March 14, 2023
'Bad Boys' (1983)
The Ringer's Bill Simmons and Chris Ryan are the new barn bosses of the Rainford Juvenile Correctional Facility as they rewatch the 1983 crime drama 'Bad Boys,' starring Sean Penn, Esai Morales, Eric Gurry, and Clancy Brown.

Cast
Sean Penn as Mick O'Brien
Esai Morales as Paco Moreno
Eric Gurry as Horowitz
Clancy Brown as Viking
Ally Sheedy as J.C.
Alan Ruck as Minor role (first movie)
Renny Santoni as Ramon
Directed by: Rick Rosenthal
Written by: Richard DiLillo
Music by: Bill Conti
Notes
- Budget: $5 million. Box office: $9.2 million.
- Sean Penn's third movie, first where he's really on the front of the poster.
- Bill considers this his single favorite Sean Penn movie.
- Same year as 'Risky Business' – Bill's 'arrival movie' concept: this was Sean Penn's arrival the way 'Risky Business' was Cruise's.
- Penn broke his ankle during filming, requiring a 3-month production halt.
- First movie for Ally Sheedy, Clancy Brown, and Alan Ruck.
- First podcast recorded after Tom Sizemore's death – they pay tribute.
- The 1979 British film 'Scum' was clearly an influence (similar juvie setting, pillowcase-as-weapon).
Categories
Roger Ebert's review
Quote from Rog's review:
“The first hour of this movie is so good, it's scary.”
- 'Bad Boys misses its chance at greatness, but it's saying something that this movie had a chance.'
- 'The first movie I've seen in which the street gangs are not glamourized, stylized or romanticized.'
- Predicted Penn, Morales, and Rosenthal would have important careers.
Most re-watchable scene
- Winner: The soda can beating (Mick loads pillowcase with soda cans, beats Viking and Tweety).
- Runner-up: The final fight between Mick and Paco.
- Also: Walking into juvie / the spit parade; learning the point system; Horowitz telling Mick he's the new barn boss.
What aged the best?
- The prison hierarchy (barn bosses, drug guys, gambling, cigarette economy).
- Illinois State Penitentiary as a filming location.
- Early 80s Chicago as a setting.
- Viking's blonde permafro hairstyle.
- Eric Gurry as Horowitz – makes the movie work as narrator character.
- The gambling/odds element ('What are the odds on me now?' 'Three to two, against you').
Most cinematic shot
- Bill: Final scene wide shot of Penn walking back to his cell, everyone reassembling.
- Chris: The one-take shot of Mick being introduced to the reform school – camera pans around to all the guys clapping.
Best needle drop
- Chris: Whatever song Viking is listening to before the boombox explodes in his face.
- Bill: The song playing when Tweety leaves juvie with the boombox ('Superstar, you're a star').
Weak link of the movie
Mick's escape to see his girlfriend – he gets there, is there for 90 seconds, gets caught immediately. Too abrupt.
What aged the worst?
- Manual steering / the car scene where Mick hits Paco's younger brother (no power steering).
- The title – confused with the 1995 Will Smith 'Bad Boys'.
- Boomboxes (don't exist anymore).
- The movie cribbed from the 1979 British film 'Scum'.
- The rape scene – brutal, drawn out, characteristic of the era.
The hottest take award
- Chris as Stephen A. Smith: J.C.'s dad is the worst dad of all time – at what point do you move your daughter away from Chicago?
- Bill: Esai Morales is a 'fucking awesome actor' who had no parts because of the era; in 2022 there would be parts galore.
Casting what-ifs
- Matt Dillon wanted the role of Mick. Rosenthal said Dillon had 'already done the role in My Bodyguard' and was too big a star.
- They wanted someone the audience was still discovering, which is why they went with Penn.
Over-acting award
- Paco's mom ('you don't think that's something that makes you a man?').
- Under-acting award: Paco's younger brother barely reacts to being hit by a car.
Best "that guy"
- Winner: Renny Santoni (Poppy from Seinfeld; also in Cobra).
- Clancy Brown discussed but considered to have graduated beyond that-guy status.
Best "heat check" performance
- Eric Gurry as Horowitz – went toe-to-toe with Sean Penn, matched him in every scene.
- He quit acting, became an investment banker.
Re-casting couch
- No one can play Mick O'Brien in 2023.
- Chris's pick: Jack O'Connell (did the movie 'Starred Up' set in prison).
Half-assed (internet) research
- Sean Penn broke his ankle during filming; production stopped for 3 months.
- Penn wanted his teeth filed down and capped with ugly ones; his mom stopped him.
- Opening credits photos were real-life photos of Sean Penn and other actors.
- Penn encouraged actors to actually spit on him; Esai Morales required them to use mouthwash first.
- Penn rode with Chicago police for a couple days; got roughed up by a cop who thought he was a street thug.
- The movie they watch in juvie is 'Kiss of Death' (1947).
- Jamie Lee Curtis has a cameo walking on the street.
- Rosenthal turned down 20-22 films after 'Bad Boys', didn't know he was 'hot,' then made 'American Dreamer' which bombed.
Apex Mountain
- Young Sean Penn: Bill says yes; Chris says At Close Range is his apex.
- Rick Rosenthal: Yes.
- Clancy Brown: No – Shawshank (Captain Hadley).
- Esai Morales: No – La Bamba.
- Exploding boomboxes: Yes.
- Juvie movies: Yes.
Picking nits
- Paco's crew carrying a suitcase of drugs for 5 blocks through downtown Chicago conspicuously.
- Would they really have a soda machine in juvie? So many ways to use cans as weapons.
- Mick didn't get additional time for escaping.
- Putting Paco in the same room as Viking (terrible admin decision).
- Not locking doors at night in the cells.
Sequel, prequel, prestige TV or untouchable?
- Both very enthusiastic – a 5-season juvenile hall drama.
- Chris: 'It'd be hard to cap how many episodes of this show I would watch'.
- References The Wire dipping into juvie; Sleepers doing it in a dark way.
(Probably) unanswerable questions
- Did 'Bad Boys' create 'Oz' (the TV show)?
- Would Eric Gurry have made it as an actor?
- What would the plot of 'Bad Boys' 2 have been?
- Would you rather take 4 weeks solitary or 4 months added to your time?
Best double feature for this movie
- Bill: Tuff Turf (1985) with James Spader.
- Chris: 'The Warriors'.
What memorabilia would you want (or not want!) from the movie?
Bill and Chris: The exploded boombox.
Best (or worst!) life lessons from the movie
- Bill: Everyone needs a barn boss.
- Chris: You can never have too many sodas on hand.
Who won the movie?
Sean Penn – unanimous.
Producer review
- Craig had never seen the movie. Found the first 30 minutes (pre-prison) a little cheesy.
- Once they got to prison with Horowitz, the boombox, and Viking, he was all in.
- Horowitz won the movie for him – he wants a Horowitz spinoff.