1. Short of health problems, though, I doubt that either Kennedy or Thomas will retire under a Democratic President's watch.
2. Yes, but having either 3 or 4 Justices leave the bench absent health problems during a Democratic President's watch is probably very unlikely.
3. The key word here is "if," though. Indeed, due to the principle of stare decisis as well as due to changing public opinion on this in a more liberal direction, I am certainly extremely hesitant that the U.S. Supreme Court will ever again hear any cases which pertain to sodomy, gay sex, and same-sex marriage.
Also, in regards to Anthony Kennedy, it is worth noting that he only got nominated by President Ronald Reagan after two of Reagan's more conservative nominees (Robert Bork and Douglas Ginsburg) had their nominations fail. Indeed, Reagan probably only nominated Kennedy because the 1988 elections were approaching and Reagan needed to quickly get someone who is at least moderately conservative on the U.S. Supreme Court before his term ended.
1. I actually wonder if Kennedy really cares to be honest. He's not totally conservative or liberal. He's also made his impact on the court at this point. It's also known that Thomas doesn't like the job. It is extremely rare for him to ask questions during oral arguments and he stated himself that it bothers him when other justices ask a lot of questions. The loss of Scalia caused him to ask one question back in February, his death has definitely impacted him.
2. I didn't say they would all leave, I just said potentially if all the cards fell into place. It'll probably be two at most in a realistic scenario. RBG if Clinton gets in, maybe Breyer. Kennedy and Thomas if Trump gets in.
3. I wouldn't be so sure about that. Remember, we're dealing with an unprecedented candidate here. Trump would have authority over SCOTUS appointees and federal justices. If the GOP maintains and expands their majorities, they wouldn't hesitate to vote for them. He's so erratic too which makes me worried circuit courts would become easily split over hearing cases again and going back to what would be a pretty damn conservative court under the Donald's watch. I know it's a big if but I'd rather not take that leap of faith and see it happen knowing it's still a possibility.