had relationships and we know how it works.

Nah not me, actually I just 'woke up' from a life long slumber a few years ago and been improving since, before that I didn't have any relationships or sexual experiences with women. Fast forward, I don't recognize that guy I was any more, but still I'm eons behind from where I want to be and that is having a stable job, good pay, a romantic relationship and a lot of (sexual) experience with women.

In my mind I first have to improve certain things (low pay job, no university degree, loose more fat, conversation skills) before women will like me or have sex with me, which I know isn't true. I often get very obvious attention from strange women in public, but being the overthinking insecure me I never approach. In all I think I'm not good enough, I'd say not surprising considering my age and level of (in)experience with women. How do I escape this mindset aka be comfortable with rejection from women I like ?. Should I focus on career first or gain sexual experience ?