Update: I texted her last night @ 10:23. Knew she wouldn't text because I teased her about the picture thing. It went well, feeling better about this girl now.
Here is the beginning and end of the convo. I can include more if needed.
The conversation took place over an hour, replying 2-10 min apart. Still getting the hang of shortening, forgive me.
Went with this C/F opener, from another forum:
Me: so are you in love with me yet.
--Got a reply in 10 minutes, even though it was late at night.
her: Haha, very funny
me: I'll admit...
me: you held off the longer than most (made a typo here)
her: off of what?
me: falling for me, sugar
her: Right...cause Im drooling all over you (sarcastic emoji)
me: it's ok, it happens. I just don't know the strength of my charm sometimes
her: Your hilarious, and quite full of it
me: that's what you like about me
Worked. She changed the subject to parts of the date. It went on for a few, then I negged her about looking too young, saying I bet she gets kids discounts at restaurants. She lol'd. It went on until I got:
her: You really have an interesting way with words
Thought this response was good (because otherwise she would have simply replied "you're weird," to the text I sent before, not included in this post)
then I modified your direct line, Jack:
me: maybe you'll get a discount for me at this pizza place on wednesday. come with me
her: Im busy all this week
Went into another topic for 2 messages, then:
me: you should free up some time. your busyness is interfering with my slacking off
--Not originally my line. I think the phrasing was slightly needy, but I was trying to convey a sense of entitlement, which I think she got.
her: Sorry, but Im actually really busy. (She sent another message about what she was doing right then. Ignored it)
me: it's cool. when are you free? Weds is the day when I'm most free this week
her: not for a while
her: until at least next month
me: shame. I'm pretty busy mid summer
her: we can figure it out after all the crazy too
me: the crazy?
her: Im really tired and I have to wake up early (she had been hinting about having to sleep for a while so I closed)
me: shoot me a text tomorrow then, I'll help you figure out your feelings of attraction for me
her: im busy all day, but I'll see what I can do
me: got it
1. This is a good situation for me, right?
2. Do I actually wait, or do I send a text first tomorrow? If I text, I'd send her a "I just saw <x funny situation>, it reminded me of you" text midday. It may not be necessary, but I'm flirting over text because we're both busy and I want to keep her thinking about me.
Thank you for the solid, usable advice so far.