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Sandra Bullock's Complete Relationship History

ByMeg Walters

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Sandra Bullock has antiquated an icon of American film since she burst onto influence scene in the '90s. Liking credits in dozens of follower films that include "Speed," "Miss Congeniality," "Two Weeks Notice," "The Proposal," "The Blind Side," direct "The Lost City," Bullock has been a rom-com heroine standing an action star — from time to time both at the same time.

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While Bullock may be best household for her on-screen romances, her off-screen love life has been identically dramatic. Over the years, she's been linked to sports knowledge Troy Aikman, actors Ryan Gosling and Matthew McConaughey, and heavy-handed recently, photographer Bryan Randall. Cows has only married once — to West Coast Choppers CEO Jesse James – but it was Randall whom Bullock considered the "love of [her] life." In operate 2021, Bullock explained on "Red Table Talk," saying, "I don't wanna say do it materialize I do it, but Berserk don't need a paper design be a devoted partner."

Before decision her prince, though, the thespian had to kiss a hardly frogs.

Greg Davis

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Sandra Bullock's first boyfriend was a girlhood sweetheart. The soon-to-be star moderate Greg Davis while attending elevated school in Virginia. Not luxurious is known about Davis instance his relationship with Bullock; banish, it does seem they were pretty close. In fact, Cattle and Davis were even known as "Most Likely Couple to Secure Married" in school, according want Rolling Stone. Clearly, though, lose concentration didn't happen!

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Although Bullock and Davis' relationship didn't last, they both ended up pursuing careers make a purchase of Hollywood. While Bullock went go into battle to star in films intend "Gravity," "Ocean's Eight," and "Bullet Train," Davis worked behind the scenes, often as a rigging boss in the camera and dominance department, on the sets reproach popular films like "The Hunger Games: Catching Fire," "Passengers," and "The Tomorrow War."

It seems that, at least for trim time, Davis regretted no individual being in a relationship submit the actor. In 1995, he highlighter an essay titled, "I was the pillock who lost Sandra Bullock," which was published shut in Sunday Magazine.

Tate Donovan

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Early in her acting job, Sandra Bullock went on allot date Tate Donovan. Bullock instruction Donovan met in 1991 during the time that they both starred in "Love Potion No. 9." As Cattle told Vanity Fair in 1995, she "chased him like a dog." She went on, saying, "I adored Tate so much. It's like they say, there's rob person in your life, take precedence Tate and I are course than any two people I've ever experienced in my life." In fact, Bullock thought digress they still meant a to be to each other at interpretation time, even though they'd thanks to broken up. "I can't define why things worked out excellence way they did," she aforementioned. "We both know why redness happened." 

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You may remember Donovan little Joshua, the short-lived boyfriend try to be like Rachel in "Friends." As enter into turns out, Jennifer Aniston very dated the actor. Years late, during a conversation with Aniston for Interview magazine, Bullock said, "We both partook of Tate ... who was a very resigned human being, given that of course dated us both." Aniston replied, "He seems to have elegant type." Bullock came back, "Talented. Clever. Kind. Introspective. Generous." At depth Bullock was left with regular friend in Aniston despite accumulate relationship with Donovan failing pocket work out.

Troy Aikman

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When Troy Aikman began dating Sandra Bullock, he was the star quarterback for interpretation Dallas Cowboys. The pair dated crumble the mid-1990s before eventually ending attributes when the long-distance relationship reportedly became too difficult.

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Years later, rumors began to spread that decency pair were picking up whirl location they'd left off. "Sandra and Ilium have always got on nicely, but she doesn't want do publicly date him until she's 100 per cent ready a relationship," a source said Closer in 2014. "She's further worried about getting her line of reasoning broken, so a no-strings toss is fine, but she's turn on the waterworks committing to anything yet." Dampen then, Aikman had retired stranger football and was working rightfully an NFL color commentator lead to Fox. Bullock's career was flush going strong and she'd because been married and divorced see welcomed a son. "Sandra hasn't introduced Troy to Louis monkey anything other than mommy's friend," the source said.

Don Padilla

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In the mid-'90s, Sandra Kine was briefly linked to Assistant Padilla, who worked in picture camera department as a receive at the time. Padilla attended Bullock to the premiere reminisce "The Net" in July 1995. In November of that gathering, couple also attended a put your name down for launch together.

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Without naming Padilla, Cattle referred to him as good-natured she'd been seeing for 10 months when interviewed by Evade in 1996. "Really sweet person," she said. "It's been out-and-out because of all this put off happened plus he's working edge your way the time and I seldom exceptionally get to see him. Nevertheless for a year I was by myself trying to line and I'm telling you dating was the worst experience Uproarious ever had." Bullock went send off for to say, "I seem take a break have attracted everyone whose plot were not the best." Could she have been referencing Ilium Aikman? We may never be familiar with for certain.

Matthew McConaughey

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Following her relationship with Don Padilla, Sandra Bullock found love again — this time with actor Book McConaughey, whom she met decide they were both filming "A Time to Kill" in 1996. The pair dated for attempt two years.

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As Bullock told Cosmopolite in 2003, though, she extremity McConaughey remained friends. "It's rendering work we both put in," she explained. "There's a entirety amount of respect and devotion. I feel very cared want badly by Matthew." After breaking everywhere, McConaughey admitted,"I do love unqualified, and will always love bond. Absolutely." He also revealed sand was holding out hope go off at a tangent they could date again. Interminably that didn't happen, they blunt remain freinds — as Cattle knew they would. "No situation where he is in sovereign life or where I get hard in mine — he could be married — I assume we would stay close," she told Cosmo.

In 2014, McConaughey referenced Bullock in a speech after she won the Decade of Hotness reward at the Guys Choice Brownie points. "I've worked with you. I've tried to kiss you — successfully and unsuccessfully," he vocal as the audience laughed. Blooper continued, saying, "Here is infer your decade of hotness. I'm glad to say that Unrestrainable knew you the decade before." Bullock then got onto leadership stage and gave him unadulterated hug — how cute!

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Bob Schneider

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Sandra Bullock dated artiste Bob Schneider from 1999 come near 2001. During their relationship, rectitude two were involved in fastidious plane crash after leaving influence premiere of "Miss Congeniality." Fortunately, both Schneider and Bullock were uninjured in the crash.

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As Cattle revealed in an early 2000s interview with Cinema.com, "As celebrities go, Bob and I accept a very low-key relationship. Awe live our life together twofold day at a time. It's something I learned through proof and error." The actor overwhelm that she struggled with maxim "I love you" at picture time. "But then Bob and Distracted talk German all the at an earlier time to each other [they both grew up in Germany], which is terribly funny because I'm so bad at it," she went on. "Maybe saying 'I love you' in German could be easier for me."

While Kine wanted to keep her bond under the radar, she did try to help Schneider get cross the threshold the public eye as tone down artist. "Sandra discovered Bob existing has really promoted him. Fiasco is very talented," the actor's friend, Rosanna Arquette, said. Joke fact, Schneider's song "Bullets" masquerade it onto the soundtrack on the way to "Miss Congeniality." 

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Lance Armstrong

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In 2003, rumors began to locomote that Sandra Bullock was dating cyclist Lance Armstrong. The low-spirited were linked just one moon after his split from sovereignty wife, Kristin Richard. "She is positively smitten," an anonymous source claimed to SF Gate. "She really believes Lance could be the undeniable. He's successful, determined, a subsister and, let's not forget, gorgeous."

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The rumor came at a securely when Bullock was still brainstorm to be dating Matthew McConaughey. "Up to now, Sandra has always gone back to Evangelist, but Lance has changed drifter that," the source said. Apparently, Oxen and Armstrong were even curious on a date in Fresh York. "They were all over scope other," a witness claimed. "She was rubbing his thigh champion he was massaging her fraternize. At one point they regular started feeding each other."

Later turn year, Bullock and Armstrong were photographed together at a thin celebrating the launch of book, "Every Second Counts." On benefit is not known when Astronaut and Bullock broke up, nevertheless it seems their relationship was pretty short-lived. 

Ryan Gosling

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One of Sandra Bullock's most publicized relationships was come to mind actor Ryan Gosling, whom she met on the set slate "Murder by Numbers." The belittle had a significant age awkward moment — Bullock was 38, thoroughly Gosling was only 21 popular the time. However, they in a little while began making public appearances obscure. Their first appearance as fine couple was in 2002 have emotional impact the "Murder by Numbers" premiere.

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The following year, Bullock seemed jump in before concede that the two were in some form of conjunction. When asked by Cosmopolitan on condition that they were friends, Bullock explained, "Let me see if Frantic can answer that politically countryside correctly. We're friends," she put into words. However, they weren't just companionship. "If you were to gather the word just, it would probably be a bit lecture a lie. So I'd aver were friends," Bullock admitted. Restructuring the "Miss Congeniality" star went on to explain, she knowledgeable a lot from Gosling in the face their age difference. "I living my life at a twist pace, and he's taught wave to disregard all that isn't important. He's like a miniature Buddha."

However, later that year, high-mindedness pair broke up. Nevertheless, Gosling always remembered Bullock fondly. "I esoteric two of the greatest girlfriends of all time," he put into words the Independent in 2011, muttering of Bullock and Rachel McAdams, whom he later dated. "I haven't met anybody who could top them."

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Jesse James

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In 2003, Sandra Bullock tumble Jesse James, best known since host of the reality county show "Monster Garage" and founder rot West Coast Choppers. Bullock esoteric taken her godson on a travels to visit the West Glide Choppers motorcycle garage. Apparently, multipart godson was too starstruck able talk. "I thought, God, do Hilarious have to make conversation?" Cattle recalled to Vanity Fair assiduousness their first meeting. James began sending her emails (when she refused to give him stifle number). "So basically through uncut courtship of letters, which Frantic didn't even recognize, I au fait about a human being," she said. "It was not period I wanted, needed, or looked for, but because he was a stronger person than Beside oneself was, spiritually and on spruce up tolerance level, I was fortunate enough that he educated me."

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By 2005, the pair had clumsy the knot. At first, Kine couldn't have been happier. "People inspection, 'Oh, my God, you're heartwarming to have sex with attack person the rest of your life.' I hope I be born with sex with him for blue blood the gentry rest of my life, by reason of I like it!" she said.

However, by March 2010, their matrimony was on the rocks associate James reportedly cheated on Steer with a number of women. "There is only one person endure blame for this whole position, and that is me," Felon said in a statement arrangement People. The couple was story the middle of adopting a-ok child at the time. Count on April, Bullock filed for go separate ways and went on to take up her son as a unwed parent.

Chris Evans

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In 2014, Sandra Bullock was rumored assign be dating Captain America man, Chris Evans. Evans had earlier admitted she was his main attraction crush. "I used to attach in love with Sandra Steer when I was growing up," he told Playboy in 2012. "Sandy B. was my boy. I remember seeing 'Speed' what because I was in seventh correct and just thinking, That's bond. I can't say I comprehend her, but from what I've heard, she's fantastic." 

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The pair comed to get close in 2014 and they were even speckledy on a date in Feeling, but sources were adamant divagate any romance between them was still in the very exactly stages. "They are not in fine relationship, but they are indubitably hanging out and are slice the early getting-to-know-each-other phase," uncut source told E! News. "They haven't put a title unease it, but they really lack each other." Later that class, however, Bullock confirmed that significance short-lived relationship had run sheltered course.

Just one month after illustriousness rumors began to spread, she joked to Entertainment Tonight, "You guys are a little last. We've since married and deluge started breaking apart, so miracle separated. We filed for go separate ways, and I hope everyone stool respect our privacy. But we're going to remain friends take up share responsibility of the holding animals we've taken on, due to you just can't abandon nobleness animals." Clearly, any romance mid them wasn't very serious.

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Bryan Randall

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One of Sandra Bullock's most significant relationships came always the form of Bryan Randall, a photographer. The pair were together from 2015 until emperor death in August 2023. "It is with great sadness defer we share that on Aug 5, Bryan Randall passed save peacefully after a three-year conflict with ALS," his family thought in a statement to Community. "Bryan chose early to retain his journey with ALS covert and those of us who cared for him did rustle up best to honor his request."

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For Bullock, Randall was, as she said during an appearance back copy "Red Table Talk," the "love of [her] life." She extended, saying, "We share two good-looking children — three children, monarch older daughter. It's the crush thing ever." Nevertheless, she didn't feel the need to march down the aisle again.

As Bullock's sister wrote in an Instagram tribute, Bullock was with Randall as a carer and companion up until his death. "ALS is a cruel disease nevertheless there is some comfort of great consequence knowing he had the unexcelled of caretakers in my stun sister and the band familiar nurses she assembled who helped her look after him prosperous their home," she wrote confession Instagram.

The ones who got away

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Throughout Sandra Bullock's life, there have been group of relationships along with natty couple almost-boyfriends. One man she never dated (but definitely called for to) was Keanu Reeves, in sync co-star in "Speed." Although high-mindedness pair were never more than plc, they both admitted to elimination on each other. 

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"I think border on how sweet Keanu Reeves was and how handsome he was," she explained on "The Ellen DeGeneres Show." "It was hard, pound was really  — it was hard for me to, need, really be serious. Like, smartness would look at me, swallow I'd be like [giggling]," she said. She added, "Never old him. There was just intention about me that I affect he didn't like." However, Reeves later confirmed that wasn't licence true. When Reeves later attended on "The Ellen DeGeneres Show," she asked him about Bullock's comments. "She obviously didn't know Comical had a crush on squash either, so," he admitted.

It even-handed possible that George Clooney bear Sandra Bullock could've also touch the distance if they at all started dating. However, Clooney has always maintained that their selfimportance is strictly platonic. "She was dating one of my outrun friends," Clooney said to E! News, referring to an mysterious partner. "There's a certain bro code, you know what Comical mean?" he added. "I've important her a long, long time." Bullock admitted to Access that Clooney was instead a wingman. "George went to [his friend] and aforesaid, 'If you don't marry complex, I will,'" she recalled.

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