Sandra Bullock’s relationship historical past: From Bryan Randall to Ryan Gosling

Sandra Bullock romanced a few of Hollywood’s most eligible bachelors earlier than assembly “love of [her] life” Bryan Randall.

The photographer, whom she began relationship in 2015, tragically died at age 57 in August 2023 following a three-year battle with ALS.

Though the pair by no means married, Bullock beforehand tied the knot with Jesse James in 2005.


Sandra Bulloc
Be taught all about Sandra Bullock’s relationship historical past.
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Sandra Bullock family
Every thing to find out about Sandra Bullock’s relationship historical past.
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The previous couple known as it quits 5 years after saying “I do,” when a number of girl got here ahead claiming they have been having affairs with James. He admitted to dishonest on the “Proposal” star in 2011.

Learn on to seek out out every little thing you must know in regards to the “Chook Field” actress’ romantic life.

Tate Donovan


Sandra Bullock and Tate Donovan
One in all her first boyfriends was Tate Donovan.
Ron Galella Assortment by way of Getty Pictures

Bullock’s first public relationship was with “The O.C.” alum Tate Donovan, whom she met on the set of “Love Potion No. 9” in 1992.

Donovan and Bullock ended up relationship for 3 years and even acquired engaged, however regardless that it didn’t final, he was accountable for introducing the “Miss Congeniality” star to her pal Jennifer Aniston. 

“We have been launched by our former boyfriend. I say ‘our’ since you and I each partook of this one human being,” Bullock instructed the “Pals” actress in a February 2020 Interview journal cowl story.

“We each partook of Tate. … Who was a really affected person human being, provided that he dated us each,” she joked.

Troy Aikman


Troy Aikma.
She was linked to NFL participant Troy Aikman.
Getty Pictures

The “Misplaced Metropolis” star by no means confirmed her romance with former Dallas Cowboys quarterback Troy Aikman, nevertheless the pair have been first linked in 1995.

The 2 additionally reportedly had a quick rekindling in 2014 following her divorce from James.

Matthew McConaughey


Matthew McConaughey and Sandra Bullock
The actress additionally dated Matthew McConaughey.
Ron Galella Assortment by way of Getty Pictures

One in all her most excessive profile boyfriends was her “A Time To Kill” co-star Matthew McConaughey.

The pair have been secretly relationship from 1996 to 1998, and solely spoke in regards to the relationship after they known as it quits.

“It’s the work we each put in. There’s a large amount of respect and love,” she instructed Cosmopolitan in 2003.

“I really feel very cared for by Matthew. Regardless of the place he’s in his life or the place I’m in mine — he may very well be married — I do know we might keep shut,” she defined.

The duo have remained pleasant via the years, with Bullock counting McConaughey’s spouse, Camila Alves, as one among her buddies.

Bob Schneider


Bob Schneider
Little is understood about her relationship with Bob Schneider.
Sygma by way of Getty Pictures

The “Blind Aspect” Oscar nominee dated musician Bob Schneider from 1999 to 2001, however little is understood about their relationship.

“As celebrities go, Bob and I’ve a really low-key relationship,” she instructed Cinema.com in 2000, referencing the nation singer.

“It’s one thing I discovered via trial and error,” she went on.

Ryan Gosling


Ryan Gosling
Bullock and Ryan Gosling have remained on good phrases.
FilmMagic

Bullock has performed coy when requested about her short-lived relationship with Hollywood heartthrob Ryan Gosling.

When a Cosmopolitan reporter questioned whether or not she and Gosling have been “simply buddies” in a 2003 interview, she responded, “If you happen to have been so as to add the phrase ‘simply,’ it might most likely be a little bit of a lie. So I’d say we’re buddies.

The “La La Land” actor, for his half, referred to his ex as one of many “best girlfriends of all time,” throughout a 2011 interview with The Occasions

Jesse James


The Oscar nominee wed Jesse James in 2005.
E. Charbonneau

The “Ocean’s 8” star star met the West Coast Choppers founder whereas visiting the set of his present “Monster Storage.”

Following a number of ups and downs all through their marriage — which lasted from 2005 to 2010 — issues got here to a head when Bullock found James’ infidelity.

He later admitted to being untrue all through their relationship.

“Yeah, I did cheat on my spouse, yeah,” he instructed the Each day Mail in 2017.

“I stood up and took accountability for it and apologized. And that’s [the] finish of story .… Normally, each ladies and men cheat. It’s a part of life,” he went on.

Although Bullock and James initiated the method to undertake a child boy named Louis collectively in January 2010, she completed the method as a single dad or mum after their cut up.

She additionally adopted her daughter, Laila, in December 2015.

Chris Evans


Chris Evans.
Bullock was additionally linked to fellow A-lister Chris Evans.
WireImage

Bullock and “Captain America” star Chris Evans, who’s 17 years her junior, first met on the Vainness Honest Oscars get together in 2012.

He then revealed Bullock was once his childhood crush.

“I was in love with Sandra Bullock after I was rising up. Sandy B. was my lady,” he instructed Playboy on the time.

“I keep in mind seeing ‘Pace’ after I was in seventh grade and simply pondering, ‘that’s her.’”

The pair might have dated two years later, nevertheless it stays unclear precisely what their relationship standing was.

“They don’t seem to be in a relationship, however they’re positively hanging out and are within the early getting-to-know-each-other section. They haven’t put a title on it, however they actually like one another,” a supply claimed to E! Information in Might 2014.

Bryan Randall


Bryan Randall, Sandra Bullock
Her associate, Bryan Randall, sadly died in August 2023.
GC Pictures

Randall met Bullock in January 2015 when he was employed to take pictures at her son, Louis’ birthday celebration.

Their relationship shortly turned romantic, they usually attended Aniston’s marriage ceremony to Justin Theroux’s collectively that August.

They even made their purple carpet debut as a pair on the premiere of her 2015 movie “Our Model Is Disaster.”

“I discovered the love of my life,” Bullock gushed in a December 2021 episode of “Pink Desk Discuss.”

“We share two stunning youngsters — three youngsters, his older daughter. It’s one of the best factor ever.”

He died “peacefully” on Aug. 5, 2023 after a “three-year battle with ALS,” his household mentioned in a press release to Web page Six.

“Bryan selected early to maintain his journey with ALS non-public, and people of us who cared for him did our greatest to honor his request,” they continued.

“We’re immensely grateful to the tireless docs who navigated the panorama of this sickness with us and to the astounding nurses who turned our roommates, typically sacrificing their very own households to be with ours,” the household continued, asking for “privateness to grieve and to come back to phrases with the impossibility of claiming goodbye to Bryan.”