![]() ![]() The insider further added that Aniston is "doing her best to land a date" with Styles and that she is quite confident of a ‘real shot’ with Harry.įor the unversed, Harry Styles and Don’t Worry Darling director Olivia Wilde are reportedly 'taking a break' after dating for nearly two years. but sadly Caroline died by suicide at the age of 40 in Feb. ![]() If reports are to be believed, Aniston, 54, "has all his songs on her playlist and has heard great things about him through mutual friends." In mid-November, news breaks of Olivia Wilde's split from Jason Sudeikis, with People calling the breakup 'amicable,' and noting the former couple's dedication to their two children, son Otis. Harry Styles, 28, and Olivia Wilde, 38, first met and sparked their connection when he joined the cast the actresses psychological thriller Dont Worry Darling. Harry Styles replaced Shia LaBeouf in 'Dont Worry Darling.' Evan Agostini/Invision/AP The publication reported that LaBeouf exited the project because of a scheduling conflict. From Taylor Swift to Olivia Wilde, take a look at Harry Styles' girlfriend history and meet his new lady love. While he knows he's got some work to do in convincing Jen to take him seriously as a suitor, it's something he'll be doing.” They also said that the 29-year-old singer is not interested in ‘casual fun’, but is rather ‘very serious’ about the actress.ĭoes Jennifer Aniston have a crush on Harry Styles?Įarlier, it was reported that not only Harry, but Jennifer too has a crush on him, and that she does not mind the 25-year age gap between them.Īnother source informed the publication earlier that Jennifer has always drooled on Harry. On today’s episode of The View, the hosts discussed the backlash that Harry Styles and Olivia Wilde ‘s relationship has received based on their 10-year age difference, and debated whether. The source further claimed, “It's no secret Harry prefers older women. (Stephen Lovekin/Shutterstock) Harry and Emily were spotted kissing in Tokyo, Japan in late March 2023. They further added that Styles even invited Jennifer backstage after the show. “Rumour is he personally sent Jen concert tickets because he's had a thing for her for at least two decades," the source said. Harry Styles is reportedly ‘serious’ about dating Jennifer AnistonĪn insider told New Idea Magazine (via The News) that the As It Was singer is pursuing Jennifer Aniston ‘relentlessly’. His latest flame, Olivia Wilde, is 10 years his. I mean, this is a family show." Jennifer was seen laughing in the audience. Januat 9:13pm PM EST MEGA Fans of Harry Styles know that the Sign of the Times singer has never had a problem dating older women. I feel I must apologize to a certain few of you right down in the front there. A visibly embarrassed Harry then addressed the crowd and said, “My trousers ripped. ![]()
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