Re: Give me feed: is my diagnosis correct?
Okay about the 2 questions part here:
"Enjoying the hot days in good ol' ***** T? On that wine we were supposed to take, how does your schedule look?"
Suppose you didn't ask the date question. Then, she would have to invest in the conversation by telling about her day and probably give you a hook.
What I'd do is, simply put, I wouldn't ask two questions back to back. Because I know, with 2 questions, she gets to pick which one she's gonna answer, thus lead the conversation. You should let her talk, yes, but you should lead the conversation. In this case, you gave her the lead.
About asking for a date twice:
I assumed you didn't talk between August 8 and August 18. She said she'll write back, 10 days past, you felt like you should engage her again. I'd do that too, 10 days is enough waiting.
However, you said you've only talked couple minutes in person and couple messages chatting. So I think it's safe to say that she doesn't know you enough to go out on a date with you.
To continue, you neglected this missing "we don't know each other" ingredient (comfort) and asked out for a date 10 days after, without even chatting couple sentences. Basically, you just opened with a date. And the funny part is, you did the 2 questions thing again.
I think you can guess what I'd do now. If I were to re-engage her after 10 days, I wouldn't mention the date again, at all. At least for couple more days. I'd build up some comfort in the meantime.
About using the same expression:
Shortly bro, you have to be creative. Most of our messaging/texting guides suggest that you should ask her out on a date in a funny/silly mood.
Like: "Hey Ms. Catwalk, I'm gonna try out some exotic wines today. If you think couple glasses won't hurt your model shape, come join me!"
With this message, I gave her a nickname, which established that "special connection" between us. I said that I'm going to try out wines anyway, so she'll just be tagging along. She won't feel a serious mood, because it's a non-exclusive invitation. I also teased her about her body, which will show that I'm not intimidated by her or her awesome physique.
And for the final part, yes. I would set a date and place at the end of my message above. If a woman is interested in meeting with you, she'll try her best to make the time, no matter how busy she is.
It's not about who I was or who I'm going to become.
It's about who I am. Do it right here, right now.