re: The Bitterness of Missing Out on Love

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But could you elaborate at all? I'm just curious, I know I overthink but sometimes I can't see how I overthink or what I'm overthinking on and this is one of those situations.

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I think the issue is that you’re conjuring up a fairy tale relationship while basically giving yourself all kinds of excuses for not pursuing any kind of relationship ship (I’d either have to date a 30 yo divorced woman or a woman 10 years younger).

Start from first principles. Stop making assumptions about what a relationship will be and building faulty ideas on those assumptions. Date someone. Literally anyone and start learning how relationships actually work.