Often one person plays Venus to the other person's Pluto/dominator role. Hard progressed aspects of Venus/Pluto can bring out underlying matters of control/dominance in close relationships, especially with women. This re-entry with them was stressful, particularly as my mother used it as an opportunity to reassert control and dominance, which set up the stresses to come later. During prog Venus' culminating square to prog Pluto, which happened the previous summer I moved back in with my parents after living on my own working in another town. Had some conflicts with them over personal privacy, and at the end of the (05' orb) aspect I found out my best friend's mother had died. I was in my early 20s and still living with my parents.
Yes, I went through prog Venus square natal Pluto in the last couple months of 1991 and first couple weeks of 1992. I have not heard of very positive expressions of this combination but maybe there have been some and someone can chime in. Watch for obsessive people (stalkers come to mind) as they can be inordinately attracted to you at this time. Even if this scenario doesn't transpire there will be a generally unbalanced situation involving your relationships where values clash with power and/or you become acutely aware of the power of your values. Certainly be very careful about any people who come into your life at this time as they can very well be after your money or some other possession of yours. Since you will be getting the opposition rather than a square you can expect some sort of power struggle between yourself and a loved one or more generally to have someone powerful strongly affect your values and finances. Love triangles are possible and secret relationships of significant others also tend to come to light at this time and you can expect to get very, very jealous if you are involved with anyone. Generally something happens which forces you to to re-evaluate yourself in terms of your relationships or even have to start over completely. The textbook description is a situation unfolding that almost seems to threaten your (emotional) survival and it is generated by people in your life represented by Venus so friends and significant others.
Yes, although for me it was transit Pluto square natal and then some years later progressed Venus.
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