My chart has similar elements to JFK's. We're both Gemini Sun with Libra rising and Taurus Mars in the 8th house. I go by whole signs so we both have Sun in the 9th house. However, his natal chart shows that he was at least by most accounts, lacked control over his destiny.
For one, he didn't want to go into the political arena, his father pushed him into it. He also didn't want to settle down and marry, as he liked playing around. Again, his father controlled him and pushed him into it. Jackie O was handpicked to be his bride, but it was no secret about his affairs and she suffered a lot from his infidelities and wanted to divorce him, and yet she stayed in the marriage WHY? Because JFK's father paid her millions to stay in the marriage and play the beautiful, dutiful wife of a handsome and respectable president because the patriarch didn't want any scandal that would damage his family's name and JFK was the most prominent member of the family. Hey, that must be a huge indicator of Cancer Saturn in the 10th house near the MC. I suspected that he rose to fame because his Sun is in its joy- the 9th house.
I've read a lot about JFK (because I knew his chart had some similarities to mine) and even Jackie O. My personal opinion is that JFK was rather a f*ckup and he was a major liability to his father. If JFK weren't so handsome and youthful looking due to the Libra rising, he probably would NOT go any further because he was by most account, a person with average intelligence and lacked any sort of ambitious drive.
As for my chart, I've NEVER been pushed by my father nor mother in my entire life. I've always been able to do whatever I wanted, however I want it, and whenever I wanted. My parents worried about me, not because my decisions or actions could cause any shameful repercussions, but on the contrary, they thought that I was too stressed and serious for my age and wanted to see me go out and have fun. They thought I was too moral, to much of a straight arrow, and too honest. I always looked younger than my age, but I always would say the most condemning things that would throw people off, probably a combo of my Libra Saturn and Gemini Mercury. My peers thought the same about me and didn't value me for my finer exalted Saturine qualities...not until more recently when we've all been over our first Saturn's return.
Similar to JFK, I am supported by my family financially. I have practically everything paid for, and my parents put up with my shenanigans. I've drifted a lot in life, due to a lack of motivation and basically zero ambition. I travelled a lot, met a lot of different people, and overall, just got to do whatever I wanted. Before that, I was secretly married to my college sweetheart, of whom my parents were totally unaware of, as I did not bother to tell them. Unlike JFK, I am quite intelligent, as my Mercury is in dignity of Gemini- I hold 2 college degrees (BA and MS from Ivy League schools), I talk fast and can sell snow to people in Antartica. Unlike JFK, I don't sleep around and I never cheated on anyone or anything (not even a test or taxes) in my entire life. I find that sort of thing beneath my dignity. But then again, my Saturn is exalted so quite possibly that produces a better person, as I'm lead to believe.
Here's my 1st Saturn's return chart. I think I did it right. Venus is in detriment...and so was my marriage. By that time, I was already officially divorced and extremely depressed, but started to open up and talk to others about it (hence the Gemini Moon). Mercury also in detriment- that was a time when my mental energies were completely maxed out. Jupiter was in 5th house- there were a lot of strange and unattractive guys that went after me for awhile, but I had no interest nor desire to even consider dating (Jupiter square Moon, Jupiter square Venus, Jupiter opposite Mars).