Olivia Wilde'S Double Take: Harry Styles And Zoë Kravitz'S Romance Shakes Hollywood

  • By Avery
  • Sept. 20, 2025, 2:29 p.m.

Harry Styles and Zoë Kravitz: The Surprise Couple

Harry Styles' latest love interest, Zoë Kravitz, has sent shockwaves through Hollywood, and perhaps none feel it more than his ex, Olivia Wilde. Wilde and Styles had a whirlwind romance that began in early 2021, igniting while working on "Don't Worry Darling," and ended in November 2022.

Just last month, Styles and Kravitz were spotted looking cozy in Rome, sparking rumors that have set the gossip mills on fire. The pair, who have been seen on multiple occasions, even shared a dinner where Styles met Kravitz's legendary dad, Lenny.

“Olivia is surprised Harry is dating Zoe,” an insider shared, highlighting Wilde's discomfort with her ex's new romance.

Olivia Wilde's Reaction: Awkward or Unbothered?

While three years have passed since her split with Styles, Wilde's feelings about his new relationship are reportedly mixed. According to the Daily Mail, the situation is made more awkward since Kravitz is a close friend of Wilde's.

The insider continued, "It's like, why her? Why does he have to date people she knows? It's super awkward for her." Yet, another source paints a different picture, suggesting Wilde is unfazed by Styles' dating life, as her own love story with him is ancient history.

Harry Styles' Other Leading Ladies

Styles' romantic history is a who's who of Hollywood, including a brief fling with another of Wilde's friends, Emily Ratajkowski. The "As It Was" singer has also been linked to Florence Pugh, Taylor Swift, and Kendall Jenner.

The Zoë Kravitz and Austin Butler Connection

Before cozying up to Styles, Kravitz was seen with her "Caught Stealing" co-star, Austin Butler. They were spotted enjoying some quality time at a bar, but a friend insists it was purely platonic.

Not long after, the "Big Little Lies" starlet was with Styles, with sources claiming she's drawn to his effortless coolness and musical talent. "Zoe is attracted to musicians," a source noted, adding that Harry's demeanor reminds her of her father, Lenny Kravitz.

Meeting the Family

Styles' relationship with Kravitz has clearly reached new heights, with the singer even meeting her rockstar father. Their dinner outing was a significant step, underscoring the seriousness of their connection.

Olivia Wilde's New Romance

While Styles is making headlines with Kravitz, Wilde is not sitting idly by. She was recently seen enjoying a PDA-filled dinner with Caspar Jopling, Ellie Goulding's ex-husband.

Captured by Page Six, Wilde and Jopling were spotted sharing a passionate kiss outside a London restaurant, appearing comfortable and deeply engrossed in each other's company.

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Avery
Author: Avery
Avery

Avery

Avery runs the fast lane: tip triage, source vetting, and headline decisions in minutes. She specializes in “developing” items that turn into next-day exclusives, balancing speed with receipts. Expect tight copy, clean attributions, and zero fluff.