In a sea of reporters and curious tourists, the two were North Korean media workers waiting to capture the image of their leader, who all North Koreans are duty bound to revere, arriving for a historic summit with President Donald Trump.
Dressed in identical in black suits, with lapel badges of former North Korean leaders, the two, flanked by Singapore police, were busy getting into the best position for Kim's arrival, setting up cameras in the middle of the cordoned-off road.
The behaviour of the media workers and of North Korean security guards, who later accosted tourists taking photos, offered a glimpse into how isolated, tightly regimented North Korea works, just as Tuesday's summit raises the prospect, perhaps still distant, that it might be about to take the first step towards emerging from its Cold War shell.
In authoritarian North Korea, where Kim's family has passed on power through three generations, images propagated by state media such as the Korea Central News Agency, the Rodong Sinmun newspaper and Korean Central Television, help build a leader's legitimacy and glorifying his status.
As Kim's motorcade approached the St. Regis, another two North Korean video cameramen in black suits emerged through the sun roof of a black SUV, filming the crowd.
One car back, a photographer dressed identically stood out of the sun roof of another black SUV, taking shots down the length of the motorcade.
North Korea's cameramen are nothing if not zealous in their efforts to get the best pictures of their leader.
During a summit Kim held with South Korean President Moon Jae-in in April, the North's journalists repeatedly got in the way of South Korean cameramen to get shots.
Security around Kim's hotel was extremely tight and guests were prohibited from going in and out, hours before Kim's black Mercedes Benz limousine cruised in.
NO PHOTOS FOR OTHERS
While a dozen North Korean journalists flanked by dozens of North Korean security men worked to capture Kim's every movement, guests in the hotel lobby were repeatedly told by Singapore police and hotel staffs not to take pictures of any North Koreans, especially Kim.
"I saw them taking a photo of our chairman. How dare they do so, they shouldn't," the official told Reuters later. He declined to be identified.
A woman guest, challenged by the same North Korean official, said she had only taken photos of the lobby and refused to show her phone.
After taking her to private area, hotel staff assured the North Korean official that the guest did not have photos of Kim.
Other guests were bemused.
"What do you expect? It's North Korea," said one Western tourist with a shrug.
Nicola Harding, visiting from Britain, said that it was all "a little weird".
But a human touch will always emerge, it seems.
Several of the reporters who accompanied Kim to Singapore had also been to the demilitarised zone between the two Koreas in April for the inter-Korean summit.
Recognising a Reuters reporter from then, one North Korean journalist, who declined to give his name, said: "It's nice to see you again."
(This story has not been edited by NDTV staff and is auto-generated from a syndicated feed.)
Get Breaking news, live coverage, and Latest News from India and around the world on NDTV.com. Catch all the Live TV action on NDTV 24x7 and NDTV India. Like us on Facebook or follow us on Twitter and Instagram for latest news and live news updates.