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Celebrity

Olivia Wilde, 41, Stuns In A Chic Trench Coat While On A Date With Her New 33-Year-Old Boyfriend As Sources Say: ‘They Are Falling In Love’

October 17, 2025 by Mariam Qayum
shefinds | Celebrity
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Olivia Wilde’s new romance appears to be blossoming, as the actress was spotted enjoying a cozy stroll with her boyfriend, Caspar Jopling, in Primrose Hill on Sunday.

Embracing the crisp fall weather, Olivia looked effortlessly chic in a classic tan trench coat left unbuttoned over an all-black outfit featuring a hoodie, matching sweats, and black sneakers. She accessorized with a green tote bag and sunglasses and carried her dog’s leash as she walked her fluffy companion.

Jopling, who finalized his split from singer Ellie Goulding in 2024 after five years of marriage, kept it casual in a navy blue sweater layered over a teal sweatshirt with trousers and black shoes. See their outfits here!

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Olivia Wilde Wears the Perfect Fall Coat for Date With New Boyfriend

At one point, the Tiffany & Co. ambassador was seen affectionately wrapping her arm around Caspar as he checked his phone, the two looking relaxed and happy together.

Last month, the Tron: Legacy actress and Jopling made their first public appearance together at W Magazine’s New York Fashion Week party, confirming their budding romance. Caspar, who works as an investor, is involved with The Pelican restaurant in West London—where he and Olivia were spotted enjoying a cozy three-hour dinner date, complete with red wine, according to reports.

He also has ties to its sister pub nearby, The Fat Badger. Sources close to the couple recently spoke to The Daily Mail, offering new insight into their relationship.

Caspar Jopling's Friends Say He Is 'Falling In Love' With Olivia Wilde

"Those pubs have allowed Caspar to date a world-famous actress under the radar for months. They always manage to get the best tables—little concealed spots in dark corners reserved for celebrities," a source said.

"They tend to go to The Fat Badger for date nights because it's an invitation-only pub with a secret smoking terrace upstairs." The insider added, "Caspar's friends think they are falling in love. Now they are ready to be open about their relationship, so you can expect to see them out and about together more often."

The mother of two previously dated pop sensation Harry Styles following the end of her seven-year engagement to Ted Lasso star Jason Sudeikis, with whom she shares two children. Before her romance with Caspar Jopling, the director was also spotted enjoying a courtside date with actor Dane DiLiegro at a Los Angeles Lakers vs. Boston Celtics game.

Author:

Editorial Assistant

Mariam is an Editorial Assistant and writer at SheFinds, covering everything from style and beauty to health and wellness. Splitting her time between New York and Philadelphia, she brings a sharp eye for trends and a passion for storytelling to the digital space. With a strong editorial background, she’s always exploring the latest in fashion, skincare, and wellness. When she’s not writing or pitching, you’ll find her in the kitchen experimenting with new recipes or planning her next travel adventure. You can reach Mariam at mariam@shefinds.com.

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