“He dated us both”: Sandra Bullock’s Failed Romance With a Hollywood Star Led to Life-Long Friendship With Jennifer Aniston

Sandra Bullock is regarded as one of the most talented and respected actresses in the industry. Bullock appeared in the action movie Speed in 1994, which became her gateway to leading roles in movies including A Time to Kill, While You Were Sleeping, and Hope Floats. She has been highly lauded for her performances in movies including Miss Congeniality, Ocean’s 8, Two Weeks Notice, The Proposal, and more.

People Magazine named the actress the Most Beautiful Woman in 2015. Sandra Bullock is also known for being a great friend. One such friendship she shares is with FRIENDS star Jennifer Aniston. The two of the famous faces in the industry have been friends for a while, and they have one ex-flame to thank for it.

Sandra Bullock and Jennifer Aniston talk about their instant connection

Two of the most successful and popular leading ladies, Sandra Bullock and Jennifer Aniston, have been friends for a very long time, and fans find their friendship simply endearing. Talking about their instant connection, Bullock and Aniston shared about their first encounter in Aniston’s cover story for Interview Magazine in 2020.

The actresses went on to reveal that they were introduced to each other courtesy of their ex, Tate Donavan, at a Golden Globes party. Donavan dated Bullock from 1990 to 1994, whereas Aniston and Donavan were linked from 1995 to 1998. Donavan and Bullock were reportedly engaged before they called it quits. In speaking to the magazine, Bullock said,

He was a very patient human being, given that he dated us both.

Aniston chimed in to say that Tate Donavan seems to have a type, with Bullock describing her as ‘talented, funny, kind, introspective, and generous.’ Lovers of architecture and interior design, Aniston added. The Bird Box actress went on to describe her first impression of Aniston and said,

I remember the first thing I thought of you was, ‘A beautiful woman who has extraordinary timing is almost impossible to find.’ You allowed yourself to look foolish, heartbroken, and clumsy, like an idiot. I think that’s why everyone feels so comfortable in your presence.

Bullock also noted that Aniston has a way of pushing joy and positivity, and while she does her work, she also does it so effortlessly with everyone she allows in her home. A source shared with US Magazine that the two of them could have easily been rivals as they were up for the same jobs at times, but instead, they decided to be each other’s biggest supporters. The two of them being represented by the same team at the agency also helped in strengthening their friendship.

Sandra Bullock and Jennifer Aniston lean on each other during tough times

Bullock and Aniston’s friendship is not just about spending the happy times together, as the actresses have given each other the shoulder to rely on during their tough times, respectively.

Hola! Reports that the duo stuck by each other during Aniston’s divorce from Brad Pitt and Justin Theroux, and The Morning Show actress was there with Bullock when her longtime partner Bryan Randall passed away after his battle with ALS.

The pair were spotted at Sarah Paulson’s play Appropriate and reportedly had a great time together. The source adds,

Sandra and Jen were seated next to each other in the theater and were chatting and laughing together during intermission. Sandra and Jen were linked at the hip all night. They were having a great time together.

The sources have shared that both actresses have immense respect and love for each other. The fact that they have similar personalities and are both fearless just makes their friendship effortless. Sources have also stated that the two of them have a great sense of business intelligence, adding that there simply aren’t a lot of other actresses out there to whom these two can relate so well with their careers. Thus, they blend in well.