It’s fair to say nobody had A-List couple on their bingo cards but over the years there have been some even weirder celebrity couples.
Some people just make sense together like or and Ryan Reynolds but was not a pairing we ever thought we’d see.
The baffling world of celebrity means people who would never meet in the real world end up such as and Stephen Hawking – although we don’t believe they dated.
Whether it’s shocking breakups like Sophie Turner and , or chaotic short flings – looking at you Tyga and – there’s never a dull day in Hollywood.
We all make questionable choices when it comes to love but unfortunately for our favourite famous faces, these romances live on in pop culture history.
While 2023 was the year of and bringing back , we look back at some of the most random celeb couples we can’t believe we forgot about.
Tyga and Avril Lavigne
Starting off this list strong because we all need to revisit this, we as a society moved on from this pairing far too soon.
Skater Boy icon, Avril, has one of the most random dating histories ever spanning from her marriage to Nickelback’s Chad Kroeger to Brody Jenner.
This February, she split with , having been engaged for a year after they started dating in 2021.
Avril hit headlines as she, a controversial old flame of Kylie Jenner, sporting an gifted to her by the 34-year-old.
After a whirlwind romance, the in June with an insider saying the relationship has simply ‘run its course’.
Together no more but always in our hearts, this strangewill never be forgotten.
Cher and Tom Cruise
Epic, ridiculous, and lost to time, and’s relationship burned short and bright back in the early 80s.
The iconic couple – and in 1985.
Cher was 38 at the time to Tom’s 23 and had already been married and divorced twice when the pair hit it off.
There are very minimal details on this one but in 2013, Cher went as far as to label the actor as one of ever during a chat with Andy Cohen.
She admitted: ‘He wasn’t a Scientologist then. It was pretty hot and heavy for a little minute. He’s a great guy. The person that I knew was a great and lovable guy.’
Emily Ratajkowski and Eric Andre
In a baffling moment that nearly broke the internet, Emily Ratajkowski and Eric Andre posted last year.
The comedian appeared to be Emily’s second flame since shein September 2022.
She had also been in November but her brief ‘situationship’ with Eric turned a few heads after he posted the n**ed.n**ed picture of them both to his Instagram.
In an interview, Eric claimed he and the 31-year-old runway star thought the snap was ‘iconic’ and simply had to be shared with the world.
‘Emily popped up and took that picture. I was really in the moment, I was drinking wine, she started dying laughing, and she was like, “I have to take a picture of this”,’ said the comedian.
Unfortunately, days after the snap was posted, in a cryptic Instagram story.
Alanis Morrisette and Ryan Reynolds
These two didn’t just date, proposed to in 2004 and she said yes!
The Canadian duo met at a party hosted by Drew Barrymore two years earlier and graced red carpets with so much PDA we’re shocked they ever broke up.
Sadly they called off their engagement in 2006 … before getting back together and breaking up again two years later.
‘They remain close friends and continue to have the utmost love and admiration for each other. They ask that their privacy be respected surrounding this personal matter,’ their reps shared in a statement to at the time.
Her 2008 album, Flavors of Entanglement, addresses their fallout, especially with her track Torch and told : ‘It’s really about my grief.’
Ryan is now famously married to , sharing three children together.
Keira Knightley and Jamie Dornan
Not even sure where to start with this crossover but yes, the and Fifty Shades of Grey actor dated for two years.
and met in 2003 at a photoshoot and stayed together until 2005 but kept things totally low-key.
At this point, hadn’t even starred in his breakout film role – 2006’s Marie Antoinette – but was making his name known as a model.
Keira, however, was on an upward streak as she had been in hit films like Bend it Like Beckham, Phantom Menace, and of course,
The relationship remained a secret until after they had broken up, with the A Haunting in Venice actor saying he had felt ‘pressure’ by the high profile nature of it.
Emma Roberts and Chord Overstreet
This one is for all the long-suffering fans out there – remember when icon dated Chord Overstreet?
The turbulent Ryan Murphy crossover relationship started in 2011, breaking up and getting back together regularly over the course of the next year.
Apparently, they couldn’t keep their hands off each other as she visited him in London following the Glee Live! Tour, going public during a walk in the park.
Bliss didn’t last long though as at the time the romance was called ‘really immature’ by a source speaking to Star magazine, who added the pair were constantly fighting.
In a random turn of events, the pair were spotted together in 2020 seeming amicable as they attended a party as friends.
Chord was also spotted with another famous Emma in 2018 – Harry Potter’s Emma Watson – although the.
Renée Zellweger and Bradley Cooper
Maestro starand met on set for the horror movie Case 39.
The movie was actually made in 2006, but stayed in post-production for three years, leading to a little reconnection and romance in 2009.
had also dated Jim Carrey at this point in another bizarre couple.
She and Bradley stayed together until 2011 but kept things super private despite invasive paparazzi pictures plaguing them constantly.
They at the Oscars, happily chatting away and smiling so clearly things are perfectly civil.
Vanessa Hudgens and Josh Hutcherson
When you think of ’ exes most of the time that comes to mind – .
Little do fans know, she also dated another Hollywood heartthrob – .
and the High School Musical star dated at some point during their time filming 2012’s Journey 2: The Mysterious Island.
While the duo isn’t a wild leap to believe, the awkwardness around their breakup makes for a very strange romance indeed.
When asked if they were dating on the Today show in Australia, the silence was deafening until Josh uncomfortably answered: ‘We’re not… No. We were at one point, but she broke my heart.’
Realising what he said, Josh recovered and added: ‘I’m just kidding. That was a while ago, we’re just really good friends now.’
Katie Holmes and Jamie Foxx
For six years, and dated in secret (six years!)
She began the relationship after finalising her divorce from Tom Cruise in 2012, who she had married in 2006.
They decided to go public in 2015 but still kept things very private.
It wasn’t until 2019 that they decided to posing for photos and smiling for the crowds.
They left the high-profile event in a limo together, with snaps shared by designer Zac Posen – however, three months later things had soured and
Kim Kardashian and Pete Davidson
The lothario added none other than to his long list of beautiful conquests and had the reality star smitten from the get-go.
He has also dated Ariana Grande, Kate Beckinsale, Phoebe Dynevor, and Emily Ratajkowski, gaining a reputation for being one of
The pair dated for and regularly walked carpets arm in arm,
Despite calling it quits in August 2022, the bombshell and the former Saturday Night Live star with sources at the time citing business as the fault in their romantic stars.
Florence Pugh and Zach Braff
At Zach Braff dated Florence Pugh for around two years before .
The Scrubs star and the Don’t Worry Darling actress seemed to be as they adopted a dog together during quarantine.
However, in September 2022 Florence revealed they had
The low-key former couple are said to be amicable after the break-up, highlighted by a message Florence posted hitting out at haters over their large age gap.
She said: ‘I am 24 years old. I do not need you to tell me who I should and should not love and I would never in my life tell anyone who they can and cannot love. It is not your place.
‘The abuse that you throw at him is abuse that you are throwing at me, and I don’t want those followers. I do not want to have to be protecting my comments every time I post a picture of him. I really hope that I can continue this relationship with a lot of you.’
Janet Jackson and Matthew McConaughey
Okay there was no love for the ages here, but a date is a date and admitted he and had been for a romantic dinner.
They met in 2002 backstage at the Grammy awards and clearly hit it off, spending some time together in a more private setting.
‘We went and had dinner…that was sort of it,’ said Matthew admitted in 2019 on Watch What Happens Live.
Janet was a little more candid about their brief fling, saying in 2006: ‘I guess we did date… It was just for a minute; That’s why I am so hesitant to mention it.’
Madonna and Tupac
The raw sexual energy that radiates from means she could basically pull anyone she wants – maybe even .
However, Tupac Shakur and Madonna feels like a fever dream but we promise you this happened.
In 2017, TMZ posted a Tupac allegedly wrote to Madonna from prison in 1995, breaking up with her over her race.
The letter read: ‘But for me at least in my previous perception I felt due to my “image” I would be letting down half of the people who made me what I thought I was. I never meant to hurt you.’
Madonna did go on the record and confirmed their relationship in 2015, she told David Letterman: ‘I was dating Tupac Shakur at the time, and the thing is he got me all riled up on life in general. So, when I went on the show, I was feeling very gangsta.’
