Officer Williams and 15-year-old Bobby face off within minutes of the start of the jail tour. "Do you think you're going to disrespect us?" she yells.

Minutes into the jail tour, 15-year-old gang-banger Glen protests his treatment in Prisoner Intake.

Officer Williams has no patience with Glen, who arrogantly defies the officers.

Locked up in a cell where thousands of criminals have been incarcerated, 16-year-old Nick begins to reconsider living his life "by the code of the streets."

15-year-old tagger Jesse, hand-cuffed and isolated, experiences what it's like to have his freedom stripped away.

Nick picks a fight with an inmate twice his size. "Do something!" Nick threatens.

Bobby maintains his tough guy act as a menacing inmate challenges him to fight. Bobby says the only thing holding him back is his handcuffs, but the inmate seems skeptical.

Glen connects with the Suffolk County inmates as they try to impart hard-learned lessons. "They did everything that we did, so I kind of see myself in their shoes if I keep doing what I'm doing right now," he later tells an officer.

An inmate begs Nick to change his ways. "I wish I had a chance to change. I can't... but you have a chance," he says.

A trio of angry inmates pushes Bobby to his breaking point, causing him to unleash a string of threats on a group of inmates and officers.

Nashua Street Jail officers must calm Bobby down after a dangerous outburst.

After Bobby calms down, an officer helps him to reflect on his risky behavior. "Reality. That's what you're up against. Why are you doing what you're doing?"

Officer Williams confronts Glen, who laughs at inmates that are caught and locked up for their crimes. "I hope you don't think this is a game!" she yells, "You need to stop."

Jesse is caught by surprise when hardened criminals corner him in his cell. "You think you wanna be in a place with a guy like me?" an inmate asks.