Prince Harry Was ‘Obsessed’ With Jennifer Aniston and Even Texted Her

Long before there was Meghan Markle in his life, Prince Harry was “obsessed” with another actress — and even reportedly pursued her, sending texts in hopes of nabbing his celebrity crush’s attention. Back in the day, Prince Harry had a thing for actress Jennifer Aniston.

Prince Harry, Duke of Sussex attends the Sentebale Audi Concert at Hampton Court Palace
Prince Harry | Mark Cuthbert/UK Press via Getty Images

Prince Harry had a crush on Jennifer Aniston

Back when Jennifer Aniston posed famously for GQ magazine in 2009, wearing only a man’s necktie, it caught the attention of a young Prince Harry. According to one writer, Prince Harry believed Aniston was “princess material” and got her phone number and contacted her.

The two reportedly exchanged messages, but nothing ever came of it because Aniston thought their age difference was a deal breaker — he is 16 years younger than the actress.

According to The Mirror, Author Ian Halperin, who is writing a book about Aniston, claims: “Harry was infatuated with Jen for years. He told friends she was ‘princess material’. He visited LA and was partying heavily with models there.”

Halperin continued: “He told a close friend his favorite actress was Jen and got her number. He texted her and sent emojis. One source told me Jen was aware of Harry’s crush but didn’t want to lead him on because of the age difference.”

A spokesman for Aniston denied the claims that Prince Harry texted her, calling them “false.” Halperin, however, said, “I stand by everything in the film and book.”

Prince Harry and Markle started dating in 2016

Of course, though his first celebrity crush didn’t quite work out, Prince Harry did find his happy ending, finding love with Suits actress Meghan Markle. The couple were set up on a blind date and quickly fell in love.

In the couple’s first post-engagement interview with BBC, Prince Harry revealed the moment he knew Markle was “the one,” sharing: “When I walked into that room and saw her and there she was sitting there, I was like ‘Okay, well I’m going to have to really up my game here.”

They were engaged in 2017 and married on May 18, 2018.

Prince Harry was having a ‘fling’ with another woman while dating Markle

Royal biographer Angela Levin claims that Prince Harry was dating another woman at the same time as Markle, revealing in her book, Harry: Conversations with the Prince: “During the very early stages of his relationship with Meghan, Harry was thought to have gone on dates with Burberry model Sarah Ann Jacklin.”

Levin added: “They met at a private party, he took her number and bombarded her with texts. But it turned out to be just a fling.”

The author further noted that things between Prince Harry and the model never quite gelled, sharing: “A friend said: ‘They got on but are quite different. She is very clean-living and barely drinks, and in that respect they were on a different wavelength. Harry was a bit noncommittal.’”

She added: “There has been some confusion too about whether or not Meghan had at the time broken up with her boyfriend of two years, celebrity chef Cory Vitiello.”