John Kennedy was a despicable philandering tomcat, just like the JFK-wannabe Bill Clinton. If not for Lee Harvey Oswald it would have been a jealous husband sooner or later.
So, yes, he would be a Democrat today and support Hillary.
His quotes are flukes, written by speech writers.
A true American Conservative
What I said there is pretty mild compared to what "true American" Democrats say about Ronald Reagan.
What is a true American democrat? What prerequisite is required?
OK, here are a few:
Kill babies in the womb.
Spend someone else's money.
Teach children disrespect of adults.
Call anyone disagreeing with you a racist and/or sexist and/or homophobic and/or Xenophobe and/or uneducated knuckle dragging mouth breather and/or Bible thumping hillbilly and/or trailer trash and/or illiterate low IQ fly-over-country red state idiot.
Attack spouses and children of any age of those you disagree with.
Tell lies.
In your life times you and your Democrat cohorts have qualified yourselves for at least one but more likely all of the above prerequisites you asked for.