Four work mates from Orange travelled to Sydney on Friday for a night out in the western suburbs.
It started with a trip to a brothel and a BP service station for late-night snacks.
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Sydney night out ends in tragedy
Max Summerfield was killed by a passing car after a fight with friends in Blacktown.
On Monday, it ended with one having his life support switched off in hospital and his close friend charged with offences relating to his death.
Max Summerfield, a 21-year-old bricklayer, died in Westmead Hospital on Monday morning from severe head and chest injuries sustained when he was run over by a car on Sunnyholt Road, Blacktown.
His girlfriend of two years, Ebony, told Fairfax Media he was "an outstanding man, he took care of the people he loved and would do anything to see them smile.
"He was such a joker and loved having a good laugh. He always looked at the fun side of life and lived in each and every moment."
Police allege Mr Summerfield and his friends got into a heated argument outside the service station about 10.20pm on Friday.
CCTV shows the four men entering the service station together moment earlier; one headed for the ATM while the others bought snacks.
However, outside, an argument ensued and the men began pushing each other.
CCTV shows Mr Summerfield running backwards past the petrol pumps while one of his friends, Brandon Sullivan, allegedly pursues him with his fists up.
It's believed he was pushed or fell onto the road and, seconds later, was hit by an oncoming car.
The 65-year-old male driver, who stopped to help, "has co-operated with police and undertaken mandatory tests at hospital", a police statement said.
It's understood that the two men who were with Mr Sullivan and Mr Summerfield don't know what sparked the fight but have told police that Mr Summerfield was trying to back away from his mate.
Mr Sullivan, 25, has been charged with affray and was granted conditional bail to appear in Blacktown Local Court on August 31.
Police allege he used "unlawful violence" towards Mr Summerfield in a way that "a person of reasonable firmness if present at the scene would have feared for their safety".
Rod Till, who works with the men, said they were from Orange but travelled around the state working on various construction sites.
They worked 10-hour days and lived in and out of motels together. It's believed they had been working on a site in Riverwood on Friday and were due to work on Saturday.
"These guys aren't thugs, they show up to work every day, they work extremely hard," he said.
"Max was just a complete gentleman, a really nice 21-year-old boy, respectful, well-mannered and a hard worker. He was a really good bricklayer too. He had a lot of natural talent.
"And Brandon is a really quiet kid. They're mates, they're not enemies. They work together, they live together."
Mr Sullivan was filmed speaking to police immediately after the incident, with blood pouring out of his nose.
On Saturday, dressed in a forensic jumpsuit, he led police through a re-enactment at the crime scene.
Service station worker Robin Sanhu told Seven News: "I thought they were having fun because they were friends."
Friends paid tribute to the country bricklayer on his Facebook page on Monday, describing him as a "good bloke" who would be remembered for "the constant fun and foolish times".
"What was a night with harmless intentions turned into your last. Easily proud to say you were one of my closest mates growing up man," one friend posted.
Investigators are appealing for anyone who saw the incident, including any motorists who have dash cams in their vehicles, to call Blacktown police or Crime Stoppers on 1800 333 000.