It’s been almost a decade since 24-year-old Sydney Loofe disappeared after connecting with a woman named Bailey Boswell on Tinder. After a single in-person date, Loofe would later learn that she had actually been messaging with a man named Aubrey Trail, who referred to himself as a “powerful warlock,” at the head of a “coven,” which was, in reality, a coercive sex cult and criminal enterprise with Boswell as one of his “witches.” Boswell and Trail were in a romantic relationship themselves, a Bonnie and Clyde of online dating in small-town Nebraska. Within days of their first Tinder messages, Loofe was killed as a “sacrifice” by the coven’s leaders, her body dismembered and dumped in trash bags around a plot of rural land in small-town Nebraska.
In Swipe Right on the Devil, a new Ron Howard–produced, three-part true-crime series now streaming on Hulu, filmmaker Brian Biegel recounts the story of “witchcraft and its sister, black magic” in Wilber, Nebraska, as it “meets the modern-day digital dating world,” he tells Vanity Fair.
As part of the police investigation into Loofe’s death, authorities discovered that she had been recruited as the 13th member of Trail and Boswell’s “coven,” in which various women they met on dating apps were used for local thefts and sex in return for “love” and some money. “The headline is witchcraft, cult. But at its core is this more universal story of looking for belonging,” says producer Christopher St. John. “Obviously there’s the cautionary tale about tech.”
“With AI, it’s only going to get worse,” says executive producer and fellow Imagine Entertainment exec Sara Bernstein. “You really don’t know who you can trust.”
The documentary features interviews from multiple women who were scammed by Trail and Boswell, one of whom speaks in the third person to distance herself from the PTSD of her memories. “As documentarians, you want there to be a greater social value or conversation that can come,” says Bernstein, “as opposed to just retelling, frankly, what can be really graphic and gory details and having people relive their pain and suffering.”
In the documentary, Sydney’s sister Mackenzie Loofe expresses regret that she and her family didn’t offer more support regarding her sister’s sexuality. “Dating as a queer woman in middle America, there’s not a whole lot to choose from. Their way of coming out was through a dating app,” says Biegel. “So that alone made them vulnerable, because they really wanted to find their person. They wanted to feel a sense of belonging, and Sydney did. But what they couldn’t know, what was on the other side of the screen, was basically a trap waiting for them.”

Sydney LoofeDisney
The Loofe family “appreciated the opportunity to set the record straight” about Sydney, given what they felt was misleading press coverage around the case at the time of her murder, says St. John. “Sydney was misrepresented in their eyes as someone who was either involved in a crazy sex ring or involved in some sort of witchcraft, which she wasn’t,” he says. “She didn’t know these people, hadn’t met these people. It was this web of lies.”
The director spoke to Trail “on a daily basis for over a year until he agreed to give us audio and then eventually some video,” says Biegel. “Look, I watched the interviews the FBI had done with him, and he’s a game player. I also know he loves praise. So in order for me to build a rapport, I knew he was an artist, so I’m like, ‘Oh man, would you send me a painting?’ And his eyes opened up. I won him over.”
Once they had secured Trail’s participation from behind bars, they had to ensure it was used responsibly. “It’s a constant questioning, frankly, of everything he says, anything he’s promising,” says St. John. “We didn’t want to be another group of people manipulated by this guy, even from death row.”
Trail was sentenced to the death penalty following his trial in the summer of 2019. Boswell was convicted of first-degree murder and improper disposal of human remains in the fall of 2020 and was sentenced to life in prison the following year. “Bailey, we can say safely and without any doubt, is an incredibly complicated character. She wouldn’t talk to police, she wouldn’t talk to reporters, she wouldn’t talk to us,” says St. John. “She is a phantom at the center of this case. Since the trial, it seems she’s found it better to keep her cards close to her vest.”
As for those who escaped Trail and Boswell, “after experiencing a very harrowing issue in their lives, the girls in Aubrey’s group and even the Loofe family—everyone involved in this case—have gone on and lived happy, successful lives,” says Biegel. “And there’s an important message in that. People are more resilient than you think—they overcame a lot, and continue to do so.”
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