1

Edna Foster and Edith Storey (1911)

Even just thirty years after his death, the figure of Billy the Kid was so legendary that films were already being produced based on his life. The first two, both silent shorts, date from 1911 and share an intriguing peculiarity: both star women.

Billy the Kid was directed by Laurence Trimble and is very loosely based on the life of the famous outlaw. It is, however, believed to be a lost film. Edith Storey , an American actress who had played male characters in films such as Oliver Twist , stars as "the Kid."

The Adventures of Billy , on the other hand, was directed by the great pioneer American motion-picture director D. W. Griffith. In this film, the role of Billy is played by American child actress Edna Foster.

2

Johnny Mack Brown (1930)

American college football player and film actor John Mack Brown was the first to play Billy the Kid in the talkies. He was directed by none other than the great film director and producer King Vidor in 1930's Billy the Kid . This film is a pre-Code Western and tells the story of Billy's escape after avenging his boss and the subsequent manhunt by Sheriff Pat Garret.

Johnny Mack Brown had started his career by appearing in a few minor films until he got his big break with this movie. Unfortunately, his career in mainstream cinema did not flourish, leading him to transition into low-budget Westerns. Eventually, he found significant success as a B-movie cowboy , becoming a beloved figure in the genre.

3

Jack Buetel (1943)

Jack Buetel was an inexperienced actor when tycoon Howard Hughes cast him in his next film, The Outlaw , in 1940. Buetel signed a seven-year contract after Hughes promised him that he would make him a star.

The film faced many difficulties. It wasn’t immediately approved due to its erotic scenes, and although it was officially released in 1943, it was not until 1946 that the public was able to finally see it. Produced during the golden age of the genre, The Outlaw is considered a psychological Western. However, it was not well received by the critics of the time, and Buetel's work was especially bashed. After this, Hughes refused to allow Buetel to participate in other films, and his career never really took off.

4

Paul Newman (1958)

Paul Newman is one of the most celebrated actors of the 20th century and is best known for his roles in several classic Westerns. But did you know that the first Western character Paul Newman portrayed was Billy the Kid? In the mid-1950s, Newman was cast to replace James Dean in The Left Handed Gun after Dean's untimely death. This was the beginning of a series of films about the Old West that the beloved American actor would play throughout his career.

Based on a teleplay by Gore Vidal and directed by Arthur Penn, The Left Handed Gun departs from the classic genre iconography to present the famous bandit much closer to the rebellious and tormented antiheroes of the era. Thus, in this film, the characters are complex and nuanced, questioning and revising the traditional portrayal of the savage outlaw.

5

Clu Gulager (1960 - 1962)

The first television series about Billy the Kid was The Tall Man , which aired on NBC from September 10, 1960, to September 1, 1962. Although we all know that the real story ends with Billy being killed by Pat Garrett, this light-hearted action series focuses on the duo's alleged happier days, when they had more of a father-and-son relationship.

Clu Gulager, born in Oklahoma and the son of a cowboy entertainer, plays Billy. Although he was already 32 years old when cast, the actor earned his well-deserved place in the role. After the success of this series, Gulager worked in other Westerns and later had a second career as a horror film actor. His last appearance on the big screen was in 2019, in Quentin Tarantino's Once Upon a Time in Hollywood.

6

Geoffrey Deuel (1970)

While this is not a film specifically about Billy the Kid's life, he does appear as a supporting character. Starring the legendary John Wayne, Chisum tells the story of the 1878 Lincoln County War, an Old West conflict between rival factions involving some famous gunslingers, including William H. Bonney, better known as Billy the Kid.

In this film, Geoffrey Deuel plays Billy the Kid. Although he had already participated in some television series, Chisum was his debut on the big screen.

7

Kris Kristofferson (1973)

Kris Kristofferson is best known for his career as a country musician and his appearance in the 1976 version of A Star is Born alongside Barbra Streisand. But did you know he also portrayed Billy the Kid? In 1973, he was cast in the revisionist Western film Pat Garrett and Billy the Kid , directed by Sam Peckinpah.

One of the most intriguing aspects of Kristofferson's involvement in this film is that he introduced Bob Dylan to the director. Dylan was initially hired to write the title song, but ended up composing the whole score and even played the role of "Alias." Among the songs Dylan wrote for the film was the iconic "Knockin' on Heaven's Door."

8

Val Kilmer (1989)

American writer Gore Vidal was not pleased with the adaptation of his teleplay for The Left Handed Gun , so he decided to produce his own version. The resulting TV movie premiered on TNT in May 1989, with Val Kilmer cast as Billy the Kid.

Kilmer's version of Billy the Kid is a bit friendlier than his predecessors. He was also the right age for the character, making Gore Vidal's Billy the Kid one of the most historically rigorous accounts of the outlaw's life.

After this film, Val Kilmer's career continued to grow, with standout roles in The Doors and Batman Forever . Billy the Kid wasn’t the only gunslinger he portrayed—Kilmer also famously played Doc Holliday in the 1993 film Tombstone .

9

Dane DeHaan (2019)

American actor Dane DeHaan portrays Billy the Kid in the 2019 film The Kid , alongside Ethan Hawke as lawman Pat Garrett. The physical resemblance between DeHaan—a younger Leonardo DiCaprio lookalike—and the real William H. Bonney is striking, making the Vincent D'Onofrio-directed film not only a fresh take but also one of the closest onscreen renditions of the mythical character.

In an interview, DeHaan said that he accepted the role because he thought it was a very interesting character to play. He also explained that he considered Billy the Kid a victim of the media and explained that the film aims to depict the harsh realities of the Wild West, where survival often drove people to desperate and terrible actions.

10

Tom Blyth (2022 - )

The most recent version of Billy the Kid is played by Tom Blyth, a 29-year-old English actor from Birmingham. Blyth plays the infamous outlaw in the television series Billy the Kid, which premiered on MGM+ in April 2022. Produced by Michael Hirst, the English producer behind hits like The Tudors and Vikings , the series was renewed for a third and final season in 2024.

To prepare for this character, Blyth didn't just read a ton of books about Billy's story; he felt the need to do something more tangible to get into the skin of the famous outlaw. He traveled to Arizona, rented a car, and began a 7-day pilgrimage around New Mexico visiting all the places William H. Bonney had once been. He even visited his grave! His intention was to make the character more palpable and real as opposed to this exaggerated image of the mythical character we are used to.

1

The doctor said so

Image: Vinicius Amano

It's not news that alcohol was completely banned across the country from 1920 to 1933. But, you know, every law has its loophole. It's said that during Prohibition, some doctors took advantage of their authority to prescribe a peculiar medicine: whiskey! Well, if the doctor prescribed it, what could the cops possibly argue?

2

The queen

Image: Daniel Vogel

Women also played an important role during Prohibition on both sides of the law! One of the most notorious was Cleo Lythgoe, a.k.a. the "Queen of the Bootleggers." As her nickname suggests, she was one of the most successful bootleggers of those years. That's right! She built an empire, running a major underground operation that supplied alcohol to secret bars.

3

Clever marketing

Image: April Klein

Although they feel like something recent, marketing strategies have been around for a long time. In fact, even during Prohibition, clever sales tactics flourished by exploiting the nation's circumstances. This was the case with the so‑called "grape bricks," blocks of concentrated grape juice that came with some rather peculiar warnings, such as "NOT to dissolve in water, add yeast and store in a cool place for 21 days, or it may ferment and turn into wine."

4

NASCAR

Image: Simon Hurry

Although it may seem like nonsense, NASCAR's origins are closely related to bootlegging during the Prohibition era. The "moonshiners" were those who transported illegal alcohol. These drivers were skilled, relying on speed and sharp maneuvers to outrun the law. Those same driving techniques later helped give rise to stock car racing.

5

Sacramental

Image: Rey Proenza

Prohibition was full of loopholes. But undoubtedly, one of the most obvious ones was the allowance for sacramental wine. Since wine used in church masses was permitted, it led to more people attending certain services, and even the rise of some pseudo-religions!

6

A payment issue

Image: Mackenzie Marco

Prohibition agents were in charge of enforcing the dry law. However, there was one big problem the authorities overlooked: these agents were poorly paid. That small detail helped the illegal liquor trade thrive. Since agents weren't well paid, bootleggers found them easy to bribe.

7

Risky times

Image: Nick Fewings

The fight against alcohol sales was far from easy, and historical records suggest that, as a result, the authorities took some drastic measures. One of them was the decision to add highly toxic chemicals to the alcoholic beverages circulating at the time! But here's the most surprising part: many people knew -or at least suspected- and still drank their gin and tonic anyway!

8

A lot

Image: Sérgio Alves Santos

We know that Prohibition gave rise to the famous speakeasies, and we know there were a lot of them, but how many? Well, because they operated in secret, it's hard to know exactly how many speakeasies existed across the country. Still, one fact gives us a clear picture of that time: Speakeasies actually outnumbered the bars that existed before Prohibition.

9

The man in the green hat

Image: JOSHUA COLEMAN

Bootleggers were everywhere, even where you'd least expect them. During the Prohibition years, there was one man who operated as the main bootlegger of Congress. He was nicknamed "The man in the green hat" as a reference to his trademark green fedora.

10

After sunset

Image: Anna Asryan

In Detroit, the Police Department grew tired of constantly chasing smugglers down the Detroit River. As these chases were extremely risky and often ended in accidents, the Detroit Police Department adopted an unofficial policy: "No active chases after sunset." As you can imagine, this gave smugglers a lapse of time each night to move without worry.

1

Goldfinger: Aston Martin DB5

Image: Ulf Meyer

The ultimate Bond ride came dressed in silver-gray elegance, blending timeless style with secret-agent swagger. Beneath its polished curves, it packed a clever arsenal—hidden machine guns, retractable defenses, and even an ejector seat! Tipping the scales at roughly 3,300 pounds, it could push up to 145 miles per hour, a thrill worthy of 007 himself. And while that famous red eject button looked ready for action, it was all Hollywood magic—no villains actually took flight.

2

Ferris Bueller’s Day Off: Ferrari 250 GT California

Image: Joshua Koblin

Even though the Ferrari in John Hughes’ popular teen comedy, Ferris Bueller’s Day Off, was actually a replica —made to protect the real $250,000 classic from any on-set mishaps—it looked every bit as stunning as the genuine Italian beauty. With its smooth, elegant curves and that unmistakable engine roar, it captured the hearts of viewers and brought pure charm to the big screen. The Ferrari 250 GT California is as much a star as Ferris himself.

3

The Love Bug: Volkswagen Beetle

Image: kampfmonchichi

"Herbie" wasn’t just a car—he was a character with personality, spunk, and a soft spot for underdogs. Painted bright white with bold racing stripes and the unmistakable number 53, this little Volkswagen Beetle won hearts on and off the track. And here’s the charming part: no fancy computer wizardry brought him to life. Every wink, bounce, and "expression" you saw was pulled off with clever mechanics and old-school camera magic.

4

The Graduate: Alfa Romeo 1600 Duetto Spider

Image: emkanicepic

This bright red convertible became nearly as iconic as the tune "Mrs. Robinson" itself. Sleek, nimble, and full of charm, it could glide along the road at around 118 mph, turning heads wherever it went. More than just a prop, it became part of the film’s personality. And here’s a little nugget of trivia: before filming began, Dustin Hoffman had never driven a stick shift. Once he got the role, he had to master the art of shifting gears in record time, adding a dash of real-life nerves to those on-screen drives.

5

Bullitt: 1968 Ford Mustang GT 390

Image: Zhiqiang Wang

Steve McQueen and this dark green Mustang delivered pure cinematic thrills on the steep streets of San Francisco. The chase ran close to 10 full minutes—a rumbling, tire-squealing ballet that filmmakers have tried to imitate ever since. Under the hood, a growling V8 provided the muscle, while McQueen himself slid behind the wheel for many of the hair-raising maneuvers. Every jump, skid, and sharp corner helped cement it as one of cinema’s all-time great rides.

6

Ghostbusters: 1959 Cadillac Miller-Meteor

Image: voltamax

The Ghostbusters’ unforgettable Ecto-1 was based on a 1959 Cadillac Miller-Meteor ambulance/hearse. For the movie, it was transformed into a quirky, gadget-covered ghost-chasing machine, complete with flashing lights, sirens, and a roof stacked with mysterious equipment. This Cadillac became as much a character as the crew itself. Its over-the-top look made it instantly recognizable and turned it into a pop culture legend.

7

Back to the Future: DeLorean DMC-12

Image: Joel Muniz

With its brushed stainless steel body and those dramatic gull-wing doors that unfolded like a bird in flight, the DeLorean already looked futuristic before the time-travel magic began. On screen, it came equipped with the now-legendary "flux capacitor," a gizmo that, sadly, was pure movie magic. Even so, the rules of the story were clear; if you wanted to bend the laws of time, you had to floor it to exactly 88 mph. And yes, fans still quote that number like gospel.

8

Smokey and the Bandit: 1977 Pontiac Trans Am

Image: Photogon (Warren Valentine)

Burt Reynolds and that sleek black Trans Am—complete with the glittering golden firebird splashed across its hood—were a match made in movie heaven. With a top speed around 110 mph, it wasn’t just for show; this car had the muscle to back up its attitude. The stunt work was just as daring as it looked, with jaw-dropping jumps that thrilled audiences. Of course, the landings weren’t always smooth—more than a few Trans Ams met their end for the sake of those unforgettable scenes!

9

The Spy Who Loved Me : Lotus Esprit Series I

Image: Andras Stefuca

In the 1970s, more sleek, wedge-shaped sports cars replaced the curvy styles of earlier years. Cars like the Lancia Stratos and Lamborghini Countach changed the game with their sharp, futuristic look. Following that trend, Roger Moore slid behind the wheel of a white Lotus Esprit Series I in The Spy Who Loved Me . But what people remember the most about it is when Bond drives it straight into the sea, where it morphs into a fully equipped submarine! Fins and stabilizers pop out as it glides underwater, then it drives back onto the beach, leaving onlookers truly amazed.

10

The Italian Job: Mini Cooper S 1275

Image: Alex P

Compact, nimble, and unmistakably British, the Mini Coopers in The Italian Job didn’t just drive—they darted. On screen, they bounced down staircases, squeezed through narrow alleys, and even sped through tunnels like they were built for it. The funny part? British Motor Corporation wanted nothing to do with the film, so the production had to buy 36 cars outright. And here’s a bit of trivia to impress your friends: despite being the star, Michael Caine never once drives any of the Minis in the movie .

11

Vanishing Point: 1970 Dodge Challenger R/T

Image: Jonathan Nabais

This powerful white muscle car tore through the roads from Denver to San Francisco, racing against the clock. Weighing roughly 3,800 pounds, it packed a mighty HEMI engine under the hood—enough raw power to leave most challengers in the dust. With speed, grit, and sheer determination, it pushed the limits, turning the journey into one thrilling, high-octane ride to remember.

12

Batman: Lincoln Futura

Image: Bull-Doser, Public domain, via Wikimedia Commons

Before it became the legendary Batmobile we all know, this 19-foot futuristic prototype was showing off its sleek lines at auto shows. Then, in just 15 days, American designer and builder of Hollywood custom cars, George Barris, worked his magic. He added those unforgettable fins, jet engines, and clever gadgets that turned the Lincoln Futura into a TV icon. What began as a simple concept became one of the most recognizable cars in television history.