I've been reading 60 Years of Challenge and there is a point he makes that really resonated with my experience

Right after you ask a woman for anything she will pause for a second and look at you. She wants to see if you are being serious and genuine (ie. will you pretend you were joking by cracking a smile). She also wants to see how you handle the tension of those few seconds. She is looking for neediness. Based on how you handle yourself goes a long way in determining what her response will be. Remember most decisions to say yes or no are made in the moment. So make that moment count.

I've fucked up more times than necessary during points like this. Breaking eye contact or something like that when asking for the #, to come home, etc. It dissipates the tension. Even during points where you aren't asking for something but the tension is extremely high like right before the kiss, right after a direct compliment, etc its crucial to hold that tension.