The 9 Most Laughable Yet Underrated Comedies Starring Sylvester Stallon

Sylvester Stallone is best known for his action-packed roles in Rocky and Rambo, but over the years, he’s proven he’s not just an action star—he’s a true comedian at heart. Whether playing a bumbling cop or a tough-talking animated ant, Stallone’s comedic roles have offered a surprising yet charming side to his talents. Here are nine comedy films that show Stallone’s ability to bring humor to the screen, whether through slapstick antics or witty one-liners.

9. Avenging Angelo (2002)

This direct-to-video action comedy, though critically panned, is notable for featuring Stallone in a rare comedic role. Playing a bodyguard seeking vengeance with the daughter of his slain mob boss client, Avenging Angelo combines comedy with action in a way that falls flat. Despite the lackluster reception, it stands as a testament to Stallone’s willingness to explore comedic avenues, even when the results aren’t so great.

8. Stop! Or My Mom Will Shoot (1992)

Arguably one of the most infamous misfires in Stallone’s career, Stop! Or My Mom Will Shoot remains one of the most laughable comedies in his filmography—though not necessarily in a good way. Paired with Estelle Getty as his overbearing mother, Stallone plays a tough cop who is forced to deal with his mother’s meddling in his life. This film, while absurd, remains a prime example of how not every comedy concept hits the mark, despite its star power.

7. Rhinestone (1984)

In this musical comedy, Stallone stars opposite country legend Dolly Parton. While Rhinestone has its fair share of cult appeal, it mostly misses the mark. The film, which pairs Stallone as a city cop who tries to become a country singer, struggles to find the right tone, leaving much to be desired despite Parton’s stellar contributions to the soundtrack.

6. Grudge Match (2013)

In Grudge Match, Stallone squares off against Robert De Niro in a boxing comedy about two aging fighters facing off for one last bout. While it brings together two legendary actors, the film fails to live up to the legacies of Rocky and Raging Bull. A fun concept with potential, it ultimately relies on nostalgia rather than truly delivering a knockout comedy performance.

5. Spy Kids 3-D: Game Over (2003)

In Spy Kids 3-D: Game Over, Stallone plays the Toymaker, a villain in a virtual reality game that traps the Cortez kids. While Stallone’s role is more comedic than menacing, his portrayal of the tough-guy character in this family-friendly film adds a quirky layer to the movie. The film, which blends action with humor, benefits from Stallone’s charismatic and humorous presence.

4. Oscar (1991)

Oscar is one of Stallone’s more underrated comedic roles. Directed by John Landis, this screwball comedy follows a gangster trying to turn his life around, only to find himself caught in a whirlwind of misunderstandings and chaos. While the film didn’t succeed at the box office, Stallone’s performance is a standout, offering a glimpse of his comedic timing and charm. The film features a strong ensemble cast, including Tim Curry and Marisa Tomei, all contributing to its quirky energy.

3. Antz (1998)

Stallone lends his voice to Corporal Weaver, a tough-guy soldier ant, in Antz, DreamWorks’ animated hit. While Antz often gets overshadowed by A Bug’s Life, it still offers plenty of laughs, with Stallone’s deep voice adding an unexpected layer of humor to the character. The film’s mix of dark humor and political themes made it stand out, and Stallone’s performance was a key part of its unique charm.

2. The Suicide Squad (2021)

In James Gunn’s The Suicide Squad, Stallone takes on the role of King Shark, a human-shark hybrid with a surprising amount of depth and emotional vulnerability. While the character is a comedic standout, Stallone brings a tender humanity to the role, making King Shark one of the most beloved characters in the film. The portrayal showcases Stallone’s ability to blend humor and emotion in a way that adds richness to an otherwise chaotic film.

1. Tango & Cash (1989)

The ultimate comedic gem in Stallone’s filmography, Tango & Cash pairs him with Kurt Russell in a buddy cop comedy that is as ridiculous as it is fun. Stallone plays Ray Tango, a slick, by-the-book cop, alongside Russell’s freewheeling, trigger-happy Gabe Cash. The movie is filled with cheesy one-liners, over-the-top action, and plenty of buddy cop clichés, making it a cult classic. It’s an explosive, tongue-in-cheek send-up of the genre, and Stallone’s comedic timing is pitch-perfect throughout.

Conclusion While Stallone is best known for his action-packed roles, these films prove that he’s just as skilled at comedy. From absurd family-friendly characters to hilarious buddy cop antics, Stallone has demonstrated that he can bring both muscle and laughs to the screen. Although some of these films didn’t hit their mark with critics, they remain a testament to his versatility as an actor, showing that Stallone’s comedic chops are just as strong as his action hero persona.