Olivia Wilde has most recently been linked to art dealer Caspar Jopling, Ellie Goulding’s ex-husband, after the two were photographed kissing and later seen together at events in London and New York Fashion Week in September 2025. However, neither of them has publicly confirmed the relationship, so their exact status is still unofficial and best described as “rumored dating / TBD.”

Quick Scoop: What’s Going On

  • Olivia was seen kissing Caspar Jopling in London in early September 2025, with eyewitnesses saying they looked very comfortable and affectionate.
  • About a week later, they were spotted together again at a New York Fashion Week party in New York City, further fueling dating speculation.
  • Reports describe them as a possible new couple, but note that neither has commented publicly, so there’s no formal confirmation.

Recent Dating Timeline

To give a bit of context around “who she’s dating now,” here’s a brief recent timeline:

  1. Relationship with Harry Styles
    • Olivia and Harry Styles’ relationship ended around 2022 and became one of the most talked‑about celebrity romances and breakups of that period.
  1. Rumored relationship with Dane DiLiegro
    • In January 2025, she was spotted looking cozy with former basketball player Dane DiLiegro at a Los Angeles Lakers vs. Boston Celtics game.
    • Sources at the time said she was dating, “having fun,” and not looking for anything serious.
  1. Rumored relationship with Caspar Jopling
    • By September 2025, she was photographed kissing Caspar Jopling during a dinner date in London and later seen with him during New York Fashion Week.
 * Coverage emphasizes that they appeared very affectionate, but describes the relationship as unconfirmed and still speculative.

Mini Table: Recent Romantic Links

Here’s a quick at-a-glance view of the recent public links around “who Olivia Wilde is dating”:

[3] [3] [3] [5][1] [1][5] [5][1][3] [7][3] [7][3] [7][3]
Person Timing Mentioned How They Were Linked Status Description
Harry Styles Relationship ended around 2022; referenced in 2025 retrospectives.Highly publicized past relationship.Ex-boyfriend; no longer together.
Dane DiLiegro January 2025 sightings at Lakers game.Spotted being affectionate at an NBA game; insiders said they were dating.Reported as dating and “having fun,” not serious; no later confirmation they’re still together.
Caspar Jopling September 2025 London dinner and NYC Fashion Week party.Photographed kissing in London; later seen together at a fashion event.Rumored new boyfriend; relationship status publicly unconfirmed.

Forum / Gossip Angle

If you scroll through pop culture and gossip spaces, the tone around Olivia’s dating life is:

  • People framing her post–Harry Styles era as a “low-key” dating phase where she keeps more of her personal life off social media and red carpets.
  • Speculation about a “pattern” of dating public figures (actors, musicians, athletes, and now an art dealer), but also recognition that she’s kept things much more private the last few years.
  • A general sense that, because there are no official statements, all current talk about her “boyfriend” is based on sightings and paparazzi photos, not confirmed labels.

In other words: the most up-to-date public info points to Olivia Wilde likely dating Caspar Jopling, but officially, it’s still just a rumored relationship based on recent outings and photos.

TL;DR: The latest widely reported situation is that Olivia Wilde has been romantically linked to art dealer Caspar Jopling after being photographed kissing and later appearing with him at events, but neither has confirmed the relationship, so her current dating status remains unofficial and could change as new information comes out.

Information gathered from public forums or data available on the internet and portrayed here.