“Oh, You Like Serial Killers?” Chilling Questions Rex Heuermann Asked Date - Criminally Obsessed

Summary

Criminally Obsessed Episode Summary
Episode Title: “Oh, You Like Serial Killers?” Chilling Questions Rex Heuermann Asked Date
Host: Ann Emerson
Release Date: April 8, 2026

Overview

In this gripping episode, Ann Emerson of "Criminally Obsessed" speaks with Nikki, a woman who claims to have gone on a date with accused Gilgo Beach serial killer Rex Heuermann in 2015. Nikki shares chilling details about her encounter, the conversation’s unsettling turn, and how her instincts—shaped by a fascination with forensic psychology—may have saved her life. The episode delves into the psychology of predators, the dangers facing sex workers, and the role of intuition in survival, while exploring the broader implications for victim advocacy and criminal investigation.

Key Discussion Points and Insights

1. How Nikki Met Rex Heuermann

[01:45] Nikki was active on "sugar baby" websites due to limited job options after a possession arrest, and that's where she connected with "Rex."
Rex was pushy about meeting at his house first, which Nikki refused, insisting on a public location.

“He was very adamant about me wanting… Wanting me to come, like, directly to his house in Massapequa. He didn't want to meet in public. Very weird.” – Nikki [01:58]
She took multiple safety precautions, such as providing a friend with Rex’s photo and details before the date.

“I showed it to a friend before I even went on the date... just in case I turned up missing.” – Nikki [04:50]

2. The Date: Red Flags and Chilling Comments

[05:41] On meeting Rex, his physical presence and demeanor deeply unsettled Nikki.

“He scared the crap out of me... He's a monster. He is massive. And his presence is, like, strong... He gave me a bad vibe.” – Nikki [05:45]
Conversation quickly turned from casual to disturbing when Nikki discussed her career goal of becoming a forensic psychologist.

“As soon as we got to what I wanted to do, he, like, immediately took interest and was like, oh, you like serial killers?” – Nikki [07:22]
Rex engaged in detailed, hypothetical discussions about serial killers, focusing heavily on the Gilgo Beach murders, particularly the case of Shannon Gilbert.

“He wanted to, like, talk about all the hypotheticals. Like, how do you think they got rid of the body? Why do you think they haven't been caught? What do you think happened to Shannon? She was the only one he ever mentioned by name…” – Nikki [09:15]

3. Disturbing Specifics: Third-Person Confessions

Rex described in uncanny detail how bodies might be disposed of at Gilgo Beach—including the use of burlap sacks and navigating the marsh at night, closely paralleling actual evidence.

“He's like, if they're in burlap sacks… you tread through the marsh, nobody will see you at night.” – Nikki [09:50]
Nikki recognized that Rex’s knowledge seemed less like speculation and more like personal recollection, further alarming her.

“…when he talked about it, it was like he was from recollection…reliving it in his mind.” – Nikki [12:29]
He theorized about Shannon Gilbert’s death, suggesting a “killing party”—details that made Nikki even more uncomfortable.

“He hypothesized that she was not killed alone, that it was done almost as like a killing party, essentially like a hunt.” – Nikki [11:06]

4. Narrow Escape: Refusing to Leave with Rex

Rex became increasingly insistent that Nikki accompany him to his house, suggesting she leave her car and phone behind—a move she adamantly refused.

“He wanted me to…leave my phone and car and go in his car with him back to his house. And he had shown me an envelope, like, as if it had money in it.” – Nikki [14:18]
Nikki texted a male friend to meet her at the restaurant door, ensuring a safe exit.

“I had him meet me…at the end door of the restaurant…And I went into his car and left. And Rex went his own way because…there is a man there to meet me.” – Nikki [14:42]

5. Aftermath: The Painting and Prison Letters

Nikki saw a painting recovered from Rex's home—depicting a bruised blonde woman—which resembled her. She speculated it represented the violence he hadn’t inflicted on her.

“I wonder if he painted that because he didn't get the chance to kill me. So he painted what he had wanted to do…” – Nikki [15:47]
Rex reportedly corresponded with serial killer Keith Jesperson (the “Happy Face Killer”) in prison, seeking advice and discussing pleas.

“He said that him and Rex had been riding each other...He told Rex, he said, just plead because it would be easier for him.” – Nikki [17:03]

6. Nikki’s Reflections: Surviving and Speaking Out

Nikki explains she confided in friends that she believed she’d dated the Gilgo Beach Killer, but feared going to police as an ex-addict and sex worker.

“They're not going to care. They're not going to listen. So…it wasn't like an option for me to go to the police, but I told everybody.” – Nikki [18:52]
She emphasizes the stigma sex workers face and the need to humanize victims.

“A lot of times because of them being sex workers, what happened to them is overshadowed. Their names don't matter who they were…And literally, like, I want the world to, like, look at me. Like, I was an addict…And now I have a 4.0 GPA at a top university.” – Nikki [22:19]
Reaction to her story is mixed, with some accusing her of fabricating for notoriety—a charge she forcefully rejects.

“Who wants to go on national TV saying they were an escort who dated a serial killer and were a drug addict? Like…this is not clout you really want.” – Nikki [23:22]

7. Rex Heuermann Case Details and Nikki’s Ongoing Trauma

Nikki notes Rex cited a number of victims higher than the official count.

“He…when he was naming…victims, even now, they are not near the number he named.” – Nikki [21:18]
She expresses lingering fear, blocking out much of the memory and avoiding Gilgo Beach.

“I haven't been to Gilgo. I don't think I ever want to go…every time my stomach drops because I know…Like, I could have been another one of the girls.” – Nikki [24:17]
Nikki is considering attending Rex’s hearings for closure and academic interest, speculating on his motivations and the likelihood of him “telling his story” post-conviction.

“I just so badly want to look him in the eye because he knows I knew and…I think he invested work in me being his next victim.” – Nikki [25:04] “He wants to tell his story. I think he takes a lot of pride in what he did.” – Nikki [28:02]

8. The Psychology of Serial Killers: Nikki’s Unique Perspective

Nikki intends to pursue a career studying the minds of serial killers, believing childhood experiences are often pivotal, though she doesn’t have insight into Rex’s yet.

“Some killers are born, some killers are made, but with Rex, I wouldn't know unless I actually learn about his childhood experiences…” – Nikki [28:31]
Ann Emerson praises Nikki’s journey and hopes she’ll one day bring professional insight to cases like Rex’s.

“I can't think of anything more fascinating…I appreciate your time today.” – Ann Emerson [28:54]

Notable Quotes & Memorable Moments

“He’s the one date that, like, I remembered so strongly because…He scared the crap out of me.” – Nikki [05:45]
“He said, ‘oh, you like serial killers?’” – Nikki recalls the turning point [07:22]
“He…described how he got rid of the bodies in third person; it was like, too…it was just too much, you know what I mean?” – Nikki [09:12]
“I think I just went on a date with the Gilgo Beach Killer.” – Nikki [10:41, 18:21]
“Who the hell would be like, let me tell the whole world how I used to be a heroin addict and an escort.” – Nikki [23:22]
“She credits being a true crime fan for giving her the instincts to stay safe that night.” – Ann Emerson [29:21]

Important Timestamps

01:45 – Nikki shares how she met Rex Heuermann.
05:41 – First impressions and red flags on the date.
07:22 – Conversation shifts to serial killers and the Gilgo Beach case.
09:45 – Rex describes hypothetical body disposal in disturbing detail.
14:18 – The attempts by Rex to persuade Nikki to come home with him.
15:47 – Discovery and significance of the painting at Rex’s house.
17:03 – Rex’s correspondence with the Happy Face Killer.
18:21 – Nikki tells friends she believes she dated the Gilgo Beach Killer.
21:18 – Nikki reveals the number of victims discussed by Rex exceeded police numbers.
22:19 – Stigma, victim-blaming, and the importance of telling her story.
25:04 – Nikki considers attending Rex’s hearings for closure and potential academic study.
28:31 – Nikki’s ambition to formally study the psychology of serial killers.

Conclusion

This episode offers a harrowing, firsthand account of a brush with a presumed serial killer, blending personal trauma, survival instinct, and a call for empathy toward marginalized victims. Nikki’s experience stands as both a warning and a powerful testament to resilience and transformation, while also highlighting flaws in how society and law enforcement treat sex workers and survivors. Ann Emerson’s nuanced, compassionate storytelling makes this conversation both informative and deeply moving.

Transcript

A (0:00)

Hi, everyone. I'm Ann Emerson, and this is criminally obsessed Rex Heuermann is the Gilgo beach serial killer. He pleaded guilty to strangling eight women on Long Island. Young, petite sex workers. We don't know why, but get this. I spoke to a woman who says she could have ended up just like those women did, tortured, murdered, and left on the side of a road. And she says she went on a date with rex back in 2015.

B (0:28)

He asked what I wanted to do, and I said I wanted to be a forensic psychologist. And that's when he was like, oh, you like serial killers?

A (0:35)

The things he brought up on that date raise all of the red flags.

B (0:40)

I told everybody I think I just went on a date with the Gilgo

A (0:43)

Beach Killer, like, and subscribe, so you don't miss any of the updates. Nikki, thank you so much for joining me today. It is so nice to meet you. Tell me a little bit about. About yourself. Like, you. You were just saying that you were. You're a student right now. You've. You've gone into clinical psychology, is that right?

B (1:05)

Yeah. So I'm. I'm in clinical psychology right now. My ultimate goal is forensic psychology. But right now I'm at Stony Brook in the dual degree fast track program to get my BA And MBA at the same time. So ever since, like, fifth grade, I was like, die Hard, watching Michael Bottom, hbo, Autopsies. And my plan was always to get into some form of foren. And I had decided on forensic psychology. And that's actually what started the whole conversation with Rex to begin with, was that I wanted to be a forensic psychologist in the future.

A (1:42)

So how did you meet Rex Heuerman?

B (1:45)

So I was on, like, sugar baby websites, like, Seeking Arrangements. I was on Craigslist, like, a couple other ones. He had messaged me. It's been, like, 16 years. So I couldn't tell you exactly which website he had messaged me on. I do think it was Seeking, though. And we had talked for a couple of days. He sent a picture. And you know what's funny is that that picture, I had it for years, and I would show people, and I was like, this is the Gilda Beach Killer. And, like, nobody believed me. But we had spoken for a few days online through there, and he was, like, very adamant about me wanting. Wanting me to come, like, directly to his house in Massapequa. He didn't want to meet in public. Very weird. And I was like. I took a lot of precautions. I was like, absolutely no way. We have to meet in public. First. And that's where it all began.