1990s Hollywood Icons Gather at Apple TV+ Press Event in Santa Monica
90s Stars Shine at Apple TV+ Press Day

A dazzling array of Hollywood talent from the 1990s graced the Apple TV+ Press Day on Tuesday, transforming Barker Hangar in Santa Monica, California into a veritable time capsule of cinematic excellence. The event served as a powerful showcase for the streaming platform's ambitious upcoming slate, bringing together multiple generations of actors who defined an era of entertainment.

A Star-Studded Reunion on the White Walkway

The iconic white walkway saw remarkable reunions as Cameron Diaz, 53, Jennifer Garner, 53, and Michelle Pfeiffer, 67, posed together, demonstrating timeless elegance and youthful energy. Their presence created an immediate visual connection to the 1990s, when each actress rose to prominence through memorable roles that captured the public imagination.

They were joined by equally distinguished male counterparts from the same era, including Kurt Russell, 74, Keanu Reeves, 61, Colin Farrell, 49, and Timothy Olyphant, 57. This gathering represented a significant cross-section of Hollywood talent that has maintained relevance across decades, now converging to support Apple's streaming ambitions.

Expansive Supporting Cast Adds Depth

Rounding out this impressive lineup were Elle Fanning, Mary Steenburgen, Jonah Hill, Amy Adams, Rita Wilson, Harrison Ford, and Patrick Wilson. Each brought their own distinctive star power to the occasion, creating a rich tapestry of acting talent that spans multiple genres and generations. The diversity of the gathering underscored Apple TV+'s commitment to quality programming across different audience demographics.

Promoting Major Upcoming Productions

Cameron Diaz, whose breakthrough came with 1994's The Mask alongside Jim Carrey, attended to promote her forthcoming film Outcome. This satirical comedy, directed by Jonah Hill and co-starring Keanu Reeves and Matt Bomer, represents Diaz's return to prominent film roles. The movie will premiere exclusively on Apple TV+ on April 10, marking a significant addition to the platform's original content.

Diaz chose a sophisticated cream-colored top over a white bra for the event, wearing her hair up in a polished style that complemented her professional yet approachable demeanor.

Jennifer Garner's Dual Role

Jennifer Garner, who first gained attention in the late 1990s through the television series Felicity, made a striking appearance in an olive green sheer blouse tied at the front, paired with a knee-length black leather skirt and distinctive high-heeled Mary-Jane shoes. Beyond her acting role, Garner serves as executive producer for the Apple TV+ thriller series The Last Thing He Told Me, in which she portrays Hannah Hall opposite Nikolaj Coster-Waldau.

The series, which debuted its first season in 2023 set in Sausalito, California, will return for a second season based on the sequel novel The First Time I Saw Him, premiering on February 20, 2026. Rita Wilson has joined the cast for this upcoming season, adding further depth to the ensemble.

Michelle Pfeiffer's Continuing Legacy

Michelle Pfeiffer, whose 1990s dominance included memorable performances in Batman Returns, One Fine Day, and Dangerous Minds, presented a business-ready aesthetic with an ivory top, khaki oversized slacks, and brown pointy shoes. She continues to expand her remarkable career with the upcoming Apple TV+ series Margo's Got Money Troubles, premiering on April 15, 2026.

Produced by her husband David E. Kelley, this eight-part drama features Pfeiffer as Shyanne, mother to Elle Fanning's character Margo, exploring the complexities of single motherhood with the nuanced storytelling that has become a hallmark of Apple's original programming.

Additional Star Presentations

Elle Fanning brought elegant sophistication to the press day in a white button-down off-the-shoulder top paired with ivory slacks and chic gold stiletto pumps. Keanu Reeves appeared characteristically sharp in a black suit and white shirt, his salt-and-pepper facial hair adding to his distinguished presence.

Jonah Hill maintained a slender profile in a simple black top with glasses, while Harrison Ford, promoting his series Shrinking, opted for a casual yet polished combination of top, jacket, jeans, and black shoes, appearing notably fit and engaged.

Apple TV+'s Strategic Positioning

The event highlighted Apple TV+'s evolution since its launch as Apple TV+ on November 1, 2019. The subscription-based over-the-top streaming service, owned by technology giant Apple, has strategically positioned itself through its Apple Originals programming arm, Apple Studios. By attracting established talent like these 1990s icons alongside emerging stars, the platform demonstrates its commitment to quality over quantity in the increasingly competitive streaming landscape.

This gathering of Hollywood royalty at Barker Hangar represents more than just a promotional event; it signals Apple's serious investment in premium content that leverages both nostalgic appeal and contemporary storytelling. The combination of veteran actors with proven track records and innovative new projects suggests a carefully curated approach to content development that could reshape viewer expectations in the streaming era.