![Sandra Bullock Jesse James](https://develop.hollywoodlife.com/wp-content/uploads/2023/08/sandra-bullock-ss-gallery-social.jpg?fit=620%2C350)
Sandra Bullock is one of Hollywood’s most beloved leading ladies. And while the brunette beauty has been in her fair share of big-screen rom-coms, the star tries to keep her own relationships more private. She’s dated a few dudes, and was even married from 2005 to 2010, but tends to keep tight-lipped about her romances. She dated Bryan Randall from 2015 until 2023, when he tragically died of ALS.
One of Miss Bullock’s earliest public relationships was with co-star Tate Donovan. It turns out fellow star George Clooney was actually the one who set them up too! Ready to learn more about the men who Sandra Bullock has loved? Check out our gallery for her complete relationship history.
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Tate Donovan
![Tate Donovan](https://develop.hollywoodlife.com/wp-content/uploads/2022/07/sandra-bullock-ex-boyfriends-husbands-exes-Tate-Donovan.jpg?w=680)
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Matthew McConaughey
![Matthew McConaughey](https://develop.hollywoodlife.com/wp-content/uploads/2022/07/sandra-bullock-ex-boyfriends-husbands-exes-Matthew-McConaughey.jpg?w=680)
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Jesse James
![Jesse James](https://develop.hollywoodlife.com/wp-content/uploads/2022/07/sandra-bullock-ex-boyfriends-husbands-exes-Jesse-James.jpg?w=680)
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Troy Aikman
![Troy Aikman](https://develop.hollywoodlife.com/wp-content/uploads/2022/07/sandra-bullock-ex-boyfriends-husbands-exes-Troy-Aikmman.jpg?w=680)
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Bob Schneider
![Bob Schneider](https://develop.hollywoodlife.com/wp-content/uploads/2022/07/sandra-bullock-ex-boyfriends-husbands-exes-Bob-Schneider.jpg?w=680)
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Ryan Gosling
![Ryan Gosling](https://develop.hollywoodlife.com/wp-content/uploads/2022/07/sandra-bullock-ex-boyfriends-husbands-exes-ryan-gosling.jpg?w=680)
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Chris Evans
![Chris Evans](https://develop.hollywoodlife.com/wp-content/uploads/2022/07/sandra-bullock-ex-boyfriends-husbands-exes-chirs-evans.jpg?w=680)
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Sandra Bullock & Bryan Randall At ‘Ocean’s 8’ Premiere
![Sandra Bullock & Bryan Randall At ‘Ocean’s 8’ Premiere](https://develop.hollywoodlife.com/wp-content/uploads/2022/08/bryan-randall-sandra-bullocks-boyfriend-dead-2023-ss.jpg?w=680)