Inside Brad Pitt and Jennifer Aniston’s post-Oscars getaway

Now that awards season’s over, it’s time to celebrate

Brad Pitt and Jennifer Aniston

by heat staff |
Updated on

There was only one real winner this awards season: step forward Brad Pitt. Not only did Hollywood’s golden boy get his first Oscar, capping off a winning streak that’s seen him take home every major prize for his supporting role in Once Upon A Time in Hollywood, he also got the girl. Not just any girl, but Jennifer blinking Aniston, his one true love (don’t fight us on this), righting a wrong that started 15 years ago when they split.

According to insiders, the former married couple are eager to see where their fledgling reunion might lead them, and now that the Oscar’s in the bag, they have the space to do just that…starting with a very private getaway.

Brad Pitt and Jennifer Aniston at the SAG Awards
©Getty

“Brad and Jen have a secret date set to celebrate his Oscar win,” says an insider close to the reunited exes, who hit headlines worldwide last month, after being snapped embracing at the SAG Awards.

CHECK OUT all of Brad Pitt's girlfriends and wives

Gallery

All The Women Brad Pitt Has Dated

Sinitta1 of 11

Sinitta

Back in Sinitta's pop-star days, she dated Brad for FOUR YEARS. WHO THE HELL KNEW? They even attended the 1988 Smash Hits Poll Winners Party together before splitting that year.

Robin Givens2 of 11

Robin Givens

In a cough very Brangelina move, Brad dated Robin from 1986-7, while he was still with Sinitta. She was also married to Mike Tyson at the time, double Brangelina move. Smh.

Christina Applegate3 of 11

Christina Applegate

This Queen of absolute savagery took Brad to the MTV Movie Awards in 1989, only to sack him off half way through for someone else. I mean at this point, he needed knocking down a peg or two.

Jill Scholeon4 of 11

Jill Scholeon

Meeting on the set of Cutting Class in 1989 cough so Brangelina cough, this couple got enganged for three months! The short-lived engagement ended when she met someone else on the set of another film. We're starting to understand where Brad got some of his ethics from...

E.G Daily5 of 11

E.G. Daily

The voice of Tommy from Rugrats and Pheobe's arch nemesis in F.R.I.E.N.D.S, E.G. Daily dated Brad in 1989 too. Quite a busy year for him wasn't it...

Juliette Lewis6 of 11

Juliette Lewis

The year Brad seemingly dated everyone and anyone he could, 1989, he also met Juliette Lewis, whom he was with for four years! He was 27 at the time, while she was only 17, but she's only spoken highly of their time together since.

Geena Davis7 of 11

Geena Davis

Brad's former roommate, Jason Priestly, dropped him in it with this revelation. The couple reportedly met on-set of Thelma & Louise but according to Jason met off-set also... in the same year he was still with Juliette. I've never tutted so many times.

Thandie Newton8 of 11

Thandie Newton

In another episode of Brad can't get a date off a film set, him and Thandie met on Interview with a Vampire and dated for a few months in 1994.

Gwyneth Paltrow9 of 11

Gwyneth Paltrow

Brad and Gwyneth met filming Se7en, but didn't date until 1994, getting engaged in 1996. Despite referring to her as 'the love of his life' at the Golden Globes, they called off their engagement after seven months.

Jennifer Aniston10 of 11

Jennifer Aniston

The most infamous of infamous couples, Brad and Jen met after being set up on a blind date. Engaged after 2 years and married in 2001 (to the tune of $1 million). Three years later, he met Angelina Jolie and one year later officially announced their divorce.

Angelina Jolie11 of 11

Angelina Jolie

In possibly the most controversial celeb hook-up of all time, Brad and Angelina met filming Mr & Mrs Smith and admitted to falling in love on set. They claim not to have got involved during filming, but forming an emotional connection is involvement enough for me. Of course, the duo became a power couple soon after, dating for 12 years and having six children together. Despite their dubious meet cute, the couple's divorce announcement in 2016 broke hearts around the world.

“They briefly rubbed shoulders at Guy Oseary’s Oscar after-party, but they avoided any PDAs. But now they have plans for some quality time together at an exclusive LA hotel, the San Vicente Bungalows. It’s the only place outside of their homes where they can be guaranteed anonymity as guests are forced to check in their phones on arrival.

"They also want a holiday to Cabo in Mexico – where they can sunbathe and enjoy lavish dinners – and are currently working out the logistics of it all. They’re both excited about spending time together now the madness of awards season is over and Jen is feeling so happy that Brad is back as Hollywood’s top star. She watched the Oscars at a private party and was beaming with pride when he won."

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There’s no doubt that Brad and Jen are loving life right now. They’ve both seen their careers hit unprecedented highs, while Brad in particular has had a major turnaround – professionally and personally – after getting sober two years ago.

Apparently, his glittering comeback, coupled with his budding reunion with Jen, has got him feeling nostalgic, and he’s ready to take things to the next level.

“They’re both excited about spending time together” we’re told. “They're delighted that they're back to being a huge part of each other’s lives again.”

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