You simply lack experience.
23 is so fucking young. Your window for getting good with girls has just begun. But you have to start taking serious action. This is your wake up. Don't waste the next 10 years not learning game.
I started learning at 27.
You don't need any women to guide you through it. You don't even need to tell them anything is off. Just learn game and physical escalation.
Sex itself is natural and easy. The hard part is getting her into your bed.

Don't just point blank ask him on a date.
Be cheeky about.
"Hey, when are you gonna realize I'm trying to flirt with you? ;)"
Something akin to that would work nicely.

You are expecting too much. He has no idea you are interested in him romantically. You're not seeing this from his POV.
You judge him too soon on such superficial stuff. First flirt with him, THEN see how much he cares about you. You will still have plenty of time to figure out his willingness to invest in you.
You have nothing to lose by flirting with him, but you could potentially gain a boyfriend. This risk-reward scenario is a no-brainer.
If you want something in life you have to go after it, not sit around hoping for it to come to you. YES! -- even if you're a girl. That's not a valid excuse. The only thing you got to lose here is some ego.

Hello my Love...
Today was the 3rd psychedelic trip ever in my life.
What you will now read is called a "trip-report." It is some words that try to point to a reality, that cannot be pointed to. Nothing that is real can be described or pointed to, it can only be experienced. However, pointing or trying to point doesn't contradict reality and might help you to experience these things for yourself, which you absolutely can. 
Todays trip was special in that it gave me access to absolute knowledge. I became aware of an absolute, unshakeble, unspeakable truth which is the cause of, and explains everything in this universe, beyond the shaddow of a doubt.
Absolute truth is unspeakable, but speaking about it might inspire people to seek it. This is the reason why I will try to do the impossible here and speak about it. The only reason. Just to inspire you to go out there and seek absolute truth. Because it is absolutely worth it, I promise.
Trip Report
Took 150ug LSD today which was my 3rd psychedelic trip ever. If you're interested in the first two trips pm me I can send you the links. Now let's jump into the juicy stuff: absolute truth. 
 
What I realized beyond the shaddow of a doubt
There is no self. "you" don't exist. There is no "you" inside your body (or inside of mine) Everything is one. The whole universe and everything that exists, existed, will ever exist or could ever exist is physically one thing. God exists beyond the shaddow of a doubt. God = The Cause of everything that exists = The here and now = Conciousness = Infinite love = Everything that exists = You. There exists only one thing in the universe. This thing is You. You with a capital "Y". That "YOU" is identical to God. It is the cause of everything. It created everything in this universe. It created everything you see right now through your eyes out of pure selflessness and out of pure love. It created the most beautiful things you could ever imagine and the most hellish things you could ever imagine. It did so because it is selfless. Because it is infinitely loving. Infinite love does not discriminate. It only encompasses and allows for anything that comes into existence to come into existence.  Infinite love is all there is. Imagine you got the most beautiful gift you could ever imagine. Imagine you get the most beautiful man, the most beautiful woman you could ever imagine. Imagine him or her unconditionally loving you for your whole life. Imagine you get all the money in the world. Imagine every single petty little wish of yours would be fulfilled. Imagine how much better you would feel after all these whishes coming true. Now imagine that feeling you would get out of all your whishes getting fulfilled and multiply it by infinity. What you now have is Infinite Love, Absolute Truth, God, Your own Identity. It is so beautiful, perfect, rich, loving, caring, complete that you would never believe me. And still it is Absolute, timeless Truth. forever and until the end of time. Death is impossible, you are immortal. (Obvious point).  All these things I just wrote are and forever will be: Absolute, unshakable truth 'til the end of time. This is not my belief, nor speculation. This is a fact. In fact, this is the only "true" fact that exists in this universe. You can become directly concious of these truths. Doing that will completely heal you and show you that all your petty human bullshit is completely okay the way it is and that you are infinitely loved no matter what you do.
I hope I will inspire some of you to go out there and seek finding that truth for yourself. What I would recommend for that is using psychedelics. I highly doubt that there is any other method presently known to humankind which makes it as easy and effortless to access these truths as psychedelics do.
Go for it, whoever you are - you can do it, whatever it is you want to do. You can find absolute truth and it will heal you completely and forever.
I deeply love all of you.
Cheers!
 
Final note:
A deep deep Thank-You goes out to
@Leo Gura.
Thank you for teaching me about all these concepts from a young age and making it possible for me to finally at 21 realize what I have just realized. Leo, I will never in this lifetime be able to thank you enough for what you did for me. 

I far prefer direct. But getting good at indirect is actually more effective in more situations.
It's really effective to start indirect and then convert that into direct, because it is less threatening.

Balls and leadership, basically.

A woman is never going to show up to a date unless she is subconsciously interested in you fucking her.

But the reality is that a girl will not go on a date unless she is attracted and open to have sex with the dude.
Of course there can sometimes simply be a lack of chemistry which is no one's fault per se. But clearly in this case the lack of balls was a big factor and if this kind of dating behavior continues the chances of getting laid will approach zero.

Stop listening to dating advice from women! They have no clue how things actually work. Everything works the opposite of what they say.
This was such a needy text, sealing in her mind that you have no balls.
The reason your girl felt you "didn't click" was because she didn't feel you had the balls to handle her. In order to let you fuck her she needs to feel that you are above her. Your lack of leadership and neediness demonstrated the opposite.
This is what happens when you don't learn game. You will lose lots of girls like this because growing balls takes a lot of work for most men.
I know it stings man. But it is this sting which you need to motivate you to actually start learning game and become a stronger man. Leverage that sting as fuel to develop yourself massively in this area.
Since you are so inexperienced this result was predictable. But that's okay. The only way to get better with girls is thru lots of failure.
You got lucky that you got that date at all.

Small talk
Game
Humor
Marketing
Deep sex
Visualization
Public speaking
Writing
Sales copy writing
Conscious communication

I can see it working. Eye contact and vibe is at least 50% of game.
The silent opener is more of an advanced technique. Requires really calibration and groundedness or it comes off creepy.

Day game is only effective in certain cities and areas. There usually just aren't enough girls out during the day to make it effective for building your skill.
Night game is what you need to build skill.

https://www.pickupalpha.com/video/

Clarity of your intent is key.
There are two kinds of interactions with women:
1) Friendly and social
2) With sexual intent, man to woman
You need to be clear in your own mind what your intent is. That intent shapes the whole interaction.
If all the girls you talk to start out as #1, and you do hours of #1, then converting that into #2 will be difficult if not impossible because now she sees you as her gay friend, and you see yourself that way too.
You need to become better at simply communicating when you are attracted to a woman. If you are genuinely attracted, tell her early on. It should not take you hours to know you are attracted to her. You should know within 5 seconds.
Of course the more you communicate as #2, the more rejections you will get because you are forcing her to quickly decide whether she's attracted to you. And most girls will simply not be attracted to you no matter what you do. So the key here is just take the rejection as a good thing. It means you clearly hit on her.
The easiest way to turn a friendly conversation with a girl into one with sexual intent is to drop small hints that you find her attractive. For example, "Hey cutie"

You can just explicitly hit on girls as long as you're in a location where it is socially acceptable. For example, you can just say, "Omg, you are sexy as fuck, girl." But you have to say it in a non-needy and matter-of-fact way, and you cannot just leave it there to hang, you must splice it into the middle of a conversation and quickly move on with the rest of the conversation. You must say it as an aside.
Like you could be talking to her about her dogs, and in the middle of that you put your hand on her shoulder and say, "Omg, you are sexy as fuck, girl", and continue talking about her dogs as though you didn't even just hit on her. This requires some tact and skill to pull off, but it works really well once you master it. This skill lets you turn social interactions into romantic ones while still maintaining an air of "just being social".
Really, the most effective way to get girls is using the "just being social" method, but sprinkling in intent and flirtation. This way you slip past the defenses and you can even do it in front of her friends without triggering their defenses. You can even do this in front of her mom and it will work. The "just being social" frame buys you A LOT of leeway and good will. The trick here is to not fall into the friendzone. So you have to maintain sexual intent without being explicit about it.

Because as a noob you are extremely likely to creep her out.
The fastest way to blow yourself out is to say something explicitly sexual and creep her out.
Just don't talk about it. There's no need.
As you become more advanced you can talk about it, but you must do it in a subtle way so it's not creepy.

Great!
In a club kissing a girl within 15 mins is not too early. Dude, you can pull a girl in 15 mins. You can kiss a girl within a minute or two if she's in the right mood.
The problem is not that you did it too early, the problem is that you didn't escalate up the kino ladder properly. Before you kiss her, you should physically escalate in other smaller ways so that she is not blindsided by the kiss. Usually before you kiss her you gotta have your hands all over her body. Physically escalating over her body is more important than kissing. And you need to learn to start doing it immediately upon opening. Especially in a club.
That's silly. You approach as soon as you see a girl you like. Especially when you are just starting your training. Your job should be to maximize the number of girls you open and the time you spend talking to them.
You need warm up sets to get in the flow and build up your state.
And a lot of times you can pull a girl pretty early in the night. You don't have to wait till the end of the night to pull.
If it's extremely loud and crowded, you must rely much more on physical game and strong eye contact. Don't try to have a logical substantive conversation.
You basically talk about herself and yourself. And you riff variations on that. You flirt.
Watch some in-field footage to get an idea of what guys talk about.
The advice is: it takes 100s and 1000s of approaches to get good. Your first 500 approaches will suck. Just do the best you can and don't judge yourself. Approach as much as you can and take risks. Learn by failing.

@SamC Watch Mike's in-field videos:
https://www.pickupalpha.com/video/
This is the most realistic presentation of how night game and club game works.

Not having balls, not kissing her is how you ruin a date.
Of course only kiss her if you feel she is in a good mood and digs you.
If she will hold eye contact with you, that's how you know you can kiss her. If you slowly move your face closer to her and she doesn't move away or flinch, then definitely you can kiss her.
Yes, it stings like bitch. Nothing you can do but approach more girls and learn your lesson from every catastrophe.
1 to 3 dates is the target to shoot for. If you aren't closing it by the end of date 3, you're fucking up. Some girls will not be comfortable on day 1. Although plenty will be if you run a solid date with plenty of bounces and locations and you physically escalate from the beginning and throughout. But by 2nd date 90% of girls should be down. So you should aim to close by the 2nd date. 3rd date is only really there in case of logistical problems. Sometimes she is too busy for it to happen on date 2. Do not drag is out beyond 3 dates. That's more than enough. If it takes you more than 3 then your date game is horrible and you are actually making her confused because by date 3 she wants you to take her. You will actually lose her if you don't take her. If she is going on dates with you she obviously wants you to fuck her.
WhatsApp is text messaging. I don't distinguish between them.
Of course you can text a bit more than just date logistics, but keep it simple.
Of course on the day of date you must follow up and get her to verify that she is coming. They flake like crazy, so always verify.

Great work!
However, next time you open a girl, never ask for the date right off the bat. That's way too weird. You need to just chat to see if you like her first. Instead of saying you want a date, tell her you find her attractive and want to see if she's cool.
But anyways, you got super lucky and somehow by fluke luck your way worked.
Now that you have a date, play it cool. Don't fuck it up by getting too needy. The less you say to her before the date the better. Use texts to arrange location. Keep it simple.
Make sure the location you take her to has multiple locations to bounce around. Bounce her around as much as possible: cafe, stroll thru park, ice cream, park bench, shops, etc. Pick a large mall-like area with lots of places to go.
Hug her as soon as you meet her. Start touching her hands very early on. Start holding her hand and leading her early on. Lock eyes with her as much as possible. Kiss her half-way thru the date. DO NOT leave the kiss for the end. Find reasons to wrap your hands around her hips and move her hips around as you stand face go face with her. Make your first kiss very short, no tongue. Leave her craving more. Cut the kiss off before she can get enough.
At the end of the date take her to a place where you can make out. Ideally your couch, otherwise a park bench or in your car. As you make out, rub her body, squeeze her thighs, kiss her neck, grab her hair by the root. Lock eyes as deep and long as possible.
No sex for you. Just try to turn her on. Turn her on, then send her home.

The reality is that even if you meet your dream partner tomorrow, you will fail to attract her and lose her because you have insufficient experience to pull it off. And even if you get lucky enough to sleep with her, you will lose her later on, because you don't know how to manage her with confidence.
In practice it's a shit strategy. Your dream partner will quickly dismiss you for some more experienced dude. Chances are high that your dream partner will not even kiss you because you are so clueless. But she will happily suck the dick of some player who pumps her emotions and knows how to lead. So while you sit there at home fawning over your dream partner, she will be sucking some player's dick and she will really enjoy it. She will be moaning his name, not your name.
These are the harsh realities of how dating works. It does not work like in the movies. You have to man up if you want quality girls. She's going to sleep with a solid man, not an immature needy boy with fantasies of romantic love. And there will not be any relationship until you get her to sleep with you. She will have zero loyalty to you until then. You will be less important to her than a zit on her ass.

Attracting your dream partner will require the same skills as attracting a hookup.
Who you attract and how you sleep with them is up to you.
You can even practice game without closing, until let's say you meet the one you really like. Although in practice you will run into so many hot and awesome girls that you will want to close many of them.

@PurpleTree Don't forget you're also too young, too short, too tall, too fat, too skinny, too pimply, too hairy, not hairy enough....
Re: Covid
I was at a packed Vegas club a few days ago. It was packed like a sardine can, no masks, people making out and hooking up left and right. The parties are back in full force.
Before you make out with a girl, just ask her if she has Covid

I know some of you guys here are struggling to learn game and struggling to find wingmen.
Here's a resource that lists Telegram groups for wingmen in every city in the world:
https://www.gameglobal.net/groups/
Scroll down the list to find your city.
Learning game solo as a newbie is nearly impossible, so make sure you make use of wings. Just be careful when selecting your wingman that you don't use him as a crutch to avoid approaching girls. Bad wings can be distractions more than help. Your wingman must be committed to going out consistently and approaching, not just standing around talking shit.
And once you get comfortable with wingmen, start going out solo a bit too, until eventually you can solo any venue.
This resource is to be used responsibly to help you learn game. Do not abuse your new-gained powers for unethical or devilish dating activity. Reduce harm and manipulation as much as possible. Be ware that most of your wings will be deeply stuck in stage Orange and that mindset will rub off on you. This isn't exactly high-consciousness stuff, but it's better than being an Incel.
If you are starved for sex and feeling depressed and lonely about it, start learning game and going out consistently. Do not be inactive as the problem will not magically solve itself.

You're not supposed to be able to bang dozens of hot chicks naturally. This is a highly unnatural result requiring serious training.
A typical guy will sleep with less than 10 girls in his life, and they will be of average to low quality.