I met someone who was 49 and never married. He had one long-term relationship and a few short-term relationships. He said he was too picky and now he finds himself at crossroads with turning 50 and not having a family or kids. He has his regrets. I gave him the benefit of the doubt. I don't see big red flags, but I see the orange ones flying in half-mast sometimes. I am aware of those and they are largely because of being single for a very long time. I said I would never date a guy who didn't have kids, but now I am glad that I do.