• Last weekend, former child star Thomas Brodie-Sangster married his now-wife, Talulah Riley
  •  While we’re over the moon for the happy couple, we can’t help but be surprised by the unusual pairing 
  • Here’s 10 other odd, headline-grabbing celebrity relationships… 
Talulah Riley and Thomas Brodie-Sangster
Talulah Riley and Thomas Brodie-Sangster Credit: Imago

Prepare to feel old – as Thomas Brodie-Sangster has tied the knot

That’s right – the former child star, who shot to fame aged just 13 as hopeless romantic Sam in the 2003 Christmas movie Love Actually, has married Talulah Riley.

And while we’re over the moon for the happy couple, we can’t help but think they’re a slightly odd pairing – mainly due to Riley’s ex-husband. 

The actor – who starred as Annabelle Fritton in St Trinian’s in 2007 – has been married not once, but twice, to bizarre billionaire Elon Musk. 

The Tesla founder, and now owner of Twitter/X, first wed Riley in 2010 after two years of dating. After divorcing in 2012, the pair remarried a year later – only to finally call it quits in 2016.

So although we’re thrilled at Riley and Brodie-Sangster’s romance – after the pair first met on the set of Pistol in 2022 – it got us thinking about other unlikely celebrity couples over the years…

Ryan Reynolds and Alanis Morrisette

While Ryan Reynolds is now happily married to Gossip Girl actor Blake Lively, he was once engaged to fellow Canadian Alanis Morrissette. 

The Ironic singer met the Deadpool star at Drew Barrymore’s birthday party in 2002, and he popped the question two years later. Finally calling it quits in 2007, Morissette wrote the album Flavors of Entanglement about their relationship. 

Tom Cruise and Cher 

It’s no secret that Cher loves a younger man – and back at the beginning of his career in 1985, fledgling Hollywood icon Tom Cruise dated the superstar.

“He was in the top five [of lovers]. It’s not a long list, just a good list,” Cher once revealed. “It could have been a great big romance, because I was crazy for him.” 

Macauley Culkin and Mila Kunis 

As mismatched couples go, Macauley Culkin and Mila Kunis rank fairly highly. 

The Home Alone star and That 70s Show actor started their relationship back in 2002, and kept it incredibly private for the nine years they were together. 

While their eventual break up was reportedly “horrible”, Kunis revealed in 2009, “We grew up together. You find a steady rock in your life, and that’s all you need. We have our ups and downs, but work through them.” 

Olivia Wilde and Harry Styles 

Fans of former One Direction singer Harry Styles were aghast by the news that he had a new girlfriend – Olivia Wilde, is 10 years his senior. 

The Don’t Worry, Darling director doubly shocked the world, as she split with her partner of nine years and father to her two children, Ted Lasso actor Jason Sudeikis, shortly before she started dating Styles. 

Zach Braff and Florence Pugh 

What does a former sitcom star have in common with one of the UK’s brightest young talents? Erm, it seems not much, actually. 

Scrubs alum Zach Braff began dating Little Women actor Florence Pugh back in 2019. While their 20-year age gap lasted three years, the pair split in 2022. 

Matthew Perry and Lizzy Caplan 

A Friends x Mean Girls crossover is the pairing we didn’t know we needed! 

Lizzy Caplan – who played goth Janis Ian in the classic noughties rom-com – dated the late Matthew Perry for six years until 2012.

Seth MacFarlane and Emilia Clarke 

She rocketed to fame as Daenerys Targaryen on Game of Thrones – but did you know that Emilia Clarke once dated Seth MacFarlane? 

That’s right – the British actor enjoyed a year-long relationship with the Family Guy creator until 2013, reportedly splitting due to the long-distance relationship. 

Bill Murray and Kelis 

After Milkshake singer Kelis lost her second husband Mike Mora to cancer in 2022, she had an unlikely shoulder to cry on – actor and comedian Bill Murray. 

Despite their almost 30-year age gap, the pair reportedly bonded over their losses, as Murray lost his older brother Ed in the last few years. 

“They’ve both shared relatively recent bereavements and have that common bond between them,” revealed a source. “Whatever it is that has brought them together, however unlikely it seems, they are both single and are having fun, despite the fairly big age gap.” 

The relationship wasn’t meant to be, however, and the pair split after a whirlwind summer together last year. 

Renée Zellweger Ant Antstead 

We’re sure all Ant Anstead’s Christmases came at once when he bagged a date with Renee Zellweger.

The reality star began dating the Oscar winning actor back in 2021 – and they’re still as loved-up as ever! 

Any of Pete Davidson’s relationships 

Hear us out – comedian and general oddball Pete Davidson has a habit of dating some of the most glamorous women in showbiz.

From Kim Kardashian to Ariana Grande (who even namechecked him in her song, Thank U, Next), or Kate Beckinsale to Phoebe Dynevor, Davidson always looks slightly mismatched from each of his long string of exes!

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Sophie Cockerham
Sophie Cockerham is a freelance journalist with more than seven years of experience. Her writing can be seen across titles such as Grazia, The Mail on Sunday, Femail, Metro, Stylist, RadioTimes.com, HuffPost, and the LadBible Group. Before starting her career, Sophie attended the University of Liverpool, where she studied English Language and Literature, before gaining her MA in Journalism on the NCTJ-accredited course at the University of Sheffield.