Jennifer Aniston and Harry Styles exchanging 'flirty' messages

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Jennifer Aniston and Harry Styles exchanging
Jennifer Aniston and Harry Styles exchanging 'flirty' messages

Jennifer Anniston and Harry Styles are thought to be exchanging "flirty" texts, with the former Friends star "confident" their romance has a chance of working out.

54-year-old Jennifer got in touch with the popstar after he accidentally split his trousers right in front of her.

Harry, 29, had been performing onstage in Los Angeles when the embarrassing incident occurred, but Jennifer seems to have used it to her advantage and messaged the singer shortly after.

According to Jennifer's friends, Harry "ticks all the boxes" and she's already been discussing the idea of the two of them getting together.

"Jen had been joking with pals about who she could get together with next and there has been talk about Harry. He ticks all the boxes — he's successful, intellectual, edgy and cooler than almost anyone else," the source said.

Ashton Kutcher apologises to Harry Styles for 'acting a jerk' at karaoke party qhiquqidrziqdkinvAshton Kutcher apologises to Harry Styles for 'acting a jerk' at karaoke party
Jennifer Aniston and Harry Styles exchanging 'flirty' messagesJennifer Aniston reached out to Harry styles with a 'flirty' message (Getty Images)
Jennifer Aniston and Harry Styles exchanging 'flirty' messagesHarry had split his pants in front of the actress (WireImage)

They added that he is "totally in her league".

Harry had also admitted the actress was his first celebrity crush during an appearance on The Ellen DeGeneres Show back in 2020.

"Plus, of course, he's clearly into older women and has admitted he had a crush on her growing up, so she's confident this has a lot more chance of working out than some of her other recent matches.

"The way Jen sees it, she'd be crazy not to have some fun. Harry's got a great sense of humour and is totally chilled, they're a great match on paper," the insider told Closer magazine.

Jennifer Aniston and Harry Styles exchanging 'flirty' messagesThey've been described as a 'great match' together (AFP via Getty Images)
Jennifer Aniston and Harry Styles exchanging 'flirty' messagesJennifer is thought to have made the first move (Getty Images,)

Jennifer watched Harry perform last month as part of his Love On Tour which began back in 2021.

Jennifer wasn't the only celebrity enjoying Harry's concert, with Kylie Jenner, Trevor Noah and Ellen DeGeneres also in attendance.

The tour consists of seven legs spread over the course of 22 months. It will end in July in Reggio Emilia, Italy.

Jennifer has been single since splitting from her second husband Justin Theroux in 2017, after two years of marriage.

Harry previously dated Don't Worry Darling director Olivia Wilde.

The former couple called time on their relationship after two years of dating, with sources close to the pair blaming their busy schedules for keeping them apart.

Harry Styles wows fans with low cut glittery jumpsuit on Grammys red carpetHarry Styles wows fans with low cut glittery jumpsuit on Grammys red carpet

38-year-old Olivia was reportedly 'disappointed' and 'very upset' following the split, but has since been attempting to 'move on' from the ordeal.

Scarlett O'Toole

Jennifer Aniston, Harry Styles

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