There is not a whole lot of info about Lilith out there. I've looked myself. I understand though, that it also makes a difference if you are a man or a woman, when analysing Lilith in the natal chart.
I have progressed Sun conjunct progressed Lilith, so will have that for a number of years. For me, a woman, I understand this aspect to maybe be something to do with men in my life in the years of the aspect being in effect. Possibly to do with being rejected in some way, or betrayed
, or being the one to reject or betray. I feel its energies can also lead to a great deal of creativity, there is alot of energy associated with Lilith, she stirs things hidden within us and this can be expressed in very creative ways.
I've been studying Lilith transits too, and find them to be very real in their effects. They tend to stir up the 'darker' energies so to speak, as you say. I would say they are explorations of our more repressed sides of our personalities, things we maybe deny to ourselves, or refuse to believe about ourselves.