Made a post here a few months back. Me 28, former coworker 27. Ive been on a longg dry spell, first date in awhile, so im just looking for a bit of advice here. Sorry if this is a little long, im gonna try and just give a run down of the last few months.

She is a really smart girl and a workaholic, very independent.. owns her own home, makes good money. Doesn't seem like she partied much or got too crazy in her younger yeas, more of the nerdy type.

Im an ex drug addict who definitely got crazy in my younger years. In and out of trouble, barely passed high school. Never really that great with women tho. I think the drugs fucked me up too as my anxiety has gotten worse.

So she told me she was leaving the company, I thought it was a perfect time to ask her out. I did. She said yes, but only after she officially leaves. 2 weeks later, she left, so I asked her again. She said she was seeing someone.. I told her all good, I just thought it would of been fun. I went NC, but didnt ghost.

2 months later (last friday) she texts me out of the blue some bs asking how I am this and that. I answered but kept it very vague and basic. Later that night, she texts me saying shes out with a friend and asked if I wanted to join them for drinks. I couldn't because I was on call for my job. She understood and said next time. Then continued to tease my saying how I'm missing out on a great time with two ladies.

I texted her monday asking if she wanted to get together this weekend, or if that was to try and introduce me to her friend? and also said shes confusing af. She responded saying "in no particular order" 1) if im into asian girls, I could meet her friend (im not) 2) we could hang out this weekend 3) she knows shes confusing but has her reasons why

I responded saying im not into asian chicks, but I was into you but you gave me mixed signals so I dropped it. Then when u texted me to meet up, that caught me off guard because that seemed flirty. So im just gonna put it out there, if you wanna get together im down. If not thats fine but I dont think I can go out, drink with you and not try and pursue you.

She said since i was being so open and honest, yes but that she has a reasonable fear of dating people she knows professionally. That she wants to get to know me and hang out. And that she just doesn't want me to expect anything...

SO.. Here is my take away. I think she is interested, but is nervous. That's why she wanted me to come out with her and her friend. Looking back, im pretty sure she was lying when she said she was seeing someone.. I think she thinks I wanna just hit and quit to get high fives from the guys at the office.. I don't, im honestly interested in her. Not the usual type I would date, but im interested.

I told her that I don't expect anything but to hang out and bullshit, im not a pushy guy and if either one of us isn't feeling it, than it is what it is.. After I said that, she seemed much more excited to meet up. We texted for a little bit than stopped.

2 days later, I texted her a place and a time to meet up, she agreed. How should I proceed? I'm pretty certain were not smashing on this first date.. But Im pretty certain shes atleast somewhat interested in me. I'm just gonna go with the flow and see where the night takes us, if it feels right ill probably go for the kiss but I think im gonna take it slow based on everything.