March 13, 2026
Cutting Deep into Horror | Henry: Portrait of a Serial Killer (1986): Why It’s So Disturbing

Henry: Portrait of a Serial Killer (1986) is one of the bleakest and most notorious serial killer horror films ever made, and in this episode of Cutting Deep into Horror, Henrique Couto and Rachael Redolfi dig into what makes John McNaughton’s grim 1986 cult classic still feel so raw, disturbing, and hard to shake. Starring Michael Rooker in a chilling breakout role, Henry strips away slick movie thrills and replaces them with grime, dread, and the sickening feeling that you are watching something you should not be seeing.
Inside this episode:
Henrique and Rachael get into the film’s nasty little-world realism, its uncomfortable intimacy, Michael Rooker’s unsettling screen presence, and the way Henry blurs the line between horror movie, exploitation film, and crime nightmare. They also talk through the movie’s reputation, what makes Becky such an important part of the story, and why this one still feels meaner and more dangerous than a lot of modern serial killer horror.
Film details
Year: 1986
Director: John McNaughton
Starring: Michael Rooker, Tom Towles, Tracy Arnold
Runtime: 83 minutes
Where to watch (U.S., this week):
Amazon Prime Video, and free options including Pluto TV, Fandango at Home Free, and Plex, with rental/purchase options on Apple TV
🎧 LISTEN NOW and subscribe for spine-tingling horror stories every week!
🎉 Unlock exclusive bonus episodes and support the show on Patreon!
👉 WeeklySpooky.com/Join
📬 Contact Us / Submit Your Horror Story!
🎵 Music by Ray Mattis 👉 Check out Ray’s incredible work here !
👨💼 Executive Producers: Rob Fields, Bobbletopia.com
🎥 Produced by: Daniel Wilder
🌐 Explore more terrifying tales at: WeeklySpooky.com
Inside this episode:
- why Henry feels more like a serial killer character study than a conventional slasher
- how the film’s cold, ugly realism makes the violence hit harder
- the disturbing dynamic between Henry, Otis, and Becky
- why the ending lingers long after the credits
- how the movie uses restraint, suggestion, and atmosphere to become even more upsetting than gorier horror films
- whether its “true story” reputation helps or hurts the movie’s power
Henrique and Rachael get into the film’s nasty little-world realism, its uncomfortable intimacy, Michael Rooker’s unsettling screen presence, and the way Henry blurs the line between horror movie, exploitation film, and crime nightmare. They also talk through the movie’s reputation, what makes Becky such an important part of the story, and why this one still feels meaner and more dangerous than a lot of modern serial killer horror.
Film details
Year: 1986
Director: John McNaughton
Starring: Michael Rooker, Tom Towles, Tracy Arnold
Runtime: 83 minutes
Where to watch (U.S., this week):
Amazon Prime Video, and free options including Pluto TV, Fandango at Home Free, and Plex, with rental/purchase options on Apple TV
🎧 LISTEN NOW and subscribe for spine-tingling horror stories every week!
🎉 Unlock exclusive bonus episodes and support the show on Patreon!
👉 WeeklySpooky.com/Join
📬 Contact Us / Submit Your Horror Story!
- Twitter: @WeeklySpooky
- Facebook: facebook.com/WeeklySpooky
- Email: WeeklySpooky@gmail.com
🎵 Music by Ray Mattis 👉 Check out Ray’s incredible work here !
👨💼 Executive Producers: Rob Fields, Bobbletopia.com
🎥 Produced by: Daniel Wilder
🌐 Explore more terrifying tales at: WeeklySpooky.com
WEBVTT
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That's a nice dog you got there.
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Yeah, yeah, it's my little dog Fife.
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Yeah, he's he's a cutie fiefee.
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Huh yeah, yeah, he's. He's a cute little uh a
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little mutt dog.
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Got a leasha on that thing.
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Huh yeah, So he doesn't, you know, he's a dog.
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There's there's laws.
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I know what a dog is.
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You've got some very intense eyes.
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What's that supposed to mean?
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Just an observation. So you like Chicago, it's a it's
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pretty nice city. I've gotta I gotta go, like meet
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with some people.
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Cool, I'm a murderer.
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Yeah, kinda kind of was getting that, getting that vibe there.
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Come on, Fifi.
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This podcast is about why horror scares us, what deep, dark,
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secret scary cinema shines a light on. The discussions are
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frank and involve conversations about abuse, trauma, and mental health.
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There are awesome spoilers, so.
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Keep that in mind too.
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Now, sharpen your machetes and straight razors, because this is
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Cutting Deep into Horror.
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Welcome back to Cutting Deep into Horror. I am, of
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course your host, Enrique Kuto here with my co host
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Rachel Ridolfi. Rachel how are you.
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I'm doing pretty all right.
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Yeah, yeah, yeah, you survived the storm today barely.
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I was like, it was kind of intense out in
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the workshop.
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It was getting brutal. Huh yeah, yeah I was. I
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was in the cigar lounge, so I was just watching
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the rain. Apparently some trees fell down out by the
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County Line road.
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Oh yeah, that's the place for it to happen.
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Yeah, it makes sense.
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But yeah, I was just staring at the one tree
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in our backyard, like, please, don't let this be the day.
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Oh gosh, don't talk about that tree. Give me anxiety.
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But so, last time we were here, we talked about
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Confessions of a serial Killer, one of my favorite kind
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of underappreciated hidden gems of a very dark, creepy true
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crime horror story, and it brought about the realization that
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you had never seen the more famous serial killer horror
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film based on a true story, Henry Portrait of a
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serial Killer, which, oddly enough, they were produced basically at
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the same time. Yeah, they were both made in around
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eighty five eighty forty five area, and both took quite
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a while to come out. Her Portrait of a serial
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Killer was made in nineteen eighty six or at least
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completed in eighty six, and it wasn't really I don't
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believe it was heavily released until yeah, until nineteen ninety damn.
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So it screened in eighty six and then sat until
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January fifth, nineteen ninety damn. Because now, okay, So, first
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of all, if you've never seen Henry Portrait of a
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serial Killer, it's a rough watch. But it's a really
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brilliant movie. Oh yeah, very fascinating character study and considered
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one of the top tier of you know, kind of gross,
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nasty horror, serial killer true crime movies. But when it
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was made, I almost lost my train of thought, but
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then I remembered it. My point was, they tried to
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claim that it was because the film was too violent,
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too brutal, too graphic, fast, too furious to come out,
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but in reality, a lot of it was the producers
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were terrified of lawsuits because they used the real names
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in the film. Yeah, the three leads, Henry, Otis, although
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it was Oddis in real life, Otis, and Becky. Those
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were all their real names, which is extra funny because,
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as we talked about last time on Confessions, Confessions is
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far more accurate to the story as they understood it
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at the time of Henry Lee Lucas the serial Killer,
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far more accurate, and they changed all of the names,
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and then you get Henry, which is barely resemblant to
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Henry Lee Lucas, and they use the actual names, so
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you know. Yeah, so there were some fears that there
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could be legal repercussions, but they might have even used
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some names of victims. I can't remember off the top
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of my head, but yeah, so you know, we end
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up with Henry Henry Portrait of a serial Killer. If
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you've never seen the film before, it is streaming right
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now free with ads on to b Pluto TV and
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the Roku channel, so you know, check it out if
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you have the stomach for the Harsher movies. We've definitely
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done two of the Harsher ones back to back and
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they're about the same subject matter, so it kind of
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makes sense. Yeah, but in some ways, in a lot
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of ways, I think Henry is a little softer.
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It is I have to confessions.
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Yeah, well, and they're a little bit kinder to it
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the Henry character in a way, although that is in
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a way also to pull the rug on you some
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that they kind of established this idea that Henry has
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like a degree of morality, a degree of justice or
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or yeah, I guess morality is really the only word
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for it.
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Or any kind of scruples.
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Yeah and yeah. In Confessions, he just does not, not
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even vaguely well.
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In Confessions he literally says like, I don't know, killing
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for me is like breathing is for you.
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So yeah, just do it all the time. Yeah, just
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all the time, everywhere, all the time. So but Henry,
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for all the bullying I can do to the film
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because of its heavy artistic license with Henry Lee Lucas,
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it's a phenomenal movie. It's very well thought out, it's
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very well directed, well performed. The actors are all great
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in it. It captures a very perfect Chicago sleeze my mentality,
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Like it really gets that to a tee. Yeah, and
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it's a classic. Confessions of a serial Killer kind of
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came out and it was kind of lost to time
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for quite a while. But Henry has been notorious for
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just about as long as it's existed. And in many ways,
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Henry was one of those rites of passage movies. You know,
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you have to watch Henry, you have to watch Texas Chainsaw, Maasacre,
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you have to watch Cannibal Holocaust, you have to watch
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you know, you know whatever the gross out movie is.
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So it's definitely lived on and it launched several big careers,
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including the director John McNaughton, who went on to direct
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a bunch of movies. But one of the most famous
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was Wild Things from nineteen ninety eight with Nev Campbell
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and Matt Dillon and oh gosh, what was there the
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other Denise Richards and Wild Things was a massive movie.
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I mean, it was a cultural phenomenon when it came out,
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mainly because it had everybody was waiting to see the
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threesome scene. That's what Wild Things was kind of about
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in that way. But John McNaughton's made a lot of
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really interesting movies, but that one is probably beyond Henry
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one of his most interesting and he's very talented director.
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But then Michael Rooker came out of this film. He's
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the star of the film playing Henry, and Michael Rooker
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has had a truly incredible career, appearing in movies like Mississippi, Burning,
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Days of Thunder, JFK. Cliffhanger, Tombstone, Mal Rats, The Bone, Collector,
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and he ended up becoming really good buddies with James
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Gunn and appeared in Super and then later on in
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both the Peacemaker series and as a major role in
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Guardians of the Galaxy one and two. So he's had
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an incredible career, just tons and tons of work. And
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another guy that some people may not know his name
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off the top of their heads, but a guy who
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he became pretty well known, especially in genre spaces as
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a character actor, is Tom Toles, who plays Otis and
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he has been in so many movies. He played Cooper
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in Night A Living Dead nineteen ninety the remake. He
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wouldn't even recognize him. He looks depletely different. Yeah, he
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was in Blood in Blood Out, he was in The Rock,
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He was on episodes of NYPD Blue. He was in
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Doctor Doolittle, he was in The Devil's Rejects. He was
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in episodes of Miami Vice. He was in an episode
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of Malcolm in the Middle. I mean, he just had
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quite the career, just appearing in tons and tons of films,
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and often he would appear in more genre movies and
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TV shows. I mean I just pulled up his TV listings.
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It's nuts. I mean he was in an episode of
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Deep Space nine star Trek Deep Space nine Seinfeld the
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same year, La law, let's see Third Rock from the Sun.
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Like you see what I mean? Like, yeah, star Trek Voyager.
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Damn. I mean, he just gets tons of.
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Work, huh, he did. He Unfortunately we lost him in
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twenty fifteen, but he was at Cinema Wasteland once or twice.
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Oh really, he was a very very nice guy. So anyway,
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their careers launched from this film, and they all had
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pretty substantial Hollywood careers. So I think that's that alone
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is really interesting for a little small ish movie based
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out of Chicago. They had about one hundred thousand dollars
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to work with, financed by MPI Home Video, who at
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the time were dabbling and creating things, and to this
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day they still own Henry, and it's one of their
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big ownerships is Henry. And they bought the rights to
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the original Texas Chainsaw Massacre. I don't know how long ago,
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but they're still putting out editions of it.
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Huh.
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But yeah, So that's that's my rundown of Henry. And
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the first time I saw Henry, I believe I rented
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it at Hollywood Video, much like I rented Confessions of
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a Serial Killer from Hollywood Video and I do remember
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being shocked by it, which is interesting because as an
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adult watching it it actually the pace is very slow
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and the violence is mostly off screen to an extent. Yeah,
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but it's it is hefty. The violence we get is
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memorable and shocking and gruesome. But I will say, like
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if you watched it back to back with Confessions, it
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feels a little tame. It does so a little yeah,
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you know.
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Yeah, not by like leaps and bounds, but yeah.
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But what makes the movie work is Michael Rooker's intensity.
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Because in Confessions, and you mentioned this right away, like
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in Confessions, the Henry character Daniel Ray Hawkins, he comes
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off as a creep and a kind of a weirdo,
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but you know, he makes you feel uh yeah, but
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Henry and Henry Portrait of a serial Killer, Rooker's character
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comes off he's not quite charming, he's not quite that far,
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but he's just really intense. M So he's more off
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putting but not not necessarily like scary in that way.
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If that makes it, I don't know what.
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No, it it makes sense to me, and to me
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it with with confessions. There was much more like a
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feeling of like, if I were to meet this character
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on the street, I would just like cross to the
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other side and get away as as far as possible.
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But the thing that makes Henry so creepy in portrait
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is that, because he was so much more calculating, you
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would give him the time of day. Yeah, he was intense,
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but he's one of those people you're like, ah, well,
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maybe he's got like the touch of the tism, you know,
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like I don't know, you just cry, you know, give
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him a break. And that's that's how he gets into
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your house and murders you, is because you're willing to
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let your guard down around him a little bit.
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And he did have an eerie confidence to him too,
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you know, he could walk up to anybody and just
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start talking to them. Yeah, he's got like a brooding
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miss Yeah.
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And that he felt much more like an anti heroo
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to me, because you were, to an extent you were
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supposed to sympathize with him, Yeah, and you are supposed
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to kind of unders like really start to get into
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his head and start to understand, like.
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Almost like it's a portrait of a serious.
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Yeah, I see what you did there.
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I mean, you know that was just an artsy turn
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back then to call a movie a portrait of a whatever. Yeah,
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but no, I think you're right, and that's kind of what.
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What about the movie I like is they do rug
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pull you for it though, Yes, and it has That's
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the other thing these two movies have in common is
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they have a chilling last moment, and I think they're
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competitive for which is the most chilling. Although I think
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Confessions wins. I think Confessions leave feeling really dirty. Yes,
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Henry leave feeling pretty dirty, you know so, But I
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mean I could I I don't know. Maybe I'm biased.
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I've always thought Confessions didn't get enough love.
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I think I think of the two, I definitely have
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to agree that Confessions, the end line, the end scene
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is much more chilling and it kind of sticks with you.
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But what sticks with you for Portrait is the whole ride.
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Like it's not just that one moment, it's the whole thing,
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Like you kind of remember the whiplash that you feel
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more than anything else, or at least I did.
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