Why are there North and South Koreas? What happened? Why is South Korea more Western and “progressive” and North Korea, well, North Korea? What is the current consensus of historians?
I'm sure this question has been asked before and there are better answers, but in a nutshell:
Prior to the end of World War II, Korea was a colony of Imperial Japan. After the end of the War, the Soviets supported the North and the US in the South; this was an agreement that came between the two, based in part on the way Berlin was partitioned up between them. The entire Korean Peninsula was devastated after World War II, and the Soviets spent a lot of money rebuilding Pyongyang and their industry, in particular. The Republic of Korea is established in the South, and the Democratic People's Republic of Korea in the North.
After a handful of failed skirmishes, the North invades the South on June 25, 1950, with Soviet aid. The UN, which the USSR is boycotting, is rallied into supporting an international alliance which lands in September and pushes back North Korea. When the UN forces continue North to the Yalu River, Maoist China becomes involved, which pushes the UN forces back.
There is a back-and-forth like this, ultimately ending with a militarized border at the Demarcation Line, pretty close to the 38th Parallel.
North Korea followed the path of the USSR and China and was heavily dependent on both for aid and support; this led to early industrialization and what seemed to be success, but they continued to default on loans and fell out of favor even among other Communist nations, especially after the collapse of the USSR, when they could no longer pivot between gaining assistance from either China or Russia and became more dependent on China.
The South, on the other hand, began with a military dictatorship and, at first, seemed more chaotic. Over time, however, South Korea received economic support from the US and turned toward a more democratic approach to governing. Victor Cha, in his book The Impossible State, describes today's free South Korea as the epitome of what we hoped to accomplish by supporting countries against Soviet aggression during the Cold War.
Sources:
The Impossible State, Victor Cha
An overview of North Korean history is also given in:
A Kim Jong-Il Production, by Paul C. Fischer
And these are two very, very powerful memoirs that give an inside account of how North Korea functions:
Dear Leader, by Jang Jin-Sung
The Aquariums of Pyongyang, by Kang Chol-hwan
I'm going to separate your question into three parts: why there are two countries? why North Korea seems so crazy? why South Korea is a democracy, today?