I’m trying to understand how to handle this better. I’ve posted of this situation last week, where I told a guy I don’t see a connection to proceed with the 2nd date but he still persists.
I went on a date with a guy — he was nice, interesting, and we had a good conversation, but I didn’t feel the right connection to continue. So I sent a polite message saying I enjoyed meeting him, but I don’t see it going further.
The problem is, instead of accepting it, he kept engaging:
asking if there was something specific he could address
saying he really liked me
trying to challenge my reasoning in a logical/playful way
reassuring me that my concerns weren’t an issue
and then inviting me out again
He wasn’t disrespectful — just persistent and trying to change my mind, tell me how exceptional and special the evening felt for him and how he wanted to prove it can work.
Looking back, I think maybe I made the mistake of explaining too much and softening it, which might have made it sound like I was unsure rather than decided. I just tried to protect his ego while making a point that I didn’t want to meet again.
So I’m wondering:
How do you reject someone politely but in a way that doesn’t leave room for interpretation?
Is it better to keep it short and not explain at all?
From a male perspective, what makes a “no” feel final vs. negotiable?
Curious to hear honest opinions, especially from men.
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