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Why would you give up?
From what you wrote, I don't see any indication that you've ever asked her out on a date or been shot down by any of your advances. Most women won't directly show interest because their fear or rejection (makes it twice as hard because of your group dynamics as well). Just go for it, your gut is saying she prob isn't into you because of the lack of kino, but remember every girl will respond different. If she says no, move on, at least you tried!
No. This is social circle game. The girl will feel weird when from out of nowhere several months in he suddenly asks her out on a date without even escalating from the very beginning. The op must build up the tension first (by focusing his attention on something else and creating scarcity) and then escalate.
Your theoretical advice is like asking a guy who can't do even one push up to get in the UFC octagon and fight Rampage Jackson without even training for the fight.
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Approach. Open. Escalate. Isolate
Here are my two essential rules on texting that will save you tons of time and money:
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