Dear Friend. It has been a little over a month since I split from my partner of 7.5 years. They have since very much moved on. I’m not here to talk about them. There’s this new one, and I’m having trouble figuring myself out.

So tonight Dear Friend, I reach out to you for help. Help me to figure out if this is worth pursuing or not. Tell me if I’m the creep and if I should move on, or attempt pursuing this.

There have been 3 encounters. This first of which happened while I was separated but not for sure ending things. I was at my favorite club doing a trivia night. It was Princess Bride themed. We won second place and I got the book. They were our server that night and I asked for their number. They gave it to me and I went on my way. We scheduled a time for us to meet up at some point and then I got sick and had to reschedule. Then they got sick and had to reschedule. This has been 3 weeks since the initial encounter. Then the 3rd time. I asked earlier in the day if they were still planning on coming and they didn’t get back to me. I went out anyways to the place we were supposed to meet. This night would then go onto be the fated 1/29/26 of Week 35 fame.

So that didn’t go according to plan. Well I had Valentines day to look forward to now that my former partner and I were for sure not getting back together. So I waited and went again to this same club where I had met them before. I was not looking to seek them out but it had a singles mingle going on. It was a bust. However after not seeing them there after over a month ( I wasn’t stalking them, it’s just my favorite bar/club in town) I figured that maybe they didn’t work there anymore. I was wrong they very much did still work there. They came over to my table. I’m not sure if they recognized me or not in the moment and I later went up to them, when they weren’t busy. I said something along the lines of “Hey, we had this planned do you remember me. Did you still want to do something. If I’m bugging you and you don’t want to do anything I can totally just leave you alone.” Mind you at this point I was definitely inebriated or to say it bluntly I was drunk. This encounter technically happened in two parts. I don’t remember what was said when/where I remember telling them both times that if they didn’t want anything to do with me, that that was fine and I wouldn’t bug them anymore. They seemed into it, at the very least

I went home and I messaged them and they didn’t respond. after a few days. So I figured I would cut my losses. I messaged them and apologized also after a few days. I said if they did want to do something to let me know otherwise I wouldn’t bug them anymore.

Then not even twenty minutes later they got back to me. Mind you, it was like bare minimum 12 hours between texts previously.

This text very clearly said that they wanted to get together and do something and just that they were busy a lot. I responded with that that was fine and that we could just text for now and if they ever got the time we could do something.

Then tonight…. A total of 6 hours had passed since I messaged them that last line. 4 days have passed since Valentines day. Trivia night once again and they’re there. Not working just there. At the end of the trivia I ask if I could join them. They’re just getting ready to leave they say, so I take the hint and let them be.

My question to you Dear Friend: Do I still continue pursuing this, or is it a lost cause? There are plenty of fish in the sea but is this one for me?