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Part of it might be getting older......if you are like nearing 50.

Most people experience a bit of depression when they realize that life sucks possibly because they didnt put enough effort into...

Yeah i get it. I think the suspense and thought that she might say yes is exciting for you. Thats why you are postponing asking her. You literally could just send a text whenever. But the joy of...

You say you dont care......but you do. Life is tough in that way.

Okie dokie bro. Do your thing......

Make sure you are super transparent!

Hi Nina! Want to go to get some tacos on Thursday? To be sure you understand, this is a date and if things go the way...

Your stance was that you cannot control who likes you and who doesnt. Nobody was talking about doing XYZ to ensure EVERY woman likes you.
I guarantee you that that number would have went from 100...

So we can on ramp the two perspectives. As you have said, once you get to the game, concert, whatever.....you can start throwing out queues that "friends" wouldnt normally throw out.

No bro......I literally was driving a V12 Lambo. Thats why they approached me. I totally had control of what I was driving yes.

And you are saying WE are overcomplicating things? Bro from post 1 of page 1 I would have texted the girl to see if she wanted to do XYZ and you would have had your answer. Here we are 6 pages...

LOL you are literally making things up you probably heard on youtube.

There have been more than 100 times when I was getting gas in the Murcielago, leaving the gym and getting into the car, etc...

Bad idea and this plays into exactly what you DONT want to happen. I thought you were a logical dude? If you DONT want her to think its just two friends hanging out, suggests doing something you...

This is incorrect. There are plenty of things people do to attract other people. Its analogous to the other poster's number 1 scenario.

Wait a minute. You said for yourself you always hung out with her in groups right? This time it would just be you and her. Is that a correct data point or no?

Theres a couple of details that need to be called out.

1. He has already stated he understands the high chance for failure. All good.
2. He has known this girl for X time.....and his feelings...

If you are a confident dude that gets a lot of girls then 100% yes.....it should be absolutely clear. But in a lot of situations where that is not the case (and this is one of them - as described by...

I feel you but think of it on a few angles.

1. If it feels natural....then she will be more inclined to say yes. Even if she doesnt 100% know your full intent.
2. If its just you and...

Easy to sit back and have that position. Its human nature. What you say and how you feel can be entirely different things. Even when someone says "I dont care".... they rarely mean it when it...

That whole thing you friend is saying is true......when you actually have confidence. But since you dont.....it will probably be awkward. You cant fake confidence. She will feel it.
Over text,...

Why in person? Wouldnt that be even more odd? Why not just text her and see if she wants to do XYZ on XYZ date? Keep it real chill and casual? Asking in person and her possibly saying no would be...

I agree. So what are you waiting for?

I hope you can get the help you need and can find your place in this world bro. Im very serious. Must be tough man.