“She does date a lot more than people realize”: Angelina Jolie and Jennifer Aniston’s Dating Lives Are Not Similar at All After Brad Pitt Divorce

The contrast in Angelina Jolie and Jennifer Aniston’s dating life following their respective split from Brad Pitt.

Angelina Jolie and Jennifer Aniston are two of Hollywood’s most beloved stars who have made headlines not only for their careers but also for their personal lives, especially their romances.

And the one common name in their romantic history has been of the Hollywood star Brad Pitt.

Brad Pitt | Credit: Harald Krichel/CC-BY-SA-4.0/Wikimedia Commons
Both Jolie and Aniston were married to, and later split from the Fight Club star, which appeared to have left a contrasting impact on their dating lives.

While the FRIENDS star has become more open to exploring new romantic endeavors, Jolie has taken a step back from dating in recent years.

Jennifer Aniston is reportedly cautiously exploring more romantic connections

Jennifer Aniston and Brad Pitt’s romance continues to be a topic of conversation even two decades after their split.

The couple got divorced in 2005, almost five years after their marriage.

The split was not easy for Aniston, especially with the rumored romance of Pitt and Angelina Jolie, who started dating soon after their divorce.

However, The Morning Show star knew better than to stop herself from pursuing more romances.

Aniston has continued exploring following her split from the Bullet Train star, including her brief romances with Vince Vaughn and John Mayer.

She once again tied the knot in 2015 with Justin Theroux, as per People.

Jennifer Aniston in The Morning Show | Credit: Apple TV+

However, two and a half years after their wedding, they announced their separation.

Following her split from Theroux, the actress stepped back from dating until recently, as reports suggest that she has grown more cautious about her love life.

After denying her rumored affair with former president Barack Obama, she is now stepping back into the dating game, as per Life & Style.

“It’s all happening behind closed doors,” a source told the outlet.

The source also added, “She does date a lot more than people realize,” noting that privacy is one of her main concerns when it comes to her dating life.

And while Aniston is enjoying her love life away from the limelight and public scrutiny, Angelina Jolie has seemingly taken a heavy pivot from dating, especially following her split from Brad Pitt.

Angelina Jolie appears to have taken a step back from dating

Angelina Jolie’s last high profile relationship was with Brad Pitt.

However, the actress has a long and well-known dating history, with her romances being the talk of the town for many different reasons.

From Billy Bob Thornton to Brad Pitt, Jolie’s relationships were often marked by public display of affection and dramatic headlines.

Her romance with Mr. & Mrs. Smith co-star also became sensational, with the couple being dubbed as ‘Brangelina.’

Angelina Jolie in Maria | Credit: Netflix

Their relationship, marriage, and even their separation two years after their marriage have continued to interest people.

However, it has apparently become the last of her well-known and public relationships.

The Maria star later sparked romance rumors in 2021 when she was spotted at two dinners out with the singer The Weekend, as per People.

While sources stated that they had known each other “for some time” and reportedly bonded over their shared love for Ethiopia, it did not go anywhere.

In 2023, Jolie once again sparked interest in her romantic life when she was spotted at a lunch outing with British environmentalist David Mayer de Rothschild.

However, it was later revealed to be for business.

Is Angelina Jolie dating anyone in 2025?

As of now, Angelina Jolie is not dating anyone, and the actress has denied any romantic involvement.

Most recently, she was linked with the British rapper Akala in 2024 after The Sun reported that the two were spending time together in London.

However, a source close to Jolie later denied rumors, saying that she is just “close friends with Akala and his partner.” The source also told People, “Angelina remains focused on her family and is not dating at this time.”

Angelina Jolie | Credit: Harald Krichel/CC-BY-SA-4.0/Wikimedia Commons

Jolie suggested the same in a previous interview with WSJ Magazine, saying, “I don’t really have…a social life,” while sharing that her children are the closest people to her, as per People.

Recent reports have also stated that the actress is not interested in a romantic relationship, with a source telling US Weekly, “It’s hard for her to trust men after what she went through with Brad.”

The source also added, “She hasn’t sworn off men, but she’s not looking for anything serious right now.” 

For now it appears that Jolie remains focused on her family and work.