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Home»Entertainment»Jack Whitehall’s Starry Romances Before Marrying Roxy Horner
Entertainment

Jack Whitehall’s Starry Romances Before Marrying Roxy Horner

dramabreakBy dramabreakApril 18, 2026No Comments3 Mins Read
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Jack Whitehall’s Starry Romances Before Marrying Roxy Horner
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Jack Whitehall Gears Up for Wedding to Model Roxy Horner

Comedian Jack Whitehall, 37, prepares to wed model Roxy Horner in a high-profile ceremony. The couple announced their engagement in December 2024, following their romance that began in 2020. They welcomed daughter Elsie in September 2023.

High-Profile Past Relationships

Jack’s dating history includes notable connections with celebrities. In 2018, he shared a kiss with actress Kate Beckinsale, 52, at a London karaoke bar after a dinner date at Craig’s in West Hollywood. Witnesses described the pair as smitten while snuggling in a corner booth, though the spark faded quickly.

In 2019, Jack exchanged flirty Instagram interactions with Paris Hilton. The socialite left playful comments on his posts, and he liked her photos, including one on a stripper pole. Paris reportedly called him ‘gorgeous’ and hosted him at her lavish Beverly Hills birthday party. Their flirtation started when Jack hosted the BRIT Awards, prompting her to follow him online.

Rumors have also linked Jack to singer Dua Lipa, presenter Kirsty Gallacher, and influencer Roxie Nafousi. He shared a six-year relationship with actress Gemma Chan, which ended in 2017 over differing views on starting a family. The pair met on the set of his comedy-drama series Fresh Meat in 2011 and both built successful careers.

Whirlwind Start to Romance with Roxy

Jack described their relationship’s unusual beginnings in a recent interview. After just three dates, Roxy flew from Australia to London. COVID-19 lockdowns soon forced them into a shared house with his brother and partner. ‘I said: “Come back to England and we can hang out.” She flew over and pretty soon after that we went into lockdown,’ Jack explained. ‘We were suddenly in a sort of house share… It helped that the government said she couldn’t leave my house. It was a good way to guarantee quality time together.’

They dove deep into the relationship without typical steps like meeting families or friends.

Roxy’s Extravagant Hen Party

Roxy celebrated her hen do with a vibrant London weekend. Highlights included karaoke at Bunga 90, a private dinner, and a dance lesson from former Strictly Come Dancing pro Luba Mushtuk. The group learned a Pussycat Dolls routine, with Roxy twerking in a fringed leotard, baseball cap, hoodie, and ankle boots.

A surprise lap dance from a Magic Mike-style stripper at Hippodrome Casino left her stunned front-row. She dazzled in outfits like a plunging lace bodysuit, a £595 Nadine Merabi sequin minidress, and a white ‘wife’ cowgirl hat. Her mother-in-law-to-be, Hilary Whitehall, joined in a pink sequin blazer and trousers.

The party enjoyed cocktails at a rooftop bar, a personalized meal at Mr Porter with carpaccio, grilled prawns, and rib-eye steak, and limo rides. Roxy gifted custom pyjamas, bags from Gigi and Olive, and decorated her art’otel London Hoxton room with ‘Marriage Material’ balloons.

Jack’s Lively Stag Do Adventures

Jack’s stag do featured a six-hour Soho pub crawl starting at 11 a.m. with Guinness. Joined by James Corden, Jamie Redknapp, and Lawrence Dallaglio, he wore an inflatable crown, Tottenham Hotspur shirt, and cape. The group hit the Devonshire pub, risqué cabaret spot The Box, mini-golf at Swingers, and the Soho Hotel bar.

Recalling the ‘relatively sensible’ night on Radio X, Jack said: ‘[It was] pretty tame. I started with Guinness at about 11 o’clock in the morning. Which was not that wise. I have a sort of patchy memory about what sort of happened in the evening.’ News reports the next day filled in the details for him.

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