Olivia Wilde, 41, Turns Heads During Romantic Night Out With Boyfriend in Los Angeles

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Olivia Wilde made a striking appearance in Beverly Hills on Thursday night, February 26, marking another high-profile outing with her boyfriend Caspar Jopling. According to reports, the 41-year-old actress, director, and producer turned heads in a stunning Oscar de la Renta gown at a private Los Angeles gathering.

The art dealer, 34, accompanied her for the evening, and the pair were seen enjoying each other’s company throughout the night. As the event wrapped up, Wilde and Jopling were spotted quietly leaving together, appearing very much in sync. Their relationship has moved quickly since they were first photographed sharing a kiss in London in September 2025.

Insiders say the romance has deepened over the past few months, with Jopling introducing Wilde to his inner circle of family and friends. The couple has become a fixture in Hollywood social circles, and sources say both are enjoying this new stage in their relationship while keeping much of it private.

The timing of this personal milestone coincides with a major professional high for Wilde. Earlier in January, she made headlines at the Sundance Film Festival, debuting two highly anticipated projects.

She directed and stars in The Invite, a marital comedy that features Seth Rogen, Penélope Cruz, and Edward Norton. According to industry sources, the film sparked a bidding war after its premiere, eventually being acquired by A24 for a reported $10 million.

The Invite follows a couple in a stagnant marriage who are forced to confront their relationship issues after receiving a very unusual dinner invitation from their neighbors. Critics who attended early screenings have praised Wilde for her sharp, witty direction.

Wilde has said in interviews that she enjoys tackling stories that mix comedy and real-life emotion, and The Invite is being hailed as a triumph that proves she can excel both in front of and behind the camera.

While Wilde’s career continues to reach new heights, she remains deeply committed to her children, Otis and Daisy, whom she shares with former fiancé Jason Sudeikis. The actress has often joked about how candid her kids are when giving their opinions on her projects.

They give me their opinions, they want to know what everything is about, she shared in a recent interview, noting that her children are always curious about who she works with and what each project entails. Despite her busy schedule, Wilde has emphasized that her children remain her top priority and that she strives to spend quality time with them whenever possible.

In addition to her work on The Invite, Wilde is preparing for the April 23 premiere of the second season of her Netflix sports comedy Running Point, where she stars as Isla Gordon, the president of a fictional Los Angeles basketball team.

The new season promises an expanded cast, including veteran actor Ray Romano, and further development of the humorous yet dramatic world of professional basketball. Sources close to the production say Wilde is heavily involved in shaping the creative direction of the show.

Wilde has also been active in the music world, releasing her debut studio album, Glorious, and teasing future live performances. She has spoken about her desire to balance her acting and directing commitments with her music, suggesting that 2026 will be a year where she continues to explore multiple creative avenues.

Beyond her professional life, Wilde seems to be enjoying her personal happiness, with frequent sightings of her and Jopling at low-key dinners, the gym, and other private moments around Los Angeles.

The combination of her rising career momentum, successful projects, and newfound relationship stability has fans and industry insiders alike excited for what the coming months will bring.

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