In terms of this:
"Pluto=Saturn/Asc [Suffering through suppression, compulsory confinement, retention]"
2) Not really sure what this means. I guess I feel suppressed in terms of my life feels like it goes at a slower rate (as far as accomplishments) than my peers. Not sure about that compulsory confinement and retention though. I wouldn't say i feel trapped or anything, but I guess at times when I'm more stressed I do.
I think the 'suffering through suppression ' might be the loneliness and feelings of a complete absence of a social life' that you have described.
As for the 'retention' and 'activity of the organs' :
I took that to mean that something internally is not being cleared out effectively by your organs. There is 'retention' of something which should be eliminated by your organs, is how I interpret it. I could be wrong...
I think I must have been going through a weird transit, like really weird and not to mention emotionally and psychologically intense. That was a weird period for me because before that and after that (including now) I don't feel lonely or anything and I actually enjoy my independence. I have no problem socializing and getting along well with people, but I enjoy my independence and if anything am afraid to lose it. I do see what you're saying though. I have Saturn and Pluto opposing and squaring my ascendent, which I think makes people react to me in a suspicious and cautious way, like they look at me and simply wonder or get "a feeling."
I'm no way a bad person, my parents raised me well and I'm not mean or rude, but people perceive in a way that makes them question, "Is she good or not? I get strange vibes from her." It can be super frustrating only because it's a bit insulting to my actual character, but also at times I kind of like it, lol. It can come in handy. I think the Venus sextile ascendent helps smooth things over because I can be quite charming, but if I'm silent or something, people don't know how to perceive me (I can tell by the suspicious looks even though I look, dress, and am normal in terms of behavior/personality).
So I think that's how my saturn opposite ascendent plays itself out. That couple with pluto square ascendent. I guess I come off as intense and suspicious, and so lots of people are cautious or hesitant because they don't know what to think, so it's like, "She's seems nice and she seems polite, but I still get a weird vibe from her." So people are naturally slower to approach or trust me--and I'm the same way. I don't care how nice you come across, if I get a bad vibe from you, I'll listen to my instincts just in case, so it's understandable. But I myself don't feel "lonely" I'm super comfortable "by myself" (I do interact regularly with people, but generally nothing too much, I do have a best friend I can to about anything, I have my family, some aquitances I get along with, etc). I think my sun in the 8th house helps. So I really do think that that period of my life had a lot to do with rough transits or some karmic life lesson or something...I mean, I even had a tough time with my mom during that period, and we're otherwise very close and she's very supportive and self-sacrificing, but at that time I was so "weird" or unusual as far as my thinking pattern and behavior that we were just at odds almost all the time--and that's unlike us. I definitely don't have any personality disorder or anything, if that's how that came off, besides that period of my life, my family life is stable and normal and my "lack of social life" as I put it is partially my own choice, maybe even mostly. As far as relationships go, on the one hand I'm very picky (the standards are reasonable and respectable) but can't imagine losing my freedom, but on the other hand, if someone I actually like does come along, I won't shy away from it either. It's in God's hands, really, I have other priorities though.
I can see how saturn (teeth, bones, skin) opposing my ascendent which conjuncts chiron in the 12th does play a number on my appearance though. It makes sense. Rough aspect with my ascendent--chronic skin problems, conjunct chiron in the 12th house of self undoing (I do tend to dread doing anything like going out if the breakout is REALLY bad that month, which is understandable but not always fun).
As far as organ retention, I suppose it makes sense? I have PCOS and that has to with ovarian cysts. This could be over-reaching, but perhaps the ovaries are holding on to the eggs that are otherwise supposed to be released monthly...so there's the retention, I suppose. All that stuff is hormonal, which leads to the cystic acne. As a matter of fact, although all acne--cystic or otherwise--is hormonal, not all hormonal acne is due to PCOS. I wonder if Accutane would even help with women with PCOS. I'll have to ask my dermatologist, I didn't even think about that.