Jennifer Aniston's New Man Reportedly 'Intimidated' By Her Past Relationship With Brad Pitt

Jennifer Aniston's new relationship is reportedly being affected by her past romance.

The actress is currently dating Hypnotist Jim Curtis, but reports claim he is "deeply intimidated" by her past high-profile relationship with Hollywood star Brad Pitt, whom she married in 2000, before their divorce five years later.

In recent years, the former lovers have seemingly rekindled a friendly relationship, with Brad Pitt even attending Jennifer Aniston's 50th birthday celebration in 2019.

After hard launching their relationship last November, Aniston reminded the public of her blossoming romance with Curtis when she shared a sweet snapshot with the hypnotist visible in the background on Valentine's Day.

However, despite the subtle but clear stamp of love, it appears that Curtis is still troubled by her past, particularly her former romance with Hollywood veteran Brad Pitt.

Pitt and Aniston were married for five years, and despite their 2005 split, their relationship still resonates within industry circles.

They have also seemingly remained amicable, as evidenced by Pitt's appearance at Aniston's 50th birthday celebration in 2019.

All of these have allegedly left Curtis feeling he is not up to par, especially given Pitt's glittering Hollywood career.

"Jim is deeply intimidated," one insider said, per a report. "Brad Pitt isn't just an ex-husband. He's a cultural icon — one of the sexiest men to ever live. That body alone became part of pop history."

According to other sources who spoke to Rob Shuter's #Shuterscoop, Curtis is aware that conversations about Brad Pitt and Aniston's past relationship persist, even as his own relationship with the actress continues to flourish.

This has at times made things feel overwhelming for him, even though he is not actively trying to compete with Aniston's past.

"The Brad-and-Jen narrative never really died," said an insider. "It's not that Jim thinks he's competing — it's that he's stepping into something the public still romanticizes."

"He's confident, but he's human. When your girlfriend's former marriage is still treated like unfinished business by fans, that's a lot to carry," a second source echoed.

For her part, Aniston appears focused on the here and now, even as Hollywood continues to fixate on her past.

Rumors that Aniston and Curtis were romantically involved surfaced in mid-2025 and were officially confirmed by US Weekly in July.

At the time, the outlet claimed that the duo "are being super private but have been spending a lot of time together."

The claim was later confirmed by the Daily Mail, which also noted how excited Aniston's friends were about the relationship.

"Jennifer is dating Jim and is very happy, but she's still taking things slowly for now. Her friends have been buzzing with excitement over the new romance, and those who have met him think they are a perfect match," a source shared.

"Jen feels very connected to Jim, as they have the same level of emotional intelligence, unlike some of her previous suitors," they added.

That same month, People Magazine revealed that the duo was introduced by friends and that Aniston feels Curtis is "very different from anyone she's dated before."

Last November, Aniston took to Instagram to show off their romance by sharing a loved-up photo of the two of them to celebrate Curtis turning 50.

"Happy birthday, my love," captioned the black-and-white photo, which marked her first public acknowledgement of her romance with Curtis. She also added the word "Cherished," alongside a heart emoji.

At the time, Curtis reciprocated the show of love with pictures of them on his page. He added the caption, "If this is a dream, I don't want to wake up."

More recently, he gave back the same birthday energy with a tribute to Aniston when she turned 57 earlier in the month.

He shared a monochrome picture of himself with Aniston sharing an intimate kiss and another of them laughing intensely while posing for the camera aboard what appeared to be a yacht.

Curtis also added a "HBD my [heart]," captioned alongside a funky birthday song playing in the background.