Videos posted on YouTube show dozens of new climbs at secure locations all across Manhattan.
Hanging by one arm, Justin Casquejo is dangerously perched dozens of stories high above central park in what appears to be his latest stunt.
"You guys don't know how beautiful this is," Casquejo said in a YouTube video.
In the YouTube video, the 18-year old is seen with a companion and they appear to make their way into the construction site of a building on Central Park South and climb up through the rigging of crane at the top.
With camera in hand, Justin documents the dangerous stunt.
"The problem is he's thousands of feet in the air and you can't tempt gravity too many times and survive," said Joe Giacalone, a former NYPD detective.
Giacalone see stunts of this nature being fueled by social media, and believes it puts this young man's life in danger and others who might have to rescue him.
"You have to put them at risk for having to rescue this kid, and the second thing is while they're doing this, there could be another emergency they couldn't get to. So this affects the whole city," Giacalone said.
It's not the first time Casquejo has done this. Two years ago in March of 2014, he squeezed through a fence and climbed to the 104th floor of the one World Trade Center. He was arrested then.
Now that he is 18 years old, he could face criminal trespass and reckless endangerment charges. NYPD officials say detectives in Manhattan are investigating the incident.
His father would not talk on camera at his Weehawken apartment.
"I think he tries to express himself just to have fun with his life," said Aphya Verna, a former classmate.
"This is more like dare devilish rather than forwarding an agenda," said Dylan Marshall, an area resident. "This guy seems to be for internet fame."
"We are going to have to do something with this kid because he didn't learn his lesson from the first time he did it," Giacalone said.