Need some constructive reflection.

In a birds flight this is the situation. I (27M) have never had any form of a relationship. 3 dates 10 years ago with 1 women with no action is the only experience I got. Other than than some rejections. Met a women(27F) last year, got in the friend group wich rarely meets each other. But I feel really at home with them. Met her again last meetup. And decided to ask her out. She initially said yes. Got busy and had to cancel. So I asked if we she still wanted to meet. Than she came with a rather odd idea. Her brother will be soon in town. she thought I would like him to and hangout together with the 3 of us . I never met the guy. So a little flattered but conflicted I agreed. She would ask him. A day later I decided to make my mind up. I don't mind meeting with him to, but I am afraid( I know this is a no-no) that it will also limit the freedom to flirt. And that it will be so casual I will be Friendzoned. So I texted her that I don't mind meeting but my preference is to meet with just the two of us and told her an 45 min later her to ask first her brother and it that it be will fun.

So that's that. I do know that I am a overthinker(ADHD-PI) I am really trying not to get paranoid about it so I vent here. How do I read this situation and how should I adjust my attitude. Should I be Flattered that she wants me to meet her brother on first date, is this a way of friendzoning me or does she wants some more safety to get to know me, brother being a guarantee for casual vibes. Or is this some trick question/test?

Also when reflecting myself. I am just finding out how hard it is not to think for the other. And keep my own mind sane. The funny thing is I really gave some good advice recently on reddit. But finding out how hard it is to follow, hits me pretty hard. Anyhow I know I must be honest and open, but also don't want to be needy. She doesn't text much yet. So I don't have lot to go on. Is it reasonable for me to want some actual data? It'd been a week since I first asked. And I don't want to be on her hook. She is very busy though.

Please don't tear me down but add constructive feedback, Where in can I get better? What do I need to change in my self. I want to learn. I do have self confidence. But I don't have much experience.

Submitted December 05, 2019 at 11:19PM

In a birds flight this is the situation. I (27M) have never had any form of a relationship. 3 dates 10 years ago with 1 women with no action is the only experience I got. Other than than some rejections. Met a women(27F) last year, got in the friend group wich rarely meets each other. But I feel really at home with them. Met her again last meetup. And decided to ask her out. She initially said yes. Got busy and had to cancel. So I asked if we she still wanted to meet. Than she came with a rather odd idea. Her brother will be soon in town. she thought I would like him to and hangout together with the 3 of us . I never met the guy. So a little flattered but conflicted I agreed. She would ask him. A day later I decided to make my mind up. I don't mind meeting with him to, but I am afraid( I know this is a no-no) that it will also limit the freedom to flirt. And that it will be so casual I will be Friendzoned. So I texted her that I don't mind meeting but my preference is to meet with just the two of us and told her an 45 min later her to ask first her brother and it that it be will fun.So that's that. I do know that I am a overthinker(ADHD-PI) I am really trying not to get paranoid about it so I vent here. How do I read this situation and how should I adjust my attitude. Should I be Flattered that she wants me to meet her brother on first date, is this a way of friendzoning me or does she wants some more safety to get to know me, brother being a guarantee for casual vibes. Or is this some trick question/test?Also when reflecting myself. I am just finding out how hard it is not to think for the other. And keep my own mind sane. The funny thing is I really gave some good advice recently on reddit. But finding out how hard it is to follow, hits me pretty hard. Anyhow I know I must be honest and open, but also don't want to be needy. She doesn't text much yet. So I don't have lot to go on. Is it reasonable for me to want some actual data? It'd been a week since I first asked. And I don't want to be on her hook. She is very busy though.Please don't tear me down but add constructive feedback, Where in can I get better? What do I need to change in my self. I want to learn. I do have self confidence. But I don't have much experience.