Recently, I’ve reconnected with a guy that has pursued me for a while now. The problem is that I previously rejected him and did not return his texts and phone calls. I’ve spent time thinking about why I did this and it comes from a deep rooted fear of rejection, guilt, and anxiety from my past family experiences.

We crossed paths again a couple of weeks ago when I was spending time with a friend and ran into him out a bar. I apologized for what I did and I deeply regret it. He decided to give me a chance and I am really happy that he decided to.

Fast foward to today we have gone on one date and are still in touch. I am interested in him and I do feel like I am starting to get feelings. I can’t stop thinking about him. He is acting cautious and playing hard to get and I completely understand why. I’ve been doing a lot of the pursuing this time and I am starting to worry that I may be coming on too strong.

Yesterday, he went to a music festival with friends and dropped by a bar I was at to meet one of my best friends before heading home. I texted him thank you for stopping by and he still hasn’t responded. He did ask me before leaving last night to text him about what I was doing next weekend.

Should I keep doing the pursuing? I don’t want to push him away. I would just like to see him to start initiating conversations first and ask me out. I feel guilty because I know I don’t deserve that because of how I treated him. How can I show him I’m serious without coming on too strong?