Dating a childless man
I tend to give the benefit of the doubt but do wonder how they have stayed single and childless for so long and if it often (not always) means there's some major personality flaws or issues. I think it's silly to make broad assumptions before knowing anyone's actual circumstances.
I know several very nice men who were in long term relationships/married but either they or their partners has fertility issues. I also know other men, kind, decent, etc, who don't want kids. Conversely, I have dated plenty of dysfunctional divorced men with kids who have had huge issues and have been an absolute nightmare, as have their ex wives.
There are countless reasons why people don't marry, have long term relationships or kids.
I'm recently back on the dating scene after ending my relationship with a divorced man who had two kids.
In fact compared to my previous LTR and marriage with men who had kids or previous marriages/ LTR he is the one who had given me the most stable, secure and happiest relationship.
He also has an amazing relationship with my child, better than his actual father has.
I'd give my right arm for someone without the baggage of kids or loopy exes (who are still in the picture due to aforementioned kids). I met a never married, never had kids man in his mid Forties.
I don’t think it’s a red flag as such, as PP said, history of LTR shows they are capable of commitment. He’d been in a 15 year relationship with a woman who already had young teens when they met (he was 24, she was thirties I think).