John Kennedy actually wore a proper frock coat (kapote, as we call it), and a top hat to his inauguration. The hat got misplaced and when he walked down Pennsylvania Avenue he was bare headed. What actually killed hats as part of male dress was the automobile (which also killed kapotes as a standard business dress – though George V decision to stop wearing them was a recognition of the change).
Ideologically, Kennedy’s tax policies (similar to Reagan and Trump, meaning he is a DINO by today’s standards) serious stimulated the economy. His militant opposition to the the Soviet-China alliance was similar to Reagan, and a lot more than most of today’s Democrats. His support for Civil rights is why frum Jews today have career options beyond working for other Jews or opening their own business – while the five day workweek was due to FDR, a prohibition of religious discrimination in employment came from the Civil Rights Act (proposed by Kennedy, the Republicans and the liberal wing of the Democrats – most of the opposition came form the conservative wing of the Democrats).