Alexander the Great was one of the greatest conquerors in history, and Alexander is the worst movie made about his life. One of Hollywood’s big problems is their hesitation in casting older actresses, which is why Angelina Jolie, at twenty-nine, was cast to portray Alexander the Great’s mother. Actor Colin Farrell was twenty-eight while filming. They did nothing to age Jolie, and her beauty in the film – helped by Jolie’s famously thick, full lips – raised a lot of eyebrows.
The movie itself is a stinker, a box office bomb, and was a Razzie favorite: worst picture, worst director, worst actor, worst supporting actress, worst screenplay, most intrusive musical score (won), worst female fake accent (won), and least “special” special effects.
Keanu Reeves as Johnathan Harker in Bram Stoker's Dracula
Keanu Reeves has had some bad performances to his name, but let's forget about "Point Break" for now. We're talking about Bram Stoker's "Dracula," directed by Francis Ford Coppola. Coppola is certainly not a slouch at picking the perfect actors, and as beloved as Reeves is now, this was a misstep. Johnathon Harker is an Englishman, and Reeves is not, which led to a stilted and unnatural accent out of the actor.
Coppola has said that he wanted to do it perfectly and focused too hard, so the accent became unreal. He also had unnatural reactions and affectations.
Ashton Kutcher as Steve Jobs in Jobs
Wow, what a surprise, Ashton Kutcher wasn't a great casting choice. Who could have guessed? Sometimes comedic actors switch to dramatic roles and succeed, such as Tom Hanks. Sometimes they don't, such as Kutcher. And anyone who thought that Kelso from That '70s Show would do well as the man who invented culture-shifting tech such as the personal computer, the iPod, and the iPhone, needs to get their dome checked.
From "Dude, Where's My Car" to this, it just isn't a career jump that a lot of people think works. If you're interested in Steve but want a better actor, check out Steve Jobs with Michael Fassbender.
Vince Vaughn as Norman Bates in Psycho
Here's another shocker. Vince Vaughn can't act his way out of a wet paper dress, and acting as the mother-obsessed killer in the remake of "Psycho" is much harder than that. It was an overall unnecessary remake (again), and Vaughn did nothing to set himself above, or even near, Anthony Perkins's original performance.
Vaughn might be passable as a fast-talking wise guy or a crass idiot like in "Wedding Crashers," but dramatic works might be beyond his reach. We'll never forgive him for ruining "True Detective" season two after such an unforgettable first season. Take your lumps, Vince.
Denise Richards as Dr. Christmas Jones in The World is Not Enough
Being a Bond girl is much more than being a pretty face and willing bed warmer. You also have to have energy, adventure, and acting skills, which, unfortunately, Denise Richards lacks. At the time, her big role was the face attached to a pair of breasts in "The Wild Things," and she just didn't possess the skills to deepen her character enough.
Though supposed to be a brainy nuclear scientist, the best the filmmakers could do was stuff her in a tight shirt for a Bond film that messed up the series big time – The World is Not Enough is certainly the worst Brosnan-Bond, and is frequently at the bottom of overall lists.