You have a scractiy mindset and low self respect. Try and stop giving a fuck about what people think about you, especially shallow hoes.

There's two ways to go about this: the easy way, and the hard way.

The easy way is pay attention to your fellow Red Pill Brothers. You have to come to understand the nature of women. They're not bad, they're not good, they just are what they are. When you come to seek their validation, you're putting yourself in a dangerous position, and they WILL take advantage of that. Sometimes intentionally, sometimes subconsciously, but they will. But this is only half of the puzzle.

The other half is understanding the nature of men. This is a much easier concept to grasp, simply because you're a man. We are the leaders of our society, our social circles, and our families. We are the protectors and providers. In order for us to do so, we have to learn to lead, protect, and provide for ourselves. Once we accomplish this, then only are we able to extend that out to others. In order to accomplish this, we have to become selfish, and do things for our own benefit. If it doesn't benefit us, we need to get rid of it. Men are the world that pull the moons into our orbits. It is in our nature to do so. It is the natural order of the universe: the Moon revolves around the Earth, not vise versa.

Society would have you believe otherwise. It attempts to get you to go against your nature, sometimes by coercion, and sometimes by force. That your only purpose is to be a utility to women, to bow down to women, to worship women. The same society that is dangerous to women that tells them they are men's equals, that they can do anything a man can do, and sometimes even better than what a man can do. This is the path of least resistance, yet is the more dangerous, perhaps even deadly path to take. Following this path leads you to learning the hard way.

The hard way is to get burned. Every man who follows the path of least resistance gets burned. Sometimes several times. Eventually, smart men learn to stop putting their hand into the red hot coals of the fire. Smarter men learn from watching and listening to other men what happens when you put your hand into the fire. Those who do not learn or refuse to learn will eventually be consumed to death.

It's not that men are the prize. All that means is that it's a bunch of mumbo-jumbo to help women understand the situation. The reality is that women are Chaos, and men are Order. It is our duty to tame and bring order to the chaos that women bring. As a man, you HAVE to tame the chaos, lest you be consumed. But in order to do that, we have to tame the chaos within ourselves. That means we have to be selfish. We have to not give a fuck about what anyone thinks, and do what we got to do in order to reach our state of order. That includes not giving a fuck about what women think.

You do what you want to do, when and how you want to do it. You are your own world. If a woman/women (moons), wants to come orbit around you, then you know you're in the right place. If that's not happening, then you know you are not Order - you still have some inner chaos that needs to be tamed.

The first step is to stop asking for permission. This also includes asking permission from yourself.
"Is it okay that I... I wonder if I should...." No. You need to be the authority. "I AM GOING TO DO..."
"Would you mind... I would like you to... I need you to... Can I have..." No. You need to be commanding. "I WANT THIS.... I WANT YOU TO DO THAT...."

The best part is that it's easy to get started. Go to a restaurant, coffee shop, bar, shoe store. "Can I help you, sir?" Yes. I want the steak and broccoli. Yes. I want the espresso. Yes. I want a beer. Yes. I want to look at some Nikes. Tame the chaos. Become the authority. Take charge of your surroundings. Then, you won't have to worry about if the girl likes you - she does. You don't have to worry about if she's going to give up the pussy - she is.

You will have the confidence to decide whether or not you want to take it or leave it. Because either way, you won't really give a fuck. You don't need the validation. YOU ARE THE VALIDATION.

I'm not the fucked hundreds guy, but you need to value yourself more. It's all about reframing your mindset.

Is she gonna like me? -> I wonder if I will like her

Am I gonna be able to keep her interested? -> I wonder if she will be a positive addition to my life

I get what you mean about wanting the validation, in reality we all want women to be attracted to us, and I know from my own few recent experiences that 'hole' you're in when either something didn't work out, but even then you need to learn as much as you can from that experience and carry on.

I was similar in the way that I barely spoke to girls/women at all, then I slowly got more accustomed to just talking to them through my first shit jobs, friends and eventually hobbies, which is my main way of 'exposure' so to speak, which I do need to fix.