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Sandra Bullock is currently not dating anyone after the unfortunate passing of her longtime partner Bryan Randall in 2023. However, she is known to have dated a few high-profile stars including some of her co-stars. Interestingly, the media didn’t catch on to these relationships until later, despite the actress dropping clues during her press interviews.
Sandra Bullock in a still from The Proposal | Credits: Walt Disney StudiosBullock dated A Time to Kill co-star Matthew McConaughey. While Bullock was a star then, it was McConaughey’s first lead role in a drama. They dated from 1996 to 1998. In 2002, she fell for another co-star. After filming Murder by Numbers, she and Ryan Gosling dated for some time until 2003.
Sandra Bullock wasn’t exactly discreet about two of her high-profile relationships
Matthew McConaughey and Sandra Bullock in A Time to Kill | Credits: Warner Bros. PicturesSandra Bullock famously dated co-stars and A-listers Matthew McConaughey and Ryan Gosling. This was before both McConaughey and Gosling found their respective partners in Camila Alves and Eva Mendes. When Bullock was dating McConaughey, it wasn’t headline news but Bullock didn’t try to keep it a big secret either.
During an interview with Cosmopolitan, Bullock opened up about her relationships. Bullock shared that she had a hard time being “just friends”. She shared that she would pursue a relationship if both the man and woman share great chemistry and are single. She shared that movie sets were breeding grounds for relationships and added that one needed a good set of rules going into it. She shared:
I have a hard time being just friends. My feeling is, if youre both single and you’re not hurting anyone, do it, have a great time. But if you’re committed, walk away. You have to have a really good moral backbone. […] Movie sets are breeding grounds for that kind of stuff, so you just have to have a good set of rules going into it.
The interviewer then pointed out that Bullock told the press she was friends with McConaughey and refrained from using the word “just”. She was dating him at the time and the description wasn’t technically true. When asked about a romance with Gosling which was ongoing at the time, she joked:
Let me see if I can answer that politically and correctly. We’re friends…If you were to add the word just, it would probably be a bit of a lie. So I’d say we’re friends.
Bullock went on to marry Monster Garage host Jesse James in 2005. However, the relationship ended right around the time she won an Oscar because of cheating allegations against James.
What did Matthew McConaughey and Ryan Gosling think of Sandra Bullock?
Sandra Bullock and Ryan Gosling in Murder by Numbers | Credits: Warner Bros. PicturesMatthew McConaughey had the hots for another co-star from A Time to Kill before he pursued a relationship with Sandra Bullock. He dated Ashley Judd, who played his on-screen wife, for a brief time. However, he was later drawn to Bullock after becoming close friends with her. She still maintains a close relationship with the actor. She shared with Cosmopolitan:
It’s the work we both put in. There’s a great amount of respect and love. I feel very cared for by Matthew. No matter where he is in his life or where I am in mine—he could be married—I know we would stay close.
The Interstellar actor too shared a great amount of respect for his co-star. At the Guys Choice Awards 2014, he spoke highly of her, “I’ve worked with you. I’ve tried to kiss you, successfully and unsuccessfully … I’m glad to have known you for over twenty years.”
Gosling and Bullock’s relationship caught attention as she was 16 years senior to him. In 2011, he shared with The Times UK that he considered Sandra Bullock and Rachel McAdams to be two of the greatest girlfriends he’d ever had. He shared, “I had two of the greatest girlfriends of all time. I haven’t met anybody who could top them” (via UsWeekly).
A 2024 report from UsWeekly suggested that Sandra Bullock is ready to date again after Bryan Randall’s passing.
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