First playing the role in 1976, Sly was nominated for Best Actor at the Oscars. After playing the role six more times, Sly scored an Oscar nomination again for playing Rocky Balboa this year in Creed, this time in the Best Supporting Actor category. It is without a doubt Stallone's signature role.
If it wasn't for Rocky, this kick-a$$ action hero would be Stallone's most famous role. 1982's 'First Blood' was Sly's first appearance as Rambo and he would play the character three more times, but Sly has said don't expect John Rambo to return to the screen again.
Before 'Creed', people were calling this 1997 role the best performance of Sly's career. Playing the Sheriff of a New Jersey suburb who uncovers corruption and run-ins with the mob, Stallone proved he had real acting chops beyond the muscles.
Sure, Sly wouldn't win any acting awards for this movie (the film's screenplay was nominated for a Razzie), but who can forget him shimmying across a tiny rope between two mountains with a snowy backdrop?
Sly resurrected his box office clout with this action extravaganza that reunited some of the classic macho men including Bruce Willis, Mickey Rourke, Jet Li, and Jason Statham. Arnold Schwarzenegger stopped by for the sequel, and Sly even convinced Harrison Ford to pop by for the third instalment.
'Demolition Man' isn't really that different from other action flicks that Stallone starred in. This one has him going up against Wesley Snipes in a futuristic world, but the memorable part of this one is that Sandra Bullock co-stars in the flick as Sly's fellow cop. It made people take notice of Sandra and a year later she had her big breakthrough in 'Speed'... and the rest is Hollywood royalty history.
'Stop! Or My Mom Will Shoot'
AFI is not looking to add this movie to its archives for future generations to enjoy, but come on, Sly in a comedy has an appeal to it. Who would have ever guessed he would star in a movie with 'Golden Girl' Estelle Getty? Enjoy it for what it is.
Sly was the king of take-no-prisoners heroes in the 1980s, and this role as (another) tough-on-crime street cop is the epitome of that. With those sunglasses and guns (both on his arms and in his hands), Sly was just plain cool.
Terrible movie, but you remember it right? Sly was nominated for Worst Actor at the Razzies (well, let's be honest, most of the time he's nominated), and he "won" Worst Screen Couple for zero chemistry with Sharon Stone. Sly played a bomb expert (how appropriate) who is enticed by a woman to help kill the mafia that killed her family.
The title kind of explains itself. It's another Sly action flick with shooting guns, but at least he has some interesting co-stars. Antonio Banderas plays his nemesis, and taking on the damsel in distress role (and doing it in her sleep) is Oscar-winner Julianne Moore. In 1995, Julianne's film career was just taking off, so every actress has to pay the bills when they are starting out, right?