@lepeep,
Hello,
It sounds like this has caused you a lot of heartache over the years. As ragman already said, it seems as if you have taken not only a look at where you stand in life, and what might be at the roots of your current state of singleness, but also are taking positive steps to 'better' yourself (I find the word better a somewhat ill fit here, but I can't really think of a better substitute).
It's incredibly hard to offer advice or insights in this matter: I don't want to come off as callous or insensitive here. But you asked for opinions, and honesty. I will try to give my honest opinion here:
Apart from what I mentioned above, I also paid attention to what you had to say about yourself. How a person perceives themselves can reveal a fair bit on how they interact with others.
Your description of yourself is very positive:
lepeep wrote: I am 38 years old, attractive (people constantly mistake me for being in my late 20's), I'm independent, have a steady career, I'm intelligent, well traveled, funny, a good conversationalist and a good friend.
When you try to expound the reasons why you may remain single, you mention your parents, and specifically their dysfunctional relationship(s) with each other and others people. So what I get from this, is that you being single has nothing to do with you as a person, but from the baggage you carry... you are a 'victim'.
Yet your sister apparently got married eventually.
Might it be that you have some 'negative' sides to your personality that have simply eluded you, or escaped your attention?
I know firsthand that what someone believes is a good personal quality about themselves, in fact repels people. I have some of those as well, you see.
For instance, you may think you are funny, but people other than your friends might disagree. You may think you are attractive, but other people may perceive you as vain. Mind you, I'm not saying you are, I'm just saying that your own opinion about yourself may not mirror that of the men you are interested in dating.
Or perhaps the men you dated felt you were too focused on tying the knots... that you were rushing them into a relationship they were not ready for?
Perhaps you are attracted to the wrong kind of men?
Or perhaps you have had plain bad luck. That boyfriend you described doesn't sound like a price jewel.
But it's those last paragraphs of yours that truly worry me. If you are becoming emotionally numb, the LAST thing you should be trying is to get into a relationship. Take a break from trying to land a relationship. Just do something else fulfilling, to recharge yourself emotionally.
I don't know what you can or will take from my advice. Perhaps nothing, and perhaps that is for the best... I'm not exactly a role model in this department myself. But I wish you the best of luck!