Hey y'all, wondering if I I should give someone a second chance at dating.
Back in February I (35F) went on a first date with this guy, I'll call him J (35M). The date was pretty good, super buzzy, lots of chemistry, but both of us were not super emotionally available (he recently had ended a LT relationship and I was dealing with a recent breakup and a very sick dad).
We kept talking after the date for the next few days, but then my dad's condition suddenly worsened. I went on a leave from work and flew home to be with my family.
My dad passed a couple months later.
J kept checking in sporadically for a month or two after we had that date, which I was very touched by. He even wanted to pick me up and drive me home when I came back to our town for a weekend trip shortly before my dad passed.
I tentatively made plans for a second date with him around that time, but had to cancel as my dad ended up passing away. I told him this and he said he was sorry and to let him know if I needed to talk.
I thanked him but didn't reach out further as I was (obviously) dealing with very heavy grief. so 6 months went by of total silence.
J reached out again recently (over 6 months later) to say he was thinking of me. He then mentioned he had entered a relationship over the summer and it just ended. The message seemed more about his own life and things going on, he eventually tacked on a "and how are you?" onto the end of the message.
He has been persistently asking me out on a second date the last week or so even though I haven't really been replying.
I know that we barely knew each other and he wasn't expected to be there for me as we only had one date, but the 6 months of just, absolutely nothing and then swinging back around later after his summer fling ended just..I don't know. It seems a bit selfish on his part maybe. I don't think he's been through any major losses yet, so maybe just doesn't get how it looks.
I told him this and he sent a voice note apologizing, but also pointing out we barely knew each other and he felt a bit awkward and thought I wasn't in the right headspace to be dating at the time (which is true). He claimed he isn't using me for comfort after his relationship ended and said he still wants the date and is trying to find "the one". I didn't expect constant attention or caretaking, but I just have this feeling that "the one" for me wouldn't have gone completely ghost?
I still have grief brain and am not sure if maybe I'm being too sensitive. I'm not really feeling ready to date yet anyway, but starting to think more about it as it's been 6+ months now since my dad passed.
What would you do in this instance? Give the man another chance or no?
TLDR: went on one date w a guy, then my dad suddenly passed away, guy knew and didn't reach out for 6 months, dated someone else in the meantime, and recently came back and wants a second date.
UPDATE: thank you all for the thoughtful responses. Consensus seems to be that one more date won’t kill me.