'The Last Boy Scout'
This is the '90s. The Ringer's Bill Simmons and Chris Ryan don't just go around punching people. They have to say something cool first. We revisit Tony Scott's 1991 action film, 'The Last Boy Scout,' starring Bruce Willis and Damon Wayans.

Cast
Bruce Willis as Joe Hallenbeck
Damon Wayans as Jimmy Dix
Halle Berry as Cory
Taylor Negron as Milo
Bruce McGill as Mike Matthews
Directed by: Tony Scott
Written by: Shane Black
Notes
- Shane Black sold the script for a then-record $1.75 million, sparking a bidding war (Joe Eszterhas topped it with 'Basic Instinct').
- $43 million budget, made $124.5 million worldwide; 27 people die in this movie.
- O.J. Simpson and A.C. Cowlings served as football technical experts on the film.
- Tony Scott hated Joel Silver so much that he based Lee Donowitz in 'True Romance' on Silver two years later.
- The $650 pants conversation was actually a deleted scene from 'Lethal Weapon' that Shane Black repurposed.
- Willis was coming off Hudson Hawk and Bonfire of the Vanities flops and needed a hit.
Categories
Quote from Rog's review:
“A superb example of what it is: a glossy, skillful, cynical, smart, utterly corrupt and vitally misogynistic action thriller.”
Bill notes it's 'one of the weirdest sentences I think he's ever written'.
- The opening scene – Billy Cole shooting four defenders and then himself on the football field during a game.
- Joe discovering the guy in the closet.
- 'Jake, open the trunk' – Jimmy's speech on the NFL's stance on drugs and gambling.
- Joe vs. Kim Coates – 'Touch me again and I'll kill you' then actually kills him.
- The big ending at the football game – Damon Wayans riding a horse, throwing a football to save the senator, Bruce Willis dancing a jig.
- The car chase landing in the pool at the Hollywood Hills house.
- Willis is the best at getting beat up in movies – hit in the face 7 times, back of the head 3 times, tasered, and stabbed.
- The witty exchanges – 'Fuck you Joe, you were never around / I was lonely, buy a dog'; 'I believe in love / I believe in cancer'.
- Halle Berry – stunning in just 4-5 minutes of screen time, leaping off the screen.
- Damon Wayans's hat (the fez-like hat).
- Taylor Negron calling people by their full names in a derisive way.
- The Friday Night Football montage with Bill Medley singing.
- The football card – weaving the title into the movie in a unique way using a 'Pro Set' card from the early 90s.
- Joe's hatred for rap music – he likes Pat Boone while rap/hip-hop were exploding in 1991.
- The Jimmy Carter lookalike is terrible.
- The first dad-daughter scene is too long.
- Some misogyny/homophobia typical of late 80s/early 90s action movies.
- Tony Scott's idea of football is more like Zack Snyder's 300 than actual football.
- Tony Scott wanted Grace Jones for the Halle Berry part; the studio overruled him (good job by the studio).
- John McTiernan declined to direct because it was another Bruce Willis thing.
- Jack Nicholson was supposedly up for Joe Hallenbeck (Bill and Chris don't believe it).
- Taylor Negron as Milo – 'easily the best performance of his career'; mesmerizing in every scene; survives a burning car in a pool; 'Officer, there are too many bullets in this gun'.
- Primarily known as an observational stand-up comic, making his turn as a violent killer even more impressive.
- Kim Coates – Bill's pick, a great bad guy in multiple movies, didn't know his name for years.
- Frank Collison as Pablo (the henchman playing piano) – Chris's pick.
- Noble Willingham as Shelley the owner.
- Chelcie Ross – completed the 'sports movie Mount Rushmore': 'Hoosiers', 'Rudy', 'Major League', and this.
- Don Johnson for the Joe Hallenbeck part – 7 years out of 'Miami Vice', would have been awesome.
- Renee Russo for Joe's wife instead of Chelsea Field.
- Very troubled production – Joel Silver told The New Yorker: 'Making this film was one of the three worst experiences of my life'.
- Football experts for the movie were A.C. Cowlings and O.J. Simpson – possibly the best half-assed research ever.
- Shane Black's original script had Milo as a director of snuff films, a boat chase scene, and Joe's wife killing Milo at the end.
- The Geffen Film Company bid the $1.75 million for Shane Black's script.
- Filmed the football scene at the L.A. Coliseum; a near-riot occurred when they canceled the extras recall but they all showed up expecting to be paid.
- The Wayans Brothers – yes; Damon in Last Boy Scout + all of them on In Living Color; 'The family's having a moment'.
- L.A. NFL home games – yes; 'Has it ever gotten better for LA football? No'.
- $650 pants – yes (Chris: 'Don't think they ever really got more popular').
- Hangover acting – yes; 'This is Apex Mountain for a character being hungover'.
- Bruce Willis – no; Tony Scott – no; Joel Silver – no.
- 1990s Halle Berry – no, still 'Boomerang'.
- Jimmy shrugs off his girlfriend (Halle Berry) being brutally murdered in front of him in 10 minutes.
- No more football after the Billy Cole opening scene; no reference to how the league dealt with a mass shooting on the field.
- Jimmy throwing a perfect spiral with a bleeding/bullet-wounded hand into the upper deck of the Coliseum.
- Joe and his wife getting back together at the end is questionable.
Bill pitches a 10-episode Netflix show, then pivots to pitching a show about the making of 'The Last Boy Scout' (with OJ and AC Cowlings as technical consultants, Joel Silver, Tony Scott, Bruce Willis behind the scenes).
- Did the movie foreshadow the gambling era? Bill: 'put a bright, pulsating light on where things were going'.
- Is Shelley (the owner) based on Jerry Jones? Venn diagram has 'a ton of overlap'.
- Why are they called the L.A. Stallions? What is 'Stallions' about L.A.?
- The NFL asked Pete Rozelle for real uniforms; he read three pages and said 'permission denied'.
- The autographed football card – the actual prop card Damon Wayans signed.
- The dropped cigarette from the Kim Coates scene – 'May I have a cigarette? I seem to have dropped mine'.
- Damon Wayans – 'a dynamite movie star performance he never captured again; he never got this opportunity again'.
- Bill: 'Multiple people could have been Bruce Willis. I don't know in 1991 who else could have been Jimmy Dix'.