From 2017 to present, how my text game evolved

I've only been on 3 dates at the age of 24 mainly due to a lack of trying. I looked through my phone and found the first time I asked a girl out, at age 20. Thanks to the PWF videos I've watched over the past month, I think I've made some progress.

The first four images are from April 2017, with a waitress who used to go to summer camp with me. As you can see my messages are very needy. In fact I remember sitting in a lot at my college having a panic attack as I was getting ready to send the first message. We had a date, but at the time my self-esteem was really low and it showed. We sat across from each other and it turned into an interview. She mentioned she had a boyfriend and even had two phones, but I was still naive and just kept talking with her for two hours.

The last 2 are from Thursday with a girl I matched with on Hinge and am trying to set up a date with (Original post: https://forums.playingfire.com/posts/how-do-i-keep-this-conversation-from-getting-more-platonic). She's out of town this week. While I didn't sexualize or flirt in the exchange (didn't know how to), I think this will lead to a much different outcome than the other one.