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Home » Will Best admits proposing to his fiancée while on holiday was a ‘mistake’
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Will Best admits proposing to his fiancée while on holiday was a ‘mistake’

By staff24 July 2025No Comments4 Mins Read

After popping the all-important question to his long-term partner Tobi Rose last year, Big Brother presenter Will Best has now revealed why it was a mistake

Will Best in a black blazer with an orange background behind him in a promo photo for Celebrity Big Brother.
Will Best admits proposing to his fiancée while on holiday was a ‘mistake’(Image: ITV)

Will Best has revealed that it was a “mistake” proposing to his long-term girlfriend while they were on a romantic holiday last summer.

Last July, the Big Brother presenter, 40, finally popped the question and proposed to his girlfriend of over a decade, stylist Tobi Rose. The TV star, who co-hosts the ITV reality TV show alongside AJ Odudu, got down on one knee to propose to his future wife during a romantic trip abroad and said at the time that he couldn’t wait to “celebrate making it down the aisle”.

Will, who first gained fame co-hosting TV show T4 before landing the Big Brother gig last year, took Tobi on a romantic trip to Italy and proposed in the stunning setting of Tuscany.

At the time of their engagement, a friend close to Will said: “It’s been a long time coming, but Will and Tobi are finally engaged.” They added: “Naturally, they are both overjoyed and can’t wait to celebrate making it down the aisle.”

Will and Tobi have been together for over a decade
Will and Tobi have been together for over a decade (Image: Will Best/Instagram)

Despite the romantic gesture, Will has now revealed that proposing while on holiday with Tobi wasn’t the best idea in the grand scheme of things. The TV star had revealed that he and his future wife have yet to even start planning their wedding, one year after the romantic engagement.

However, after popping the question to Tobi in Tuscany, Will has revealed that his other half is dead set on tying the knot in Italy too.

Speaking about why his engagement could have been a mistake, Will joked: “It was lovely. It was really nice. The only problem is now my fiancé is like, “oh, let’s get married in Tuscany too. But that just sounds expensive,” he told Mail Online.

While Will is in no rush to walk down the aisle and say his ‘I do’s’, Tobi can’t wait to become his blushing bride after being in a relationship with the TV star for over a decade.

Will popped the question last July
Will popped the question last July(Image: Will Best/Instagram)

Speaking in the new interview, Will joked that he told Tobi about a segment he previously did while working on Hits Radio. Will and his team spoke to several couples who waited years before actually tying the knot after getting engaged. One couple even waited a whopping 32 years after their engagement.

Will also admitted that he’s the kind of person to take things slow in a relationship, even confessing that he and Tobi didn’t take their first holiday abroad until 11 years into their relationship.

“We’d done a decade without a proper holiday, because we’re both freelancers, and every time I booked a holiday, work would come up, or every time something would happen which meant I couldn’t do it,” he revealed.

“So we would holiday sporadically and briefly – lots of city breaks, lots of weekends away, which is still great, but your long, fully unplugged holiday, that took us a long time. Also, because I travel a lot with work, it kind of always felt like my my travel itch was being scratched all the time, and she travels a lot with work as well, like she goes on shoots abroad for weeks at a time.”

Will and Tobi share an adorable pet pooch
Will and Tobi share an adorable pet pooch(Image: Will Best/Instagram)

When it comes to his personal life, Will likes to keep it under wraps generally, but he has shared some glimpses into his relationship on social media. He and Tobi share a beautiful home as well as an adorable pet dog. The couple don’t yet have any children.

On one of their anniversaries, Will posted a gorgeous picture of the two of them commemorating the significant milestone and gushed about how much Tobi means to him.

At the time, he penned: “Twelve years ago today I met this truly one in a 7.88 billion human being. She was even my first ever Instagram post.

“And if you scroll right you’ll see that, as well as being the love of my life, she’s also frighteningly true to her word.” Accompanying the romantic post, he shared another picture featuring a comment from Tobi circled from the old photo, saying: “I’ll never leave you.”

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READ MORE: ‘I tried Emma Stone’s hooded eye make-up trick that has fans saying she’s had a facelift’

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