‘Parents need to know how these monsters work’: New information on Henryetta murders released by victim’s family

We're learning new information about the investigation into the murders of six people in Henryetta. Sex offender Jesse McFadden killed himself, his wife, her three children, and two other teenage girls two years ago this week.  The father of one of the victims is sharing a recorded conversation between family members and an OSBI agent.

Wednesday, April 30th 2025, 12:03 am

By: Chloe Abbott


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We're learning new information about the investigation into the murders of six people in Henryetta.

Sex offender Jesse McFadden killed himself, his wife, her three children, and two other teenage girls two years ago this week. 

The father of one of the victims is sharing a recorded conversation between family members and an OSBI agent.

Details of the murders

Police discovered seven bodies inside a house in Henryetta on May 1, 2023, shortly after Webster and Brewer were reported missing by their families.

McFadden was due in court on May 1 to face charges for a crime he committed in prison involving an underage girl. He was a known sex offender and had recently been released after serving 17 years on a first-degree rape charge.

He was sentenced to 20 years but was released early because of the way the DOC calculates time served.

The medical examiners' report revealed that the six victims, Holly McFadden, Rylee Allen, Michael Mayo, Tiffany Guess, Brittany Brewer, and Ivy Webster, died of gunshot wounds to the head, and McFadden died of a self-inflicted gunshot wound.

Additionally, Ivy and Brittany had injuries consistent with sexual assault.

According to police, Ivy and Brittany’s bodies were found nearby on the property outside the house, while the rest were found inside.

"I think that, like, Ivy and Brittany were taken out to where they were found, and I think that they were killed," said the OSBI agent. 

Timeline leading up to the murders

Below is a timeline of events leading up to the murder-suicide, according to the OSBI in the recorded briefing with the Webster family.

Tuesday, April 26th, 2023 – Jesse McFadden purchases cables and locks from Walmart.

“Those items were later found in the house of McFadden. Those locks and cables recovered were consistent with being used as restraints,” he said in the recording.

Friday, April 28th, 2023 – A text message is sent from Holly McFadden's phone to Tiffany Guess and Rylee Allen saying Jesse would begin to teach them about sexual education and encouraged Tiffany to assist Rylee because she was ‘further along in this.’ Then the OSBI agent said videos of McFadden engaging in sexual acts with a minor were found on McFadden's phone.

"And I hate, I hate to say this, but by looking at the video, it did not look like it was the first time," said the OSBI agent. 

This led investigators to believe Tiffany was being groomed by Jesse.

“For that reason, I believe he’s been abusing Tiffany for a while and was getting ready to start with the other one,” the agent said in the recording.

The agent says they believe Holly McFadden knew about the abuse.

"I believe Holly was 100 percent aware of what was happening,100 percent okay with it because she just simply didn't intervene," said the OSBI agent. 

The agent says Holly was listed as a suspect. 

In the recording, Justin Webster, Ivy's father, said he thinks Holly, Michael, and Rylee were killed on Friday, while the OSBI agent didn't believe that was the case, they said the theory could be possible. 

Saturday April 29th, 2023 –

Jesse researches handcuffs and sex shop locations.

1:11 p.m.: Jesse, Ivy, Tiffany and Brittany go to a mall in Tulsa.

2:25 p.m.: Jesse, Ivy, Tiffany and Brittany go to an entertainment restaurant and arcade in Tulsa.

5:26 p.m.: Jesse goes to a store in Muskogee that sells adult entertainment. It’s unclear if anyone was with him.

6:25 p.m.: Brittany returns home to get a swimsuit, and Ivy sends a Snapchat with her face in it to her mom.

7:30 p.m.: Jesse, Ivy, Tiffany and Brittany are seen at a restaurant in Henryetta.

8:23 p.m.: Ivy sends a Snapchat with her face in it to her mom.

10:04 p.m. Ivy's phone location was turned off.

Sunday April 30th, 2023

2:46 a.m.: Brittany's phone connects to the internet at Walmart. Investigators discovered McFadden had been communicating with a woman from Tulsa on a sugar daddy website and was planning to meet up with her.

“He thought that they were going to meet at the Walmart in Henryetta early that morning. She just, she didn’t show. But he was driving around with at least with Brittany Brewer’s phone,” the OSBI agent said in the recording.

The woman he was planning to meet up with refused to speak with investigators.

4:59 a.m.: McFadden returns home, and Brittany’s phone stops communicating with cell towers

10:07 a.m.: Ivy’s mom receives a text from her phone saying the group was heading to McAlester and would be back around 5 p.m.

2:15 p.m. to 4:10 p.m.: McFadden and Tiffany meet with McFadden’s attorney in Adair County, meaning Tiffany was still alive Sunday afternoon.

5:11 p.m.: McFadden called Ivy’s mother and stated everybody was still in McAlester

7:00 to 7:30 p.m. -McFadden's mother comes to his house and drops off a blanket, and never goes inside

7:44 p.m.- McFadden sends a text to his attorney that he had met hours before and said, "So I decided to go ahead and just be what they wanted me to be. I did everything I was supposed to do, but it meant nothing, so I'll just give them what they wanted."

The bodies were discovered on the Henryetta property the next day, hours before McFadden was set to appear in court and shortly after Oklahoma Highway Patrol issued an Amber Alert for Ivy and Brittany.

The OSBI agent said Tiffany's hands were tested for gun residue, but none was found.

Where did the recording come from?

The one-hour and 24-minute recording is of a conversation between an OSBI Agent and Ivy’s parents, Ashleigh and Justin, and her grandmother, Shannon Boykin, in April of 2024. In the recording, the agent lays out all the evidence the OSBI collected and the conclusions their investigation came to.

Boykin said she recorded the conversation because she wanted to be able to refer to it if she forgot any details.

News On 6 obtained the recording and the official transcript from Boykin’s attorney, Cameron Spradling.

Why release the recording now?

Justin Webster, Ivy's Dad, said, "I'm really hoping, most importantly, that it opens up the eyes of parents. Parents need to know how these monsters work."

"That's the whole point of getting this out, too, is to let parents know that what sex offenders can do to kids and brainwash them," said Webster.

Both Justin Webster and Nathan Brewer are sharing these details in hopes of raising awareness for stricter laws against convicted sex offenders like McFadden.

"No money in the world is going to bring my daughter or our daughters back. But you know, getting laws changed to protect other children and other families is very important to me," said Brewer.

Upcoming 2-year anniversary

Webster said getting more answers has brought some closure, but he still misses his daughter every day.

"I thank God every day that I got to live with one of his angels," said Webster.

Brewer says his daughter was loving and wanted to either be a teacher or a veterinarian. 

"A beautiful, bright, young girl taken at an early age, at an early age, and didn't need to be taken. I mean, she still had a lot to give to the communities and to life," said Brewer.

OSBI and the Okmulgee County District Attorney's response

The OSBI declined to comment on the release of the recording but said the investigation is ongoing.

District Attorney Carol Iski did not respond to a request for comment.

Chloe Abbott

Chloe Abbott joined News On 6 as a multimedia journalist in October 2023. She now serves as a reporter. Before joining the News On 6 team, she worked in Shreveport, Louisiana for two years as an anchor/MMJ for the ABC affiliate, KTBS. Chloe has covered severe weather, crime, sports, and Mardi Gras. 

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