The Fourth Chapter: Ranking Every Drew Barrymore And Adam Sandler Movie (Plus The 2025 Update)
The enduring on-screen chemistry of Drew Barrymore and Adam Sandler is one of Hollywood’s most bankable and beloved partnerships, spanning over two decades and three iconic romantic comedies. The great news for fans, and the latest update as of
This article dives deep into the history, statistics, and unique charm of their three existing collaborations, ranking them definitively by critical reception and box office success, while also providing the freshest details on the rumored new project that is "coming eventually."
The Iconic Duo: Drew Barrymore & Adam Sandler Profile
The partnership between Drew Barrymore and Adam Sandler transcends typical co-star relationships; it is a decades-long friendship that began when Barrymore personally sought out Sandler to star in *The Wedding Singer*. Their professional bond is so strong that their children are now friends, solidifying their status as one of Hollywood’s most stable working duos.
- Drew Barrymore (Born: February 22, 1975)
- Key Roles: Child star in *E.T. the Extra-Terrestrial*, producer of *Charlie's Angels*, host of *The Drew Barrymore Show*.
- Production Company: Founder of Flower Films, which produced *50 First Dates*.
- Unique Rule: She insists that any time Sandler sings to her on camera in their films, she must hear him sing the song live.
- Adam Sandler (Born: September 9, 1966)
- Key Roles: Former *Saturday Night Live* cast member, star of *Happy Gilmore*, *The Waterboy*, and acclaimed dramatic roles in *Punch-Drunk Love* and *Uncut Gems*.
- Production Company: Founder of Happy Madison Productions, which has been involved in many of his films, including his collaborations with Barrymore.
- Signature Style: Known for blending juvenile humor with surprising emotional depth, especially when paired with Barrymore.
The Definitive Ranking of Drew Barrymore & Adam Sandler Movies
While all three films are considered classics in the romantic comedy (Rom-Com) genre, their critical and commercial performance varies significantly. Here is the definitive ranking of their three collaborations, from least successful to the most critically acclaimed.
#3. Blended (2014)
The third and most recent collaboration saw the duo as two single parents, Lauren and Jim, who endure a disastrous blind date only to find themselves accidentally booked on the same family vacation to South Africa.
Despite the beautiful setting and the enduring chemistry between the stars, the film struggled to connect with critics and was their lowest-rated effort. Many viewed it as a formulaic attempt to recapture the magic of their earlier hits.
- Release Date: May 23, 2014
- Director: Frank Coraci
- Worldwide Box Office Gross: $128 million
- Rotten Tomatoes Score (Critics): 15%
- LSI Keywords: South Africa, Family Vacation, Single Parents, Formulaic Rom-Com.
#2. The Wedding Singer (1998)
This film marked the beginning of the "Sandler-Barrymore Cinematic Universe." Set in 1985, the movie follows Robbie Hart, a wedding singer left at the altar, and Julia Sullivan, a waitress who enlists his help to plan her own wedding.
While it is the lowest-grossing of their three films, *The Wedding Singer* is widely considered a cult classic for its pitch-perfect 80s nostalgia, charming script, and the introduction of Sandler's softer side. It was a pivotal moment in Sandler's career, proving he could lead a successful romantic comedy.
- Release Date: February 13, 1998
- Director: Frank Coraci
- Worldwide Box Office Gross: $123.3 million
- Rotten Tomatoes Score (Critics): 71%
- LSI Keywords: 80s Nostalgia, Cult Classic, Robbie Hart, Julia Sullivan, First Collaboration.
#1. 50 First Dates (2004)
Based on both critical reception and overwhelming box office success, *50 First Dates* is the undisputed champion of the Barrymore-Sandler cannon. The story of Henry Roth (Sandler), a veterinarian in Hawaii, who falls for Lucy Whitmore (Barrymore), a woman with Goldfield’s Syndrome (fictional short-term memory loss), struck a perfect balance of comedy and genuine heart.
The film was a massive commercial hit, nearly doubling the worldwide gross of *The Wedding Singer*. Produced by Barrymore's Flower Films and Sandler's Happy Madison Productions, the film’s success demonstrated the duo’s power to create a high-concept, high-earning romantic comedy.
- Release Date: February 13, 2004
- Director: Peter Segal
- Worldwide Box Office Gross: $198.5 million
- Rotten Tomatoes Score (Critics): 45% (Audience Score 81%)
- LSI Keywords: Hawaii, Goldfield’s Syndrome, Henry Roth, Lucy Whitmore, Biggest Box Office Hit, High-Concept Rom-Com.
The Fourth Chapter: What We Know About the Next Collaboration (2025 Update)
For years, fans have speculated about a fourth movie, and as of
In recent interviews, Barrymore stated that the duo is "actively seeking" the right script and concept that would justify a reunion, stressing that the timing has to be perfect.
Why a Fourth Film Is Inevitable
The enduring appeal of the duo lies in their shared history and palpable, non-sexual chemistry, which critics often credit for elevating Sandler's standard comedic fare.
- The Decades-Long Bond: Their friendship now spans nearly three decades, giving any new project an automatic layer of warmth and nostalgia.
- The Production Power: Both stars have their own successful production companies (Flower Films and Happy Madison), allowing them significant control over their projects.
- The Perfect Director: Frank Coraci, who directed both *The Wedding Singer* and *Blended*, is a likely candidate to return, ensuring a familiar creative vision.
- The Fan Demand: Resurfaced photos and social media posts of the two together consistently lead to viral fan calls for a sequel to *The Wedding Singer* or *50 First Dates*.
While rumors of a sequel like *Blended 2 (2026)* have circulated online, the official word from Barrymore is that they are waiting for a unique, fresh concept. Given their history of reinventing the romantic comedy genre—from 80s nostalgia to memory loss—the anticipation for their next film remains sky-high. Fans can rest assured that this iconic pairing will eventually grace the silver screen once more.
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