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The Devil You Know: The Oklahoma Sleepover Massacre

11 min readJun 2, 2025

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The rental property in Henryetta where the murders took place.

Saturday, April 29, 2023, was a whirlwind of activity for thirty-five-year-old Holly Guess (McFadden) and her teenage children Rylee Allen, Michael Mayo, and Tiffany Guess. After spending most of the day running from one athletic practice to another, they hosted a sleepover that was attended by two of Tiffany’s best friends, Ivy Webster and Brittany Brewster.

On Sunday afternoon, after their daughters failed to return home as scheduled, Ivy and Brittany’s parents tried to reach them by phone with no success. Later that evening, they contacted the sheriff and reported them missing. An AMBER alert was soon issued in the hopes of finding the girls unharmed. Sadly, it was not to be.

Jesse McFadden

On Monday morning, Holly’s husband of less than a year, Jesse McFadden, was due in court to stand trial for possession of child pornography and soliciting sexual contact with a minor. The charges stemmed from a series of incidents that took place in 2017 while he was serving a twenty-year sentence for the first-degree rape of a teenage girl.

When he didn’t show up for his nine o’clock hearing, a bench warrant was issued for his arrest. In order to collect the…

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True Crime Nightmares
True Crime Nightmares

Written by True Crime Nightmares

Author, victim advocate, true crime historian.

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