
true crimeNov 12, 202533:44pending
The Pickering Lost Boys: Six Men, One Night, No Trace
About this episode
On the night of March 17th, 1995, six teenage boys from Pickering, Ontario: Jay Boyle, Michael Cummins, Danny Higgins, Chad Smith, Robbie Rumboldt, and Jamie Lefebvre — walked into the cold darkness near Lake Ontario and were never seen again.
It was supposed to be just another night of partying over March Break. But by morning, the boys were gone...no calls, no sightings, no trace. Their footprints led down to the marina, and security footage captured three of them wandering near the docks just before 2 a.m. Two boats went missing that same night… but neither the boats nor the boys were ever found.
For thirty years, families have begged for answers, only to be met with red tape, misplaced evidence, and vanishing video footage. Police say the boys likely drowned. But without a single piece of wreckage, not one body, or even a floating life jacket, that theory feels paper-thin.
In this episode, I’m revisiting the haunting case of the Pickering Lost Boys, breaking down the investigation, the red flags, and the disturbing missteps that still leave families questioning what really happened that night.
Were they victims of a tragic accident?Or did something much darker unfold on that dock in 1995?
Anyone with information on the case can call Durham police at 905-579-1520, or anonymously contact Durham Regional Crime Stoppers by calling 1-800-222-TIPS (8477) or going online to www.durhamregionalcrimestoppers.ca.
Sources:
https://www.durhamregion.com/news/the-lost-boys-of-pickering-a-haunting-cold-case-remains-open-after-30-years/article_bd0ab683-9a7c-5a54-ab0c-7411291c613e.html
https://www.durhamregion.com/news/the-mystery-of-the-lost-boys-part-1/article_fbf8b83c-e889-5ce1-8f8a-d87d62dfb340.html
https://www.ucfiles.com/Files/1995/lost-boys/
https://www.facebook.com/lostboys95
https://www.durhamregion.com/news/private-investigator-seeks-new-witnesses-in-lost-boys-of-pickering-case/article_8a8bcc63-de32-50ac-9027-5cbe27793652.html
Follow me here:
► YouTube - https://www.youtube.com/@SerialNapper/
► Instagram - https://www.instagram.com/serialnappernik/
► Facebook - https://www.facebook.com/SerialNapper/
► TikTok - https://www.tiktok.com/@serialnappernik
*Go Ad-Free on Patreon: https://www.patreon.com/SerialNapper *
Learn more about your ad choices. Visit megaphone.fm/adchoices
Get every episode summarized
Each time Serial Napper | True Crime Stories for Naps publishes, we email you a written briefing from the transcript — the topics, who appeared, and any specific claims, with the ad reads skipped.
Email me new episodesFree for 3 shows. No card needed.
Hosts & guests
No transcript yet
This episode has not been transcribed. Request it and it moves to the front of the queue.
More episodes
More from Serial Napper | True Crime Stories for Naps

Six Minutes on the Bay Bridge: The Unsolved Disappearance of Toni Clark
Serial Napper | True Crime Stories for Naps
Apr 27, 202641:06failed

He Was Given a Second Chance…Then Killed His Family Again: The Gregory Green Cas...
Serial Napper | True Crime Stories for Naps
Apr 21, 202633:06failed

The Last Six Minutes: The Mackenzie Shirilla Case
Serial Napper | True Crime Stories for Naps
Apr 17, 202646:45failed

The 8 Minutes: The Amber Hagerman Case That Created the AMBER Alert
Serial Napper | True Crime Stories for Naps
Apr 14, 202639:34failed