While Sandra Bullock is known for playing a slew of romantic leads, she’s undoubtedly weathered some brutal storms in her off-screen love life.
Over the weekend, the 59-year-old Oscar winner witnessed the devastating loss of her longtime partner Bryan Randall after a private battle with ALS. He was 57.
The couple first met in 2015 after he photographed their son Louis’ birthday, five years after her messy divorce from Jesse James, who admitted to having had several affairs during their marriage.
Despite her past heartbreak, the mother-of-two previously gushed that she was “so glad the universe did it.” [her] waiting to raise her family with the right person.
“I’ve found the love of my life,” Bullock said of Randall in 2021. “We have two beautiful children – three children, his older daughter. It’s the best thing ever.”
Reflecting on her relationship with the photographer, the actress admitted she wasn’t overly concerned about getting married and was just “putting her kids first.”
“I don’t need a newspaper to be a devoted partner and devoted mother,” she said during her appearance on Red Table Talk. “I don’t need to be told to always be present in the most difficult of times.”
As the world mourns Randall’s death, has taken a look back at Bullock’s turbulent relationship with him and her entire dating history, including previous romances with Ryan Gosling and Matthew McConaughey.
Tragic: While Sandra Bullock is known for playing a number of romantic leads, she has undoubtedly weathered some brutal storms in her off-screen love life, including the recent death of her partner Bryan Randall (seen above in 2018).
Bryan Randall (2015–2023)
Sandra and Bryan began dating several months after they first met, and even attended Jennifer Aniston and Justin Theroux’s wedding that same year.
The couple have no children together, but Bullock has two adopted children — son Louis, 13, and daughter Laila, 11 — and Bryan has an adult daughter named Skylar from a previous relationship.
The actress was in the process of adopting her second child when things got serious with Bryan.
Sandra met Bryan when she hired him as a photographer to take photos for her son’s fifth birthday, and described him as a “saint” after sharing with him that she was adopting a second child when she was “not quite there yet.” been together for a long time”.
“I said, ‘Remember that non-disclosure agreement you signed when you were photographing my son?’ I said, “You know, that still applies.” He said, “Why?” I said, “I’m bringing a kid home when I get back from Toronto,” Sandra told Jada Pinkett Smith on her Facebook watch -Series.
“He was so happy, but he was scared.” I’m a bulldozer. “My life was already on the right track and here is this beautiful person who wants nothing to do with my life but is the right person who is there.”
She also described her partner as “very Christian” and a great role model for the children. “I don’t always agree with him and he doesn’t always agree with me,” she said, adding, “But if they can take something away from that and they’re drawn to it, then he’s just the right parent.” In this one Position.’
Randall’s family confirmed his death to People on Monday.
“It is with great sadness that we share that Bryan Randall passed away peacefully on August 5 after a three-year battle with ALS,” the photographer’s family said in a statement. “Bryan chose early on to keep his journey with ALS private, and those of us who cared for him did our best to accommodate his request.”
“We are immensely grateful to the tireless doctors who navigated the landscape of this disease with us and the amazing nurses who became our roommates, often sacrificing their own families to be with us,” the family statement continued.
“At this time we are asking for privacy to mourn and deal with the impossibility of saying goodbye to Bryan.”
Love of her life: Sandra and Bryan started dating several months after they first met and even attended Jennifer Aniston and Justin Theroux’s wedding that same year; seen in 2018
Chris Evans (2014)
In 2014, rumors surfaced that the Marvel star was intensely “stalking” Sandra.
At the time, a source told Us Weekly that the couple attended a dinner party at Craig’s with friends and “spent the night talking until 12 in the morning.”
The insider noted that the hunk, who is 17 years younger than the Ocean’s 8-star star, is “quite her type.”
When asked about the reports, Bullock replied that the media was “a bit behind”.
“We’ve since got married and it started falling apart, so we broke up,” she joked to Entertainment Weekly. “We’ve filed for divorce and I hope everyone can respect our privacy.” But we remain friends and share responsibility for the livestock we’ve taken in because you just can’t let the animals down.”
During their brief romance, they were photographed eating out a few times.
But in 2012, Chris revealed that he had a poster of Bullock on his bedroom wall.
“She was his dream girl for most of his life so it would be a fairytale ending for Chris,” a source told OK! Magazine in 2014.
Brief Romance: In 2014, rumors surfaced that Chris Evans was “pursuing Sandra intensely” (Evans to be seen in 2023)
Jesse James (2003-2010)
Bullock and the 54-year-old Monster Garage host met after taking her motorcycle-obsessed godson on a trip to the West Coast Choppers headquarters in Long Beach in 2003.
After James gave her a private tour, the star came home and received a phone call from the father of four, but she twice turned it down.
Eventually, he managed to woo her with a 20-question virtual game.
Assuming he would only ask her questions about cars and motorcycles, they began a “mail solicitation.”
“It wasn’t something I wanted, needed or was looking for, but because he was a stronger person than me, spiritually and on a tolerance level, I was fortunate to have him raise me,” she told Vanity Fair in 2006.
Discussing his preconceived notions about Bullock, James told Nightline in 2010 that he feared she would be “a slut and some Hollywood snob and he hadn’t really thought about it.”
“I talked to her for a few minutes and it was like getting hit in the head with a brick.” “Here’s a woman I had suspicions about and she couldn’t be further from it,” James said.
The couple eventually wed in 2005 in front of 270 of their closest friends and family at a ranch in the San Ynez Valley.
In March 2010, just days after she took home an Oscar for her performance in The Blind Side, several women opened up about their affairs with Jesse.
A month later, Jesse checked himself into an Arizona rehab facility for sex addiction after profusely apologizing to Bullock, though that wasn’t enough to save the marriage — they divorced the following June.
In 2017, he told , “Yes I cheated on my wife, yes…I stood up, took responsibility and apologized.” And that’s it [the] End of the story.’
Messy: Bullock and the 54-year-old Monster Garage host met after she took her motorcycle-obsessed godson on a trip to the West Coast Choppers headquarters in Long Beach for Christmas in 2003 (pictured in 2010)
Ryan Gosling (2002-2003)
The two stars met in 2001 while filming the psychological thriller Murder by Numbers.
Despite their 16-year age difference, their professional relationship eventually turned romantic.
When asked by Cosmopolitan if they were “just friends,” she admitted, “If you added the word ‘just,’ it would probably be kind of a lie.’ So I’d say we’re friends.’
While discussing Gosling, the star revealed that he taught her to “relax” and “ignore everything that isn’t important.”
“He’s like a little Buddha,” she said.
Their nearly two-year romance ended in 2003, but the duo remained amicable.
In 2011, he blamed show business for their breakup.
“If both people are in show business, it’s too much show business. It takes all the light so nothing else can grow,” he told The Independent.
He also called her and her other ex-girlfriend, Rachel McAdams, “the greatest girlfriends ever.”
“I haven’t met anyone who could top her,” he admitted months before meeting his wife, Eva Mendes.
Costars became lovers: Bullock and Gosling met in 2001 while filming the psychological thriller “Murder by Numbers”.
Bob Schneider (1991-2001)
Bullock dated the Texas-based musician from 1999-2001.
“Bob and I, as is usual with celebrities, have a very low-key relationship,” she told Cinema.com in 2000. “I learned that through trial and error.”
She admitted, “Dating is complicated for me.” I’m scared of saying the L-word. Oh dear God! “I always feel like the sky will fall the moment I say it.”
“Bob and I talk German all the time, which is terribly funny because I’m so bad at it.” “Maybe I’ll find it easier to say ‘I love you’ in German,” she continued.
His track “Blue Skies for Everyone” is featured in her 2000 film Gun Shy and his song “Bullets” is featured on her soundtrack to the 2000 action comedy Miss Congeniality.
Bullock and Bob Schneider were together from 1999 to 2001 (seen in 2000)
Matthew McConaughey (1996-1998)
The Virginia native fell head over heels in love with Matthew McConaughey after meeting him on the set of the 1996 film A Time To Kill.
The former couple managed to be together quietly and secretly for two years until parting ways in 1998.
In 2003, reflecting on how he’s remained good friends over the years, Bullock said, “It’s the work that we both put in. There is a great deal of respect and love.” I feel very comfortable with Matthew. No matter where he is in his life or where I am in mine – he could be married – I know we would remain very close.”
When he presented her with the Decade of Hotness Award at the 2014 Guys Choice Awards, he quipped, “I’ve worked with you.” I’ve tried to kiss you, successfully and unsuccessfully. I directed you, in a short film and also at the exit of many bars.’
He has also expressed his desire to work on another film together.
‘[Sandra] and I want to film another version of our relationship and we’re looking for something. She’s not a little girl. She is a woman. “She could run a country,” he previously told Playboy.
Love on set: The Virginia native fell head over heels in love with Matthew McConaughey after meeting him on the set of the 1996 film ‘A Time To Kill’; seen in 1999
Don Padilla (1996)
Golden Globe winner and film technician Don Padilla dated for 10 months.
During their short-lived romance, the two attended the premiere of The Net together in July 1995.
She stated that her then-unknown boyfriend was a “really sweet person.”
Due to his work schedule, she admitted it was “tough” as he works “all the time” and she “rarely” gets to “see” him.
“I’ve been trying to date alone for a year and I’m telling you, dating has been the worst experience I’ve ever had,” she told Detour at the time. “I seem to have attracted anyone whose intentions weren’t the best.”
A year later, she was thinking about coping with her breakup and her work on Rolling Stone.
“I had to look at myself and say, ‘I’m responsible for so many things now, what do I rather have in my heart?’ And what am I letting go of instead of controlling?’ Bullock told the magazine. “You learn what’s inside you.”
Dating for less than a year: Golden Globe winner and film technician Don Padilla was together for 10 months (pictured in 1995)
Troy Aikman (1995)
The All About Steve star and former Dallas Cowboys quarterback Troy Aikman are rumored to have dated briefly in 1995.
While their romance faltered after only a few dates, the duo got back together after their respective divorces over the Christmas holidays of 2013 through a mutual friend.
He was married to former Cowboys publicist Rhonda Worthey from 2000 to 2011. In 2017, he remarried Catherine “Capa” Mooty.
In July 2023, it was announced that he and Mooty had officially divorced.
Nothing serious: The “All About Steve” star and former Dallas Cowboys quarterback Troy Aikman reportedly dated briefly in 1995; seen in 2022
Tate Donovan (1990-1995)
America’s sweetheart and the OC grad dated for almost four years and were even engaged.
After calling off their engagement in 1995, he told Vanity Fair, ‘I can’t explain why things happened the way they did.’ We both know why it happened.’
Though their romance didn’t work, it did lead to her friendship with Jennifer Aniston.
“We were introduced by our former friend. I say ‘our’ because you and I were both part of that one human being,” she said during the cover story of an interview. “We both ate tate. … He was a very patient person considering he dated both of us.’
Young love: America’s sweetheart and the OC grad dated for almost four years and were even engaged; seen in 1993
As she reflects on her love life, Bullock told news.com.au that she’s “never felt like a victim” and is always “walking the right path”.
“The papers said I was ‘unlucky in love.’ And yes, I’ve made a few missteps, but I’ve also done some things that I’m not particularly proud of in front of wonderful people,” she admitted .
However, over the years she’s learned, “Revenge, anger and resentment only hurt you and it doesn’t make sense because you’re the one falling apart while they don’t give a damn.”
“So when you learn to forgive and let it go, you’re inevitably shown why that happened and something better happens each time,” she said.
In addition, she said that “marriage is not the ultimate end.”