Sydney Loofe /// Part 2 /// 865 | Forensic Files

[Music] Welcome to True Crime Garage. Wherever you are, whatever you're doing, thanks
for listening. I'm your host, Nick, and with me as always is a man who is dressed up like a heart attack for you.
Here is the captain. >> It's good to be seen and good to see you. Thanks for listening. Thanks for
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Because of the heat though, I did chill this one overnight in the fridge. Garage
grade four out of five bottle caps. And here are some folks that just might be drinking at home in their garage as I
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>> Tall cans in the air to Melissa from Philadelphia. Fly Eagles fly. And last, but certainly not least, we have
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>> Yeah, bw. Are you in beer run? Hey, want to help out the show? Wherever you listen, leave a five-star review and
we'll love you for the rest of our lives. And that's enough of the B is news. >> All right, everybody, gather around,
grab a chair, grab a beer. Let's talk some true crime. [Music] [Music] [Music] So, I want to get into the suspects here
a bit, Captain. And I guess technically at this time in our timeline that they are persons of interest, but they I mean
if law enforcement were vultures, they would be circling around these two endlessly because there's so much
telling them that these folks are absolutely responsible for the disappearance. Now, let's figure out
their level involvement and what exactly happened here. And we did some background on these two, and here's what
we found. Bailey's biological father was murdered when she was a baby. But despite this, she had a very normal
upbringing by all accounts with her with a mom, stepdad, and grandparents who were loving and supportive. She was an
excellent track and basketball athlete in high school. This in Lyon, Iowa, and she was awarded a basketball scholarship
to play in De Moine. But it's it's unclear if she accepted this scholarship. Her family said that Bailey
was a normal kid who did not get into trouble, but she was sexually assaulted in college and she got into a very
physically abusive relationship. This was with a one Freddy Panel panel pan nel that turned and they say her her
folks say turned her down a very dark path. The Boswell's claimed that Bailey had tried to escape Freddy even filing a
restraining order against him. But prosecutors said that Bailey and Freddy were druggies. Bailey lost custody of
her daughter because of her habit. She was arrested in 2016, just one year before Sydney went missing and was
killed. This for possession of drug paraphernalia in Cameron, Missouri. At some point, she started advertising on
Back Page looking for a sugar daddy, which is how she met Aubrey. The two seemed to form an unlikely pair and
teamed up to steal, swindle, and defraud people at antique booths at traveling shows as well as their online antique
store. They were together for more than a year during which they racked up some serious charges. They were passing bad
checks, including making off with $28,000 worth of rare coins. Aubrey and Bailey
were believed to have been involved in between $300,000 to $500,000 in theft and bad check cases. And this
spans several states. >> Cocaine is a hell of a drug. from the Grand Island Independent. Quote,
"Boswell joined up with Trail, an exconvict from Tennessee for a life of stealing and selling antiques, visiting
casinos, and engaging young women for parties and group sex." End quote. Aubrey was twice Bailey's age, probably
three times her weight, and they made for one very strange and very evil couple. Aubrey Trail spent his teenage
years in troubled environments, including a juvenile detention facility. He was incarcerated for the first time
at age 17 for armed robbery and has spent most of his life incarcerated or on parole. He had done two prison stints
for defrauding people out of valuable antiques. Normally, this would cue the captain to say that he's a piece of
[ __ ] but we covered that extensively in part one of this story. I can say it again if you want. This guy's a giant
piece of [ __ ] but also like, and I'm not trying to feel bad for any of these losers, but when you hear a story of a
individual that had scholarship offers to go play a sport at a collegiate level and then their life turns into this, you
just think, man, that that sucks. It sucks for her family. It sucks for her friends. Sucks for her. It sucks for
everybody that basically was in the path of this destruction. I think all of this
comes down when it comes down to to Bailey is she was a drug addict and was willing to almost do anything to make
sure that she could get drugs. >> Well, you know, one could say her life turned into this. Another could say she
turned her life >> right >> into this. And that from from where I stand, that's kind of how I see it now.
>> I mean, these are two of the biggest piles of [ __ ] that have ever been on the
show, and that's saying a lot. >> So, they're they're locked up, right? They're in jail awaiting charges. Aubrey
is caught trying to slip Bailey notes when they're in jail. And one he wrote, quote, "Here is your story." End quote.
and told her to tell the investigators that they were paid lots of money by young women to act out killing, torture,
and sex fantasies. So essentially what what this story would be is that women would pay this couple to act out these
different fantasies with that woman. And in some cases, it included photographing, videotaping or recording.
Videotaping, I shouldn't say that. recording these acts. Now, here come the charges, though. This is both federal
and state authorities. This is December of 2017. They charged them with carrying stolen
merchandise valued at more than $5,000 across state lines. And Aubrey was handed over to the US Marshalss on a
federal theft charge that he and Bailey had defrauded a Kansas couple out of $375,000
approximately and an overseas gold coin scheme and transported the property over
state lines. But charges on the Sydney Lof case were a long time coming. the the other criminal cases proceeded and
they both were facing years in prison on those cases. You know, this is a guy, if
you follow this story long enough, it seems like this guy enjoyed the spotlight, right? The accused killer or
would be accused killer sitting in the county jail, Aubrey Trail, on three separate occasions spoke with reporters
from the Omaha World Herald. He said he had given three separate statements on the LOF case to the FBI. He admitted he
expected to be charged. In fact, he asked for charges. He kept making statements like quote, "You want justice
for Sydney? Charge me." End quote. He was challenging the authorities and almost seemed like he wanted to be
charged, saying, "The FBI has pulled so many hairs out of my head, I've got a bald spot." In a second recorded
jailhouse phone call, Aubrey told the Omaha World Herald that I told law enforcement a long time ago that I am
accountable for Sydney Loose's death. I am responsible. The girl presumably meaning Bailey had nothing to do with
it. And then a flatout confession. Aubrey told reporter Paul Hamel that he accidentally suffocated Sydney to death
in the basement apartment he and Bailey rented in Wilbur. Hamel's reporting states, "Trail claimed that Lof was a
willing participant in a sexual fantasy with himself and at least two other women, but that Bailey Boswell was wiped
out on drugs and outside the room when Lof died." Aubrey seemed to want to pay for his crime. In February 2018, he told
the reporter in another prison phone call that he was ready to be charged. Quote, "I'm guilty. I did it. Let's get
justice for Sydney Lof. A life for a life. I should be put to death." End quote.
>> Yeah. But even if you buy his story, stories. >> His stories. Yeah. Stories. Then Bailey is still responsible on some
level. She is a she's involved somehow. Well, several months would go by while prosecutors gathered evidence amassing
like 500 potential witnesses and figured out they had to figure out where the prosecution should be handled too
because we have this detail of Sydney living in one county in Lancaster County and it's believed she was killed in
Selen County was disposed of in Klay County. Now, like you said prior, both of these suspects are already in jail
facing other charges. So, there's no real rush to try them. It's more let's we have the time, so let's get this
absolutely right. Let's let's get this perfect. In January of 2018, Aubrey entered not guilty please to 13 federal
indictments related to stolen property. Then later, they both end up pleading guilty to charges. very similar charges.
So what happens here, Captain, in two separate sentencing hearings, Bailey Boswell gets five years in prison and
Aubrey Trail got 10 years. This for defrauding that Kansas couple out of nearly $400,000.
Wow. Then from Saline County in June of 2018, this is when both Bailey and Aubrey were
charged with firstdegree murder and abandoning a human remains. From omahal.com,
quote, state prosecutors alleged that Lof's death was deliberate and premeditated. Among their evidence is
surveillance camera footage from a Lincoln Home Depot store of Trail and Boswell buying tools and supplies
believed to have been used in the dismemberment and disposal of Lof's body. According to court records, Sydney
was strangled with an extension cord, the court documents alleged, by either Bailey or Aubrey. Either way, the
prosecutors intended to pursue the death penalty for Aubrey. Court papers filed by the Nebraska Attorney General's
Office alleged that two aggravating circumstances warranted the capital punishment. This
was that Aubrey had a substantial history of serious assultative and terrorizing criminal activity and that
Sydney's murder was done with exceptional depravity. Another charge was soon slapped on Aubrey. This is
conspiracy to commit murder. The charge alleged that he had conspired with Bailey between July and October of 2017
to solicit young women online recruit participants in a homicide and select a victim to murder. The two were casting a
wide net, >> right? >> And Sydney fell into a trap. Aubrey plead guilty to additional charges. this
of improper disposal of human remains. But on the serious charges like the first-degree murder, he pled not guilty.
But we have a trial to discuss here, Captain. >> Yeah. So he plead not guilty, but he
confessed to it. >> No. So he he plead guilty to the charge of improper disposal of human remains.
>> Right. >> But he he pleads not guilty to the more serious charges. the main one being that
first degree murder. But this dude, and I I you hear me laughing, not because I find it to be humorous, but
because I I find it to be exhaustingly aggravating. This dude was a serious pain in the ass during the pre-trial
period. >> Well, he's a loser. So, of course, his attorney filed all sorts of motions
claiming his statements to police were coerced and claiming that he had an alibi.
That's all normal stuff. No one cared. And those motions were all rejected. >> Good. Aubrey made claims that Sydney,
the victim, was involved in the coin fraud scheme, that they had known her much longer than this short period on
Tinder. Right. Then he claims other inmates were threatening him. So he gets placed in solitary for his own safety.
To which then as soon as he's there, he promptly asks for a TV. Like, "Oh, can you give me a TV?" The answer is no,
dude. The answer's no. No TV for you. He requested special housing saying that he
had health issues. And then after a psych evaluation, Aubrey was found fit to stand trial. Then at the trial, the
state had lined up, remember we had mentioned potentially 500 witnesses that they were going to call during the
course of this trial. This included clerks at antique stores, clerks at motel and casinos where the pair
allegedly spent a lot of money. two ex-wives of Trail and dozens of law enforcement members who aided in the
investigation and the search for both Sydney and for those pers. The prosecutor made sure the jury knew that
Aubrey and Bailey Boswell recruited Sydney with the sole intention of murdering her simply for their
entertainment and pleasure. >> Yeah, they're evil animals. Do you think there's something about uh like prison
justice? Because I've been thinking a lot about this there. There's all these reports now with, you know, Brian
Coberger where he gets in prison and and these people are harassing him and and taunting him through the vents and
obviously they have to take all this into account because these animals want to get to him. But do you think these
the people he's in prison with are bad people? Are they doing this to make, you know, two wrongs make a right or is it I
think some of it has to do with if there's too much attention on a case that people in prison some somehow want
to make a statement and I think you see the same thing here. It's like it seems like Aubrey was uh braggadocious and and
wanted to be in the spotlight and wanted to take credit for this crime and wanted
these horrible details out there, but then once he gets behind bars, it seems like,
you know, the animals wanted to get him. >> Who knows? Who knows? I mean, there's
cases where people were placed in solitary for their own safety when it's absolutely
necessary. And then there's other, keep in mind, you know, my statement here was
that he claimed other inmates were threatening him. We do know of other cases where an individual goes to jail
and then fabricates threats that that does get them placed into solitary. So, >> right,
>> you know, the typically a person that has this length of rap sheet is a a bully for not so much in the traditional
sense, but a bully in the way of how they move and live in society. If they want something, they take it or they
steal it from you or they defraud you out of your money. and he did all this and and it's it's manipulative and it's
trying to control every scenario and benefit find a way to benefit in any scenario that you're placed into whether
you actually deserve to benefit or have done any real work to to achieve a higher status or a better position in
your situation. So, it's I mean, as far as this [ __ ] goes, I don't put a whole
lot of thought into this. I you know I the my my drive for true crime is always the investigations and how how do we
find how do we figure out who's responsible for this and then how do we apprehend them? That to me is the stuff
that that I find intriguing. That's the stuff that I've that's what the smart good people are doing, strategizing and
learning and educating themselves on to do. Once once a Aubrey gets put into jail with with a whole bunch of other
guilty people, >> the wild it could be Lord of the Flies for all I care. I don't I don't that's
you know they're not part of my society. They're not. I actually pay taxes to make sure that they are not. So, however
they sort it out in there, that's that's up to them. >> Is it bad that there's a part of me that
likes the monsters threatening and scaring this the the boogeyman? Cuz in all these cases, that person, you
know, Brian Coberger becomes the boogeyman, but not once he's behind bars. No, it's human nature. It It would
be weird if you didn't because it it's >> cuz I like it. I probably like it more
than I should. >> When people do stuff as heinous and hurtful and heartless and soulless as
the crimes that we are regularly discussing on this show, it is not it doesn't ever sit well to just go, "Oh,
well, they did all this horrible [ __ ] and now they're they're essentially getting a 25 year long timeout." it it's
just not there's no >> there's nothing that that feels good about about that punishment. The one of
the things that the uh and this was a good strategic move by the prosecutor I I like to because they spend so much
time focusing on how they present things and the words that they choose to use in
the delivery of those words to the jury. And one thing he told the jury was that
the they go into detail about when Bailey picks Sydney up using the ruse about a date with Bailey, pointing out
that these two were already prepared with everything that they needed to kill, dismember, and dispose. And he
goes on to tell the jury that the two were hoping and planning to murder someone, anyone, for months. He told the
jury, quote, "This was not a sexual fantasy gone wrong, but a pre-meditated murder gone right." The other prosecutor
here was from the Nebraska Attorney General's office who took up from there. She said, "This is more than
first-degree murder. This was a planned abduction to kill Sydney Lof." Then describing in painstaking detail how
Cydney was dismembered. At this point, Sydney's sister and father left the courtroom. The prosecutor, she threw in
the Sydney's internal organs, some of them were never found. And in Aubrey's interview, he had only said vaguely that
they had drained her blood because he was very thirsty that day. Now, this was a tactic, this tactic by the prosecutors
was deliberate because remember, Aubrey plead guilty pre-trial to the improper disposal of human remains. That was a
tactic that was designed to avoid showing the horrific images of the dismembered body to the jury. So, the
thought was if if he's already guilty of improper disposal of human remains that
that can't work its way into this trial, >> right? By talking about the autopsy and
Aubrey's air quotes confession, the prosecution managed to get them in the trial deliberately to horrify the jury.
Astonishingly, Aubrey managed to slip a razor blade into court and tried to take his own
life right there in front of the jury. He slashed his throat and yelled, "Bailey is innocent and I curse you
all." Now, he lived, but blood had to be cleaned up off of the courtroom floor. And the judge refused to declare a
mistrial, ruling that Aubrey's act of self harm was quote, "a calculated gesture resulting in superficial cuts."
The trial continued in Aubrey's absence as he recovered in the hospital. All right, we are back. Make sure you
check out Off the Record. Only only if you're nasty. Cheers to you and tall canes in the air to you, my friend.
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long time and we even you even get our first 50 episodes and some other bonus episodes that we've done throughout the
year. So, >> and they're not that good. >> Lot of stuff. Well, way to sell it to
the people there. >> Well, you you can see how the show uh started and how it has grown. But
let's get let's get back to these uh [ __ ] bags of the year. >> Yeah. So, we have a forensic
anthropologist from Mississippi, Steven Simes, who is going to be testifying on behalf of the prosecution to discuss at
length the brutal death and the suffering of the victim as well as the barbaric treatment of the body and
telling jurors that a a saw, a knife, and scissor-l like tools were used to dismember the body. remember tin snips
and some other items. We talked about the grocery list of items that were purchased at the hardware store. This
from omaha.com. Quote, SS, who said he specializes in cases of body dismemberment, examined Lof's remains on
December 13, 2017. He used a model of a skeleton at times to show jurors how Lof's body was cut
up. He said it appeared from the characteristics of the cuts that a knife was used to remove flesh and then a saw
was used to cut through the bones with several false start cuts. A scissors like tool like tin snips was used on the
rib area, he said. And then there were the witnesses to the premeditated nature of the crime. This was this is something
you don't often see in in murder case trials at all. So, we get three female witnesses who had lived or spent time
with this terrible couple before Sydney's murder. Right? >> So, these three different ladies, they
they testified that the pair often talked about torturing and killing someone. Their reasons to kill
witchcraft. Aubrey claimed he could fly and that he was a vampire and that he had a harum of witches. Not the good
kind, Glinda. These women all told the jury that they just like Sydney met Bailey on Tinder. Once they met in
person, she introduces them to her sugar daddy Aubrey. They coerced them into group sex and bondage activities in
exchange for financial assistance like a weekly allowance. Now, I think a key here is that none of these three women,
it should be noted, none of them ever testified that they had experienced choking as part of any of these sexual
activities. Can you imagine though? You go on back page looking for a sugar daddy and you end up in a basement.
That's what the sugar daddy provides. But I'm guessing all these women, all these I guess quote unquote
eyewitnesses, they're all drug users. Heavy drug users. >> I I don't know about that. That wasn't
part of their testimony. And keep in mind, they weren't looking they weren't looking for a sugar daddy. They were
looking for a female, >> right? And they they found they found Bailey who then introduces them to
Aubrey. >> It's a bizarre story. >> They will fall out of touch with most of them when the arrange because these
arrangements what happens is they start off soft and then they get worse and worse. They get a little more violent,
right? >> More depraved. Baileyy's essentially looking for a submissive. And so subi
people who want to be a submissive show up. They meet Bailey and now they're submit submitting to her, but now
there's this other there's this other person involved. [ __ ] went from weird to
crazy strange weird. >> Might be fun for some people, but I think once that couple starts talking
about that he can fly and that they want to murder somebody, you stop returning their texts and their calls. Well, and
mind you, this guy who claims he can fly is sitting in a wheelchair during the course of this trial. So,
>> yeah, >> appears he lost that ability. >> That's cuz he he flew too high and and
fell. >> Yeah. Well, and but the purpose of calling >> his legs on the landing. The purpose of
calling these witnesses was to point out that it's like what one of the Well, yeah, but like what one of the
prosecutors were saying, it wasn't the the Tinder communication with Sydney Lof was completely targeting her and trying
to to set up a scenario where they could abduct, attack, and murder this woman before she became a victim. They were
looking for a nameless victim. These women are testifying that these two were aroused by the idea of watching. So, one
of the statements was something to this effect here. Captain Aubrey Trail was aroused by the idea of watching Bailey
Boswell torture someone. Let's get into some of the details without I don't want
to go through all because it was very lengthy, but among some of the details of these witnesses in their test in
their testimony at trial, Aubrey and Bailey wanted one of the women to select someone to kill and torture so they
could videotape the act and sell it, saying that they could make a million dollars to sell the snuff film. They
stated that Bailey wanted one of the women to torture and kill someone to prove her loyalty to Bailey in their
dominant/submissive sexual relationship. The woman said the order was later dropped after she proved
her worth. That each of the women were mostly met up with the pair who mostly met up with the pair individually was
paid between $150 to $200 a week as some sort of allowance. But they said the payments came with a
set of rules, including that Aubrey be called daddy and Bailey mommy and remaining naked
while they're in the apartment at all times. Also participating in group sex sessions and submitting to punishment,
including whippings. I forgot too, one of his other supernatural powers was he had the ability to put Bailey in a
trance. H sure. >> One of the women testified that she had a fantasy of being a cat complete with a
leash and collar, but she said that she was humiliated when she was ordered to eat cat food out of a bowl. Um,
>> but she wanted she wanted to be a cat. >> Hey, you want to >> you want to talk, you got to eat the cat
food. >> You got to walk the walk. >> Uh, they >> What's wrong with people? We don't have
enough time. They also testified that Bailey enjoyed pain during sex and wanted one of the young women to talk
about acts of torture while engaging in sex with her. Bailey, the woman testified, also talked of dismembering a
body and breaking someone's fingers as a form of torture. >> Jesus Christ. >> And that Aubrey had what he called a
kill bag that contained a hammer, pliers, and a sauna suit. Remember, there was a sauna suit found with the
trash bags and body parts. One of the women who was with the couple on the failed cocaine drop in Grand Island or
or we probably more it's more accurate to say the fake cocaine drop when they were on the run. testified that cocaine
from the skies >> testified that Bailey and Aubrey talked about being on the lookout for a victim
to torture and kill. Quote, "Someone who would not be missed." The plan was for Aubrey to watch Bailey and the woman
commit murder. This I don't know if I mentioned it already, Captain, but it sounds like they even may have had their
eyes on a a student or a foreign student. Think about this for a second here. Look, these two are not overly
smart, but we do know that they are planning. >> You don't need to be smart if you can
fly. >> They're planning all of this. If the family doesn't sound the alarm right
away, if the friend doesn't turn into Adrien Monk and sort the whole thing out and figure out what's going on and
supply the absolute best lead possible to police if all these dominoes don't fall in this order,
>> how soon would they have moved on to victim number two? >> And because the distance they lived away
from Sydney, would they become suspects at all? Because since they were using fake names and they were basically
catfishing on on Tinder, just think if if Sydney was in a place where she didn't tell anybody about a date, we
would have no leads. And even the Snapchat picture, you could go, "Well, she said she's going on a date, but we
don't know how she's getting dates. We don't know if she met somebody." And then again, they would, you know, go to
her inner circle and the people at her work and they would have nowhere to go as far as information. She just poof
gone. Well, and a lot of this too, you know, I every bit of this you could say, whoa, this powerful piece of evidence,
this powerful, I mean, there's so many incredibly powerful and significant pieces of evidence in this trial that
were presented at the trial, but we can't overlook that they had video of the three-hour FBI interrogation of
Aubrey. This is shown the the entire session was shown to the jury. And remember
when he is it seems like at this point his concern is not for himself. It's more of well Bailey is not guilty.
Wasn't there when when when Sydney died. His story is is changing on the details of a lot of this
relationship. Right. at times saying that they had known Sydney for a long time. I think one at one point he says
they had known her for a year prior to the murder. >> Yeah. But that doesn't line up with
their the surveillance footage at Menard's. Right. >> Well, and it doesn't line the other
thing, too, is it doesn't line up with other stories he's he's telling as well. So, it's I mean, which which one would
you like for me to believe, sir? You know, which which of your stories most uh benefits you? What suits you today? I
hope somebody rips his face off in jail. >> Regarding the the missing organs, this part is weird because he he
he's simply saying that they drained her blood. Remember, he said something like
he because he was thirsty that day. >> Yeah. >> But then he says that they he deposited
her blood and soul at a secret location. And that's about as much of that as we get.
But he does say this too in one of the portions of being interrogated. He says, quote, "I'm a low down piece of [ __ ] a
monster, whatever, but I'm not giving anyone up." >> Meaning that there's more people
involved. >> Look, Bailey's absolutely involved. I think he's just trying to protect her,
>> right, >> in some form or fashion. But so, >> but look, there could be somebody else
that was there. They we know that they were doing stuff with other people. It's very possible that somebody else was
there that didn't know what was going to go down. >> Yeah. Well, he says two other people,
two other women were there. >> Yeah. >> But Bailey was outside knocked down on drugs. But then he goes into this
dissertation of his weirdass belief system where he was saying, "Look, when we disposed of the body, everyone who
was there when LOF died had to leave something they liked or something personal to them at the disposal site."
And he said that this was some form of apology that they could give. But he also goes on several times to maintain
that he alone was responsible for Cydney's death, Sydney Lof's death, and that Bailey Boswell was not present when
Sydney died. And he claimed that Bailey Boswell was later forced to help cut up and dispose
of the body. And look, it his storyries all over the place. First, she accidentally died during rough sex. Then
he's claiming multiple people were involved, but not Bailey. She's innocent. Oh, but wait, she had helped,
but only because he forced her to. He refused to name the other participants because they do not well, they don't
exist. At trial, Aubry story changed again. His courtappointed attorney, Joe Murray, asked jurors to keep an open
mind. Even though Aubrey Trail is not a particularly nice man, he says, but the truth is that Sydney Loop's death was a
completely was completely accidental and not a premeditated scheme to kill a young woman. And just like you said,
Captain, you're ahead of it here because that doesn't go along with all of their
actions and confirmed movements. Some of them, I mean, these are the the trail. It's digital. It's on the phones. It's
on communications between the killers, between the victim and one of the killers, and their actions and
activities at these do-it-yourself stores. Well, but you've been saying it for a long time and and I think it's one
of the smartest things you've actually said that this cell phone data will become just as important as DNA and a
lot of these >> more I think it's already more important if the agencies that seem to know the
departments that seem to know how to use it and to use it immediately are are clearing cases and making arrest
very quickly And those are stories that don't necessarily make it all the way to
nationwide because it's we're looking for the killer. Boom, we found him. And and so the story doesn't have any
legs because it's very quick that they find the person responsible and get them off of the streets. and and it's all
because of you got this phone on you and yeah, I don't we we don't need to go into too much detail about that.
>> So, what happens to these ass hats? What I could take away from his trial, the
trail trial, if you want to call it that, was that it they were trying to push forward the idea that this was
simply sex game gone wrong and that yeah, they went way over the top to try to cover it up. It's weird because
Aubrey did testify. He says that he doesn't contest a lot of what the prosecution's case is, but he's saying,
you know, he had that explanation for what actually happened. Sex game gone wrong. But then in this version of it,
it's she was accidentally strangled from behind during three-way rough sex between him and Bailey and Sydney. So, I
mean, it goes it goes on and on and on, but again, it doesn't explain why you are purchasing things for a murder kit
and to cover it up before the date before Bailey and Sydney's date on the 15th, you're buying this stuff,
>> right? >> So, you can't say, "Well, this this was disposing of her body in this horrific,
barbaric manner that we chose to do was reactionary to an accident." You don't plan an accident. you plan to cover
something up and everything that the state was showing proved in my opinion that and the the jury believed it as
well. You know, he was found guilty. The same jury was reconvened to consider whether Aubrey should be
given the death penalty. This is was like a short mini trial, if you will. They had to believe that the there were
aggravating circumstances involved here in which I mean we've gone through a lot of the details here. It
was you got to prove that it's premeditated and you got to prove that prove beyond a
reasonable doubt that the murder manifested exceptional depravity by ordinary standards of morality and
intelligence. That's that's the court jargon here that uh for the legal words here for this in their state and of
course they unanimously voted for death. So in Nebraska from my understanding here captain you have the jury they have
to push for death but then you have a three judge system. So if the jury finds that the crime met the criteria, then
three judges would consider any mitigating circumstances and determine the actual final sentencing. So this is
about as thorough as it gets as far as I'm concerned. And so he he faced the same jury twice. once to find if he's
guilty. Two, to figure out if the circumstances met the criteria for the death penalty, and then three, a three
judge panel to confirm if that was going to be the punishment or not. And that's
what he gets. Now, Bailey, unlike Aubrey, was completely different during her trial. She was silent during the
pre-trial period and silent and on her best behavior during the trial. But all of the same evidence that we covered in
the trail trial is all that was presented at Bailey's trial as well. And the results here are same but different.
The jury took just three and a half hours to convict Bailey on all three charges. First-degree murder, conspiracy
to commit murder, and improper disposal of human remains. In the sentencing phase, going for the death penalty, the
prosecutor showed the jury the severed arm, superficial cuts. They they showed everything they could to point out that
not just was this premeditated, it was exceptionally depraved, >> one of the worst.
>> And that she was I mean, here's the part of it. Like you can have people that go
on the stand and testify that because of violence that Bailey experienced in her
life and trauma that she experienced in her life that those are some form of mitigating factors that you need to
consider. But you also need to consider this. She did a lot of the leg work to make sure that this woman was abducted
and murdered. Had she not done a lot of that leg work, then this may have never happened. So, she is found guilty.
She doesn't get the death penalty because in this situation, the judges, the three judges, it's not majority
rules. It's got to be unanimous. So, two of the judges believe that the death penalty was appropriate and one did not.
She doesn't get the death penalty. She gets life in prison, plus she gets like a 50 years for conspiracy charge and two
years for unlawful unlawful disposal of human remains. Afterwards, we have Sydney's parents, George and Susie Lof
said they were thankful that Bailey and Aubrey will never see the light of day. George Lof added, however, that if this
doesn't warrant the death penalty, I feel Nebraska should just get rid of it. I believe that Bailey Boswell is as
guilty or guiltier. If it wasn't for her, my daughter would never have been there. He said there were appeals by
both individuals, but Nebraska Supreme Court affirmed the convictions, the death sentence, and the life
sentence as well. Sydney Lof was an animal lover. She aspired to work with creatures big and small. Memorial
benches for Sydney can be found at her hometown city park and at the zoo and aquarium in Omaha.
Her headstone is shaped like an angel. This is just another senseless killing. We suspect that Bailey and Aubrey, now
facing the remainder of their sorry lives in prison cells, could not even articulate a reason why
Bailey was full of selfserving tears when it came to begging for her life. But where was that sympathy when it came
to Sydney? As Bailey's family said about her, she was a normal kid. She had a loving upbringing. She was not raised to
be a monster. She chose to help Aubrey find victims for their depraved fantasies involving sexual sadism. She
chose to make others submit to her using coercion and violence. She chose to subject others to fear, pain, and
debasement. She chose to kill and therefore she chose her fate. As for Aubrey, he
fostered a cult of personality with himself at the center and used fear, pain, and torture to subjugate women to
his increasingly sadistic demands, which eventually culminated in murder. We will
be watching to see whether Aubryy's death sentence is ever carried out. I cannot think of a much more deserving
candidate. Want to thank everybody for joining us here in the garage. Thanks for telling
your mother. Thanks for telling your brother. Make sure you subscribe to the podcast. And Colonel, do we have any
recommended reading for the beautiful listeners? >> Yeah, one of our uh good friends,
>> hey, has put out there first. I say first because I believe there's going to be a number two or a number three to
come. >> Some say this will be her first number two. >> There you go. Lauren Samples true crime
book recently released titled Through the Shadows: Unsolved Crimes and the Search for Truth. Many of you will know
her from the Paradise After Dark podcast and people that have gone to Crime Con have seen them on Creators Row podcast
row. And it's complete with some essays by one by yours truly, also one by Sharon Newman Edwards, Robin Wart, and
Kelly Brink. So check that out. The reviews are are really good on Amazon right now. The title is Through the
Shadows: Unsolved Crimes and the Search for Truth by Lauren Samples. You can find that title and many other great
recommendations on our recommended page at true crimegar.com. >> And until next week, be good, be kind,
and don't witter. [Music] [Applause] [Music]

Sydney Loofe /// Part 2 /// 865

Part 2 of 2

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This week we take a look at a very strange case out of Lincoln, Nebraska. This is a case that caught everyone’s attention late in 2017. 24 Year old Sydney Loofe failed to show up for work. Friends and family could not get in contact with the usually very reliable young woman. After alerting police and reporting her missing, it was discovered that her last known communication was that she was ready for her date. Sydney was going out on date number two with a woman that she met on the Tinder app.

Beer of the Week - Moon Lit Imperial Stout by New Trail Brewing

Garage Grade - 4 out of 5 bottle caps

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Brief Summary

Sydney Lof was murdered by Bailey Boswell and Aubrey Trail, who lured her into a deadly trap fueled by sadistic fantasies.

Key points

Aubrey Trail's Confession. Aubrey Trail admits to accidentally suffocating Sydney Lof, claiming she was a willing participant.
Planned Murder Revealed. Prosecutors argue that Sydney Lof's murder was premeditated, not a fantasy gone wrong.
Dramatic Courtroom Incident. Aubrey Trail attempts suicide in court, claiming Bailey is innocent.
Trial Testimonies Reveal Dark Secrets. Witnesses testify about the disturbing dynamics and violent fantasies of the accused couple.
Guilty Verdicts Delivered. Both Aubrey and Bailey are found guilty, but only one receives the death penalty.
Aubryy's Death Sentence. Discussion on whether Aubryy's death sentence will be carried out.

Episode highlights

Episode quotes

Cocaine is a hell of a drug.

Discussing the criminal activities of the suspects.

5:36WatchAug 20, 2025

Tension

85/ 100High tension

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