For the past three to four years, every friendship and relationship I have had have always been with emotionally broken or damaged women. By that I mean that their insecurities and shortcomings were evident to me from the get-go, not after getting to know them deeply and personally over the course of weeks or months. The last relationship I was in had me paired with a women that was heavily medicated for her incurable, but not terminal disease that made her gloomy and depressed most of the time. The more and more I got to know of her situation I became that much more attached to her. From the beginning I knew that she was going to be this way for the rest of her life but I still latched on until I ended the relationship two months ago. I cut myself off from her for three weeks until she came back to Dallas in dire straits. For the next month, I found myself with her constantly, part of it being her need to be cared for medically with my help and a series of Freudian slips on my part. I enjoy her company greatly, but opted to keep it on the casual side while she thought otherwise and clung onto me. I knew what I was getting myself into by doing this and made a conscious decision to stay with her for the time being. I gave her the news, smoothed everything down as much as I would, but she is still constantly depressed over it. Flash forward to last Saturday, where I was enjoying myself in a gentleman's club and was talking to my usual entertainer. We have for the last three months enjoyed each other's company and I got to know her a bit better. She is extremely insecure to the point where she gets visibly shaken when she is talked down to, but any compliment (besides the generic compliments she hears everyday from other customers) would make her hug, kiss, and generally cheerier around me. From reading in between the lines in our conversation and her body language, I would tell that she current boyfriend treats her like complete garbage and is far too loyal to leave him. (before anybody asks: Yes, I was attracted to her before I got to know her, but it was a strictly platonic relationship for me at least. I know that first and foremost it is work for her but we got along well) After I left, I spent the night not sleeping and worrying about her and than it hit me that I am only attracted or care for the emotionally broken or damaged women. I have been told that I have a "caretaker" personality by other friends and wonder if this rings true with every women I know. I know that most of the people out there are insecure and have the usual thoughts of fear and rejection, but the women I am around are the heavy to extreme cases. I do not find myself wanting to have a relationship with emotionally stable and healthy women even though I know that I would fare better with them. Is there any given reason why I would be attracted to this type of woman than others? I always end up agonizing over all of these women and get emotionally burned and wasted in the end myself.