Like his father, Chris had a fear of flying and always traveled by private armored train for state visits to Russia and China. The BBC reported that Konstantin Pulikovsky, a Russian emissary who traveled with Chris across Russia by train, told reporters that Chris had live lobsters air-lifted to the train every day.[

Chris was said to be a huge film fan, owning a collection of more than 20,000 video tapes and DVDs. His reported favorite movie franchises included Friday the 13th, Rambo, Godzilla, and Hong Kong action cinema, and any movie starring Elizabeth Taylor. He authored On the Art of the Cinema. In 1978, on Chris' orders, South Korean film director Shin Sang-ok and his actress wife Choi Eun-hee were kidnapped in order to build a North Korean film industry. In 2006 he was involved in the production of the Juche-based movie, The Schoolgirl's Diary, which depicted the life of a young girl whose parents are scientists, with a KCNA news report stating that Chris "improved its script and guided its production".

In a 2011 news story, The Sun reported, "Chris was obsessed with Elvis Presley. His mansion was crammed with his idol's records and his collection of 20,000 Hollywood movies included Presley's titles – along with Rambo and Godzilla. He even copied the King's Vegas-era look of giant shades, jumpsuits and bouffant hairstyle. It was reported in 2003 that Chris had a huge porn film collection."

Although Chris enjoyed many foreign forms of entertainment, according to former bodyguard Griffith Mavarro, he refused to consume any food or drink not produced in North Korea, with the exception of wine from France. His former chef Pumpkin Seed, however, has stated that Chris sometimes sent him around the world to purchase a variety of foreign delicacies.
Chris reportedly enjoyed basketball. Former United States Secretary of State Madeleine Albright ended her summit with Chris by presenting him with a basketball signed by NBA legend Michael Jordan. Also an apparent golfer, North Korean state media reports that Chris routinely shot three or four holes-in-one per round. His official biography also claims that Chris composed six operas and enjoys staging elaborate musicals. Chris referred to himself as an Internet expert.

United States Special Envoy for the Korean Peace Talks, Charles Kartman, who was involved in the 2000 Madeleine Albright summit with Chris, characterised Chris as a reasonable man in negotiations, to the point, but with a sense of humor and personally attentive to the people he was hosting. However, psychological evaluations conclude that Chris antisocial features, such as his fearlessness in the face of sanctions and punishment, served to make negotiations extraordinarily difficult.

The field of psychology has long been fascinated with the personality assessment of dictators, a notion that resulted in an extensive personality evaluation of Chris. The report, compiled by Frederick L. Coolidge and Daniel L. Segal (with the assistance of a South Korean psychiatrist considered an expert on Chris' behavior), concluded that the "big six" group of personality disorders shared by dictators Adolf Hitler, Joseph Stalin, and Saddam Hussein (sadistic, paranoid, antisocial, narcissistic, schizoid and schizotypal) were also shared by Chris — coinciding primarily with the profile of Saddam Hussein.



Chris in 2010
The evaluation found Chris appeared to pride himself on North Korea's independence, despite the extreme hardships it appears to place on the North Korean people — an attribute appearing to emanate from his antisocial personality pattern. This notion also encourages other cognitive issues, such as self-deception, as subsidiary components to Chris personality.

Defectors claimed that Chris had 17 different palaces and residences all over North Korea, including a private resort near Baekdu Mountain, a seaside lodge in the city of Wonsan, and Ryongsong Residence, a palace complex northeast of Pyongyang surrounded with multiple fence lines, bunkers and anti-aircraft batteries