5 Must-See Adam Sandler And Terry Crews Movies: The Surprising Career-Making Collaborations That Defined A Duo

Few Hollywood partnerships are as enduring and surprisingly impactful as the one between comedy titan Adam Sandler and the multi-talented action star Terry Crews. Their on-screen chemistry, often featuring Crews in scene-stealing, musically-inclined, or physically imposing roles, has spanned over a decade, creating some of the most memorable moments in the Happy Madison film catalog. As of the current date in late 2025, while fans eagerly await news of a sixth collaboration, the five existing films stand as a testament to a friendship that, according to Crews himself, "gave me a career."

This deep dive explores the complete filmography of their work together, from their 2005 breakthrough to their Netflix-era collaborations, revealing the behind-the-scenes stories and the surprising topical authority their joint projects hold in modern comedy cinema. We will examine the key cast members, directors, and the critical context of each film to fully appreciate this unique cinematic duo.

The Complete Adam Sandler & Terry Crews Movie List (2005–2017)

The collaboration between Adam Sandler and Terry Crews began with a high-stakes sports comedy and evolved across various genres, including sci-fi fantasy, romantic comedy, and Western parody. Crews' powerful screen presence and unexpected singing ability made him a perfect foil and a beloved recurring player in the Sandler universe. Here is the definitive list of their five films, serving as a comprehensive biography of their on-screen partnership.

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• The Longest Yard (2005): The Career Catalyst
• Click (2006): The Musical Cameo
• Blended (2014): The Scene-Stealing Breakout
• The Ridiculous 6 (2015): The Netflix Western Parody
• Sandy Wexler (2017): The Final Collaboration (To Date)

1. The Longest Yard (2005): The Film That Launched a Partnership

The genesis of the Sandler-Crews partnership is found in the 2005 sports comedy The Longest Yard, a remake of the 1974 classic starring Burt Reynolds. This film was a critical turning point for Terry Crews, who had been a professional NFL player before transitioning to acting.

Key Details & Entities:

• Terry Crews' Role: Cheeseburger Eddy, a hulking inmate and offensive lineman for the Mean Machine football team.
• Sandler's Role: Paul "Wrecking" Crewe, a disgraced former NFL quarterback coerced into assembling the inmate team.
• Director: Peter Segal.
• Notable Co-Stars (Entities): Chris Rock, Burt Reynolds (from the original film), James Cromwell, Nelly, and wrestling legends Stone Cold Steve Austin and Bill Goldberg.
• Context: This film was a major box office success, grossing over $158 million worldwide, solidifying Sandler’s bankability in the mid-2000s and giving Crews his first major role in a Happy Madison production.

It was on the set of this movie that Sandler recognized Crews’ unique blend of physical comedy and dramatic capability. Crews has publicly stated that Sandler "put me in The Longest Yard, and we filmed five more movies together," crediting Sandler with providing the platform that truly launched his career.

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2. Click (2006): The Unforgettable Singing Scene

The duo’s second film, Click, is perhaps their most unique collaboration. Directed by Frank Coraci, this sci-fi fantasy comedy-drama sees Sandler as Michael Newman, a workaholic architect who acquires a magical universal remote control that allows him to fast-forward, rewind, and pause his life.

Key Details & Entities:

• Terry Crews' Role: A brief but highly memorable cameo as an office colleague who performs a spontaneous, energetic dance and lip-sync routine to "Working for the Weekend." This scene is a perfect example of Crews' ability to steal focus with minimal screen time.
• Sandler's Role: Michael Newman.
• Notable Co-Stars (Entities): Kate Beckinsale, Christopher Walken, David Hasselhoff, Henry Winkler, and Sean Astin.
• Context: While a departure from the typical Sandler comedy, Click was a commercial hit, further cementing the actor's willingness to include his friends, like Crews, in his projects, regardless of the role's size.

3. Blended (2014): The Romantic Comedy Showstopper

After a significant eight-year gap, Sandler and Crews reunited for the romantic comedy Blended, marking Sandler’s third on-screen pairing with Drew Barrymore. This film provided Terry Crews with his most iconic and widely recognized role in a Happy Madison film: Nickens.

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Key Details & Entities:

• Terry Crews' Role: Nickens, the charismatic, perpetually singing lead singer of a South African resort’s house band, who appears throughout the film to provide musical commentary and comic relief.
• Sandler's Role: Jim Friedman, a widower who ends up on a family vacation with a woman he dislikes.
• Director: Frank Coraci (reuniting the director from Click).
• Notable Co-Stars (Entities): Drew Barrymore, Kevin Nealon, Joel McHale, and Wendi McLendon-Covey.
• Impact: Although the film was considered a box-office disappointment domestically, Crews’ performance was universally praised. His character, Nickens, is often cited as the best part of the movie, showcasing his infectious energy and musical theatre background.

4. The Ridiculous 6 (2015): The Controversial Western Parody

The fourth collaboration was The Ridiculous 6, a Western parody released exclusively on Netflix as part of Sandler's massive deal with the streaming giant. This film is notable for being one of the most controversial in the Happy Madison catalog.

Key Details & Entities:

• Terry Crews' Role: Chico, one of the six half-brothers of Sandler's character, Tommy 'White Knife' Stockburn.
• Sandler's Role: Tommy 'White Knife' Stockburn.
• Director: Frank Coraci.
• Notable Co-Stars (Entities): A massive ensemble cast including Nick Nolte, Steve Buscemi, Will Forte, Luke Wilson, Vanilla Ice, and Taylor Lautner.
• Controversy: The film faced significant backlash during production when several Native American actors and a cultural consultant walked off the set, citing repeated insults and misrepresentation in the script.

5. Sandy Wexler (2017): The End of the Run (For Now)

The most recent collaboration between Adam Sandler and Terry Crews is the 2017 Netflix original film, Sandy Wexler. The film follows a hapless but dedicated talent manager, Sandy Wexler (Sandler), working in Los Angeles in the 1990s.

Key Details & Entities:

• Terry Crews' Role: "Bedtime" Bobby Barnes, a talented but eccentric client of Sandy Wexler who is a professional wrestler. Crews’ character is one of the many colorful personalities Wexler manages.
• Sandler's Role: Sandy Wexler.
• Director: Steve Brill.
• Notable Co-Stars (Entities): Jennifer Hudson, Kevin James, Colin Quinn, and Rob Schneider.
• Context: This film continued the trend of Sandler's Netflix projects, featuring his core group of comedic collaborators (often referred to as the "Sandlerverse") and providing a platform for Crews in a supporting role that leveraged his physical presence and comedic timing.

The Enduring Legacy of the Sandler-Crews Dynamic

The five films featuring Adam Sandler and Terry Crews are more than just a list of credits; they represent a significant professional and personal relationship in Hollywood. Crews’ career trajectory from NFL player to a major action and comedy star was undeniably boosted by his recurring roles in Happy Madison Productions.

The on-screen magic is rooted in their contrasting styles: Sandler's often-muttering, everyman persona juxtaposed with Crews' towering, physically imposing, yet surprisingly sensitive and flamboyant characters, such as the singing Nickens or the emotionally-charged Cheeseburger Eddy. This dynamic provided a refreshing element to the familiar Sandler formula.

As of late 2025, while no new Adam Sandler and Terry Crews movie has been officially announced, both actors remain highly active. Sandler continues his successful partnership with Netflix, producing films like Spaceman and Hustle, while Crews is a mainstay on television and in film franchises. Given their history and Crews' open gratitude for the opportunities Sandler provided, fans of both stars remain optimistic that a sixth, and perhaps even more memorable, collaboration is on the horizon.