I wonder if you date these women because you like to be needed? Just a shame it's an unhealthy kind of need and a need that should really come from a therapist not you. Try dating a woman who's more self-sufficient next time, may be a hint towards their mental health.

And I agree with Christina, just tell her. No need to be mean and discuss her problems, it will probably make her worse. I don't understand why it will be so hard, other than the normal hard it is to break up with someone - which we all go through at some stage. Just say that its simply not working and then you may then find your peace.

Hugs.

Hugs.