Serial Napper | True Crime Stories for Naps

The Pickering Lost Boys: Six Men, One Night, No Trace


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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

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