in

Inside Jennifer Aniston's doomed romance with John Mayer and blunt age-gap remarks

You might not remember it, but Jennifer Aniston and John Mayer were one of the hottest celebrity couples for a brief period in the noughties.

But their A-list romance soon turned sour and the stars split up soon after, and they’ve both been brutally honest about each-other after the break-up.

Between them, Friends star Jen and rockstar John boast an extensive dating record that includes some of the biggest names in showbiz.

READ MORE:Jennifer Aniston, 53, strips totally topless in steamy shower video for new project

John’s past relationships include the likes of Taylor Swift, Katy Perry, and Jessica Simpson, whilst Jennifer has dated Brad Pitt, Justin Theoreux, Paul Rudd and Vince Vaughn.

Jen and John met at an Oscars party in 2008 – and hit it off straight away
(Image: Getty Images North America)

It all started when Jennifer met the Your Body Is A Wonderland singer at a glitzy Oscars party in February 2008.

The pair saw each other again a week later and, as Jennifer told Vogue, “that was that.”

Jen and John were snapped looking smitten outside hotels and various events, such as the 81st Oscars in February 2009.

But sadly, things didn’t work out for the pair and they had to endure a highly-publicised split shortly after their last public outing at the Oscars.

The A-list couple dated between 2008 and 2009
(Image: FilmMagic)

It seemed the couple had struggled to maintain their relationship due to conflicting work schedules, and they had already broken up once before in August of the previous year.

After the first split, John said: “I ended a relationship to be alone because I don’t want to waste somebody’s time if something’s not right.”

One source claimed that the pair broke up for good when Jennifer returned from a press trip in Europe, and another alleged it was John who ended things.

A third report claimed it was a mutual decision, but the floods of headlines seemed to get to John.

The pair reportedly broke up twice
(Image: Getty Images)

At one point, John reportedly told paparazzi: “If you guys are going to… run every lie under the sun… have me as a man who ended a relationship.”

Both Jen and John spoke out about their doomed romance afterwards, and some of the comments were rather blunt.

Back in December 2008, after the first split, Jen told Vogue: “‘He had to put that out there that he broke up with me,”, adding: “And especially because it’s me. It’s not just some girl he’s dating. I get it. We’re human.”

But she went on to speak fondly of him: “We care about each other. It’s funny when you hit a place in a relationship and you both realize, we maybe need to do something else, but you still really, really love each other. It’s painful.

John and Jen struggled due to conflicting schedules, reports suggested
(Image: WireImage)

She added: “There was no malicious intent. I deeply, deeply care about him; we talk, we adore one another. And that’s where it is.”

John seemed to suggest Jennifer, who is eight years his senior, was too old for him during an interview with Playboy.

His controversial comments were: “I’ll always be sorry that it didn’t last,” before adding: “In some ways I wish I could be with her. But I can’t change the fact that I need to be 32.”

The hitmaker appeared to take another swipe at her age when he spoke about her relationship with technology.

He said: “If Jennifer Aniston knows how to use BitTorrent, I’ll eat my f***ing shoe.”

The pair were snapped in the pool in Miami, Florida
(Image: FilmMagic)

“One of the most significant differences between us was that I was tweeting. There was a rumour that I had been dumped because I was tweeting too much. That wasn’t it, but that was a big difference,” he claimed.

John added: “The brunt of her success came before TMZ and Twitter. I think she’s still hoping it goes back to 1998. She saw my involvement in technology as courting distraction.”

Like Jennifer, John had plenty of nice things to say about his former flame, telling Playboy she was: “the most communicative, sweetest, kindest person.”

Despite the pair breaking up, it seems they’re still friends
(Image: Getty Images)

He went on: “That pearl of possibility that lives in your heart when you meet somebody you want to know more about has such a different molecular density than everything else that you have to pursue it.

And I wouldn’t undo it, man. Because if it had worked out, I would have reaped the benefits. I would be sitting here saying, ‘What I have when I go home is the thing I’ve always wanted.”

Despite their whirlwind splits, John and Jennifer have remained friends and Jen even commented laughing emojis on one of John’s Instagram Live posts.

The singer had been sharing a story about the late Bill Withers in 2020 when Aniston reportedly commented three cry-laughing emojis.

For more of the latest showbiz news from Daily Star, make sure you sign up to one of our newsletters here.

READ NEXT:

Source: Celebrities - dailystar.co.uk


Tagcloud:

Lenny Henry shares secret to three-stone weight loss after becoming a 'bit diabetic'

EastEnders' Milly Zero branded 'prettiest girl' as she wows with soap co-stars after NTAs