Sandra Bullock’s Dating History, From Keanu Reeves To The Late Bryan Randall

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Sandra Bullock arrives astatine  the Oscars, astatine  the Dolby Theatre successful  Los Angeles
90th Academy Awards - Arrivals, Los Angeles, USA - 04 Mar 2018

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Image Credit: MEGA Sandra Bullock is an histrion known for her deed movies including Miss Congeniality, Bird Box, Ocean’s 8, and more. Her past fellow was the precocious Bryan Randall. She was erstwhile rumored to beryllium dating Keanu Reeves, however, it was simply a crush. Sadly, Bryan died connected Aug. 5, 2023, the household confirmed 2 days later.

“I’ve learned much successful the past 2 years astir the connection – you know, radical accidental the connection ‘love’ and what that means to emotion somebody,” Sandra Bullock said successful a 2013 interrogation with Entertainment Tonight. “Maybe radical walk excessively overmuch clip looking. I deliberation we walk excessively overmuch clip looking for things that are much things that nine wants america to look for and that we get from a mag alternatively than that are truly worthy it.”

Sandra Bullock dating historySandra Bullock is award-winning actress. (Gary Mitchell/Shutterstock)

Apparently, erstwhile you halt looking, that’s erstwhile you find what you’ve been searching for each this time. Since 2015, Sandra and her precocious fellow Bryan Randall enjoyed a low-key romance, up until his sudden passing successful Aug. 2023. His household confirmed the somber quality successful a connection to HollywoodLife. “It is with large sadness that we stock that connected August 5th Bryan Randall passed away peacefully aft a 3 twelvemonth conflict with ALS. Bryan chose aboriginal to support his travel with ALS backstage and those of america who cared for him did our champion to grant his request,” the connection read.

“We are immensely grateful to the tireless doctors who navigated the scenery of this unwellness with america and to the astounding nurses who became our roommates, often sacrificing their ain families to beryllium with ours,” they added. “At this clip we inquire for privateness to grieve and to travel to presumption with the impossibility of saying goodbye to Bryan.” Amid his passing, beneath is simply a person look astatine Sandra’s dating past – including romances with Ryan Gosling, Matthew McConaughey, and Jesse James.

Sandra Bullock & Bryan Randall

Sandra Bullock and boyfriend, lensman Bryan Randall, instrumentality Bullock’s girl Laila to a children’s theatre amusement successful LA successful 2018 (MEGA)

Bryan Randall was a nonrecreational lensman and erstwhile model. Bryan – who died astatine 57 years aged – ran a photography institution called Bryan Randall Photography. He besides utilized to enactment arsenic a model, posing for Harper’s Bazaar, Hugo Boss, Saint Laurent, and Vogue Paris in the 1990s. He besides appeared successful a 2011 contented of Harper’s Bazaar Singapore alongside Cindy Crawford.

Like Sandra, 59, Bryan was a parent. He has an big daughter, Skylar, from a erstwhile relationship. Sandra has two adopted kids: lad Louis (b. 2010) and girl Laila (b. 2012). Bryan has taken connected the relation of “raising the 2 kids with Sandra,” according to Us Weekly, who besides reports that he’s talking astir wanting much children.

Bryan erstwhile dated Paris St. John, girl of The Young and the RestlessKristoff St. John and boxer Mia St. John. Mia told Us Weekly in 2015 that Bryan was a “free spirit” who “couldn’t attraction little astir money” and that he’s “kooky, goofy…so comic and precise young astatine heart.”

As for day night, Sandra and Bryan often kept it low-key, according to Us Weekly. While the mates antecedently enjoyed an occasional nighttime retired successful Los Angeles, hitting up Craig’s oregon determination fancy, supposedly their perfect day nighttime was often “to nonstop the kids upstairs and snuggle up connected a sofa with a pizza oregon a vessel of popcorn.”

How Did Sandra Bullock & Bryan Randall Meet?

Bryan Randall and Sandra Bullock went to the favored store successful Los Angeles successful 2019 (MEGA)

Sandra and Bryan archetypal met successful 2015, aft helium was hired to photograph her lad Louis’ day part, per Us Weekly. The mates kept their romance retired of the spotlight for a fewer years earlier rumors of a imaginable matrimony began popping up.

“For a year, I was by myself trying to date, and I’m telling you dating was the worst acquisition I ever had. I look to person attracted everyone whose intentions were not the best,” Sandra said successful a 1996 interrogation with Detour (h/t E! News). “They were bully people, but they conscionable weren’t suited for me, and that’s hard due to the fact that I earnestly thought I’m ne'er ever going to find anybody that volition emotion maine and conscionable bask life.”

Most recently, successful Nov. 2021, Sandra opened up to Red Table Talk about her thoughts connected marriage. “I americium idiosyncratic who went done the divorce process. I recovered the emotion of my life. We stock 2 beauteous children— 3 children, his older daughter. It’s the champion happening ever,” she gushed astatine the time. “I don’t wanna accidental bash it similar I bash it, but I don’t request a insubstantial to beryllium a devoted spouse and devoted mother.”

Sandra Bullock’s Past Relationships

Sandra with Ryan Rosling, Keanu Reeves, and Matthew McConaughey. Sandra crushed connected Keanu during ‘Speed,’ and vice-versa, but they ne'er officially dated (Shutterstock)

“If you’ve ne'er been astir idiosyncratic that gives you that feeling of ‘Maybe this could beryllium the one’ oregon enlivens you that way, I deliberation you get a small scared. I don’t deliberation [my character’s] ever…been crossed idiosyncratic that she respected and admired capable to say, ‘You are worthy battling it retired with for a lifetime,’’ Sandra said successful that 2013 interrogation with ET. “You’d similar to cognize that that idiosyncratic could…make you laughter and think, tin truly stimulate you and excite you erstwhile you’re gone…somebody you tin respect and beryllium arrogant of and beryllium backmost and go, ‘This is my man.’ ”

“Whether oregon not he’s a millionaire oregon if he’s a painter, a musician, oregon idiosyncratic who conscionable shucks clams, I deliberation it’s that respect level that we hide to look for,” she added. Sandra’s romanticist past is afloat of artists, sports, and millionaires.

She archetypal began dating Tate Donovan portion filming 1992’s Love Potion No. 9. Sandra and the O.C. alum stayed unneurotic for 3 years and were adjacent engaged earlier calling it quits. In 1995, she had a little romance with NFL prima Troy Aikman. The pursuing year, she revealed she was dating movie tech, Don Padilla.

“[He’s a] truly saccharine person,” she told Detour of her then-unidentified boyfriend. “It’s been unsmooth due to the fact that of each this that happened, positive he’s moving each the time, and I seldom get to spot him.” They were unneurotic for astir 10 months, and she told Rolling Stone in 1997 that the breakdown of her narration with Padilla affected her enactment connected A Time To Kill.

“I had to look astatine myself and go, ‘I’m liable for truthful galore things now, what americium I choosing to clasp adjacent to my heart? And what bash I take to fto spell of and not control?’ You larn what you’re made of,” she said. “I could person thrown successful the towel, oregon I could conscionable enactment my caput down and say, ‘OK, springiness maine a windbreaker, I’m going in.’ And it was beauteous to recognize that your friends are not conscionable hanging successful for the bully times. ‘Cause the bully times mean perfectly thing astatine all.”

Sandra Bullock and her fellow Bryan Randall instrumentality their 2 years aged rescued poodle to the favored store successful West Hollywood successful 2019 (FIA Pictures/MEGA)

Sandra worked other Matthew McConaughey connected A Time To Kill. The 2 were rumored to beryllium a mates astatine the time, and she didn’t close Cosmopolitan in 2003 erstwhile they referred to her arsenic her ex. “There’s a large magnitude of respect and love. I consciousness precise cared for by Matthew. No substance wherever helium is successful his beingness oregon wherever I americium successful mine—he could beryllium married—I cognize we would enactment close.”

Sandra besides dated instrumentalist Bob Schneider, erstwhile pb vocalist of Ugly Americans, from 1999 to 2001. From 2002 to 2003, she and Ryan Gosling were an item. After Sandra and Ryan split, she met motorcycle mechanic/entrepreneur/reality tv star, Jesse James. The mates archetypal crossed paths portion she took her nephew connected a circuit of his Long Beach shop, per E! News, starring to a romance that yet saw them necktie the knot successful July 2005. The mates divided successful 2010 aft helium cheated connected her. Afterward, determination were rumored romances with Ryan Reynolds and Chris Evans, but that was each speculation and personage crushin’.

Sandra was rumored to person dated Keanu Reeves in anterior years, however, she acceptable the grounds consecutive connected that during a 2018 quality connected The Ellen DeGeneres Show. “Never dated him,” Sandra said astatine the time. “There’s conscionable thing astir maine that I conjecture helium didn’t like.”

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