I don't believe this is a make or break decision. Don't overthink it. Do as you want to.
I don't do more than 1 date with a woman within a week, at least not initially. It isn't because of some seductive formula, but just what is practical for me. I don't believe it'll matter when you ask, so long as you're not asking for tomorrow.
Hank, no matter what people advise you to do, whether they tell you to turn left or turn right at any given situation, it will always lead to a boring dead end when it is overplayed. Even the best advice will lead to this.
The goal is fluency and escalation.
When guys tell me here that they never text and chat, that they have better things to do, that they are busy, or that they are trying to create "intrigue" leading up to the date by vanishing for days, they are telling me they do not have the time, interest or perhaps even the ability to do this:
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The first two chat examples are with women I have first dates set up with, but have not met with yet. The third was after I spent the night last night.
I do not always escalate to this level. I only go as far as a woman's own sexuality will allow me to. But by testing these boundaries, I often come to find just how sexual a woman is, how high her IL is and how likely she will show up on the first date. So far, I have a zero flakes, zero reschedules, zero ghosting.
Every one of them shows up. Every one.
We are not talking about jobs, dreams and other such "get to know you" things on first dates, at least not to any significant level. That's the point of the communication beforehand. To get such dull topics out of the way. The dates are always far more fun and flirty than that. The sexual ice has already been broken and the struggle with "when to apply kino" is hardly much of a hurdle at all.
This is what I do. You come up with your own flow. But do not believe you have to be limited to picking one or the other when it comes to how you communicate prior to dates. Knowing a woman's personality, how she responds to things, to what extent she is willing to play along or hit the breaks will often tell you everything you need to know on what is best to do next.
That is the difference between a skill and a rule.