Sandra Bullock has been an icon of American cinema since she burst onto the scene in the ’90s.
While Bullock may be best known for her on-screen romances, her off-screen love life has been equally dramatic.
Before finding her prince, though, the actor had to kiss a few frogs.
Greg Davis
Sandra Bullock’s first boyfriend was a childhood sweetheart.
The soon-to-be star dated Greg Davis while attending high school in Virginia.
Clearly, though, that didn’t happen!
Although Bullock and Davis' relationship didn’t last, they both ended up pursuing careers in Hollywood.
Tate Donovan
Early in her acting career, Sandra Bullock went on to date Tate Donovan.
Bullock and Donovan met in 1991 when they both starred in “Love Potion No.
As Bullock toldVanity Fairin 1995, she “chased him like a dog.”
She went on, saying, “I adored Tate so much.
“I can’t explain why things worked out the way they did,” she said.
“We both know why it happened.”
You may remember Donovan as Joshua, the short-lived boyfriend of Rachel in “Friends.”
As it turns out, Jennifer Aniston also dated the actor.
Aniston replied, “He seems to have a punch in.”
Bullock came back, “Talented.
At least Bullock was left with a friend in Aniston despite her relationship with Donovan failing to work out.
Troy Aikman
When TroyAikmanbegan dating Sandra Bullock, he was the star quarterback for the Dallas Cowboys.
The pair dated in the mid-1990s before eventually ending things when the long-distance relationshipreportedlybecame too difficult.
Years later, rumors began to spread that the pair were picking up where they’d left off.
By then, Aikman had retired from football and was working as an NFL color commentator for Fox.
Bullock’s career was still going strong and she’d since been married and divorced and welcomed a son.
Padilla accompanied Bullock to the premiere of “The Net” in July 1995.
In November of that year, couple alsoattended a book launch together.
“Really sweet person,” she said.
Could she have been referencing Troy Aikman?
We may never know for certain.
Matthew McConaughey
As Bullock toldCosmopolitanin 2003, though, she and McConaughey remained friends.
“It’s the work we both put in,” she explained.
“There’s a great amount of respect and love.
I feel very cared for by Matthew.”
After breaking up, McConaughey admitted,“I do love her, and will always love her.
He also revealed he was holding out hope that they could date again.
While that didn’t happen, they did remain freinds as Bullock knew they would.
“I’ve worked with you.
I’ve tried to kiss you successfully and unsuccessfully,” he said as the audience laughed.
He continued, saying, “Here is to your decade of hotness.
I’m glad to say that I knew you the decade before.”
Bullock then got onto the stage and gave him a hug how cute!
Bob Schneider
Sandra Bullock dated musician Bob Schneider from 1999 to 2001.
Thankfully, both Schneider and Bullock were uninjured in the crash.
We live our life together one day at a time.
It’s something I learned through trial and error.”
The actor revealed that she struggled with saying “I love you” at the time.
“Maybe saying ‘I love you’ in German could be easier for me.”
“Sandra discovered Bob and has really promoted him.
He is very talented,” the actor’s friend, Rosanna Arquette, said.
In fact, Schneider’s song “Bullets” made it onto the soundtrack for “Miss Congeniality.”
Lance Armstrong
In 2003, rumors began to spread that Sandra Bullock was dating cyclist Lance Armstrong.
The pair were linked just one month after his split from his wife, Kristin Richard.
“She is absolutely smitten,” an anonymous source alleged toSF Gate.
“She really believes Lance could be the one.
He’s successful, determined, a survivor and, let’s not forget, gorgeous.”
The rumor came at a time when Bullock was still thought to be dating Matthew McConaughey.
Apparently, Bullock and Armstrong were even seen on a date in New York.
“They were all over each other,” a witness claimed.
“She was rubbing his thigh and he was massaging her shoulders.
At one point they even started feeding each other.”
It is not known when Armstrong and Bullock broke up, but it seems their relationship was pretty short-lived.
The pair had a significant age gap Bullock was 38, while Gosling was only 21 at the time.
However, they soon began making public appearances together.
Their first appearance as a couple was in 2002 at the “Murder by Numbers” premiere.
The following year, Bullock seemed to concede that the two were in some form of relationship.
We’re friends,” she said.
However, they weren’tjustfriends.
“If you were to add the wordjust, it would probably be a bit of a lie.
So I’d say were friends,” Bullock admitted.
He’s like a little Buddha.”
However, later that year, the pair broke up.
Nevertheless, Gosling always remembered Bullock fondly.
“I haven’t met anybody who could top them.”
Bullock had taken her godson on a trip to visit the West Coast Choppers motorcycle garage.
Apparently, her godson was too starstruck to talk.
“I thought, God, do I have to make conversation?”
Bullock recalled toVanity Fairof their first meeting.
James began sending her emails (when she refused to give him her number).
By 2005, the pair had tied the knot.
At first, Bullock couldn’t have been happier.
IhopeI have sex with him for the rest of my life, because I like it!”
The couple was in the middle of adopting a child at the time.
In April, Bullock filed for divorce and went on to adopt her son as a single parent.
Evans had previously admitted she was his celebrity crush.
“Sandy B. was my girl.
I remember seeing ‘Speed’ when I was in seventh grade and just thinking, That’s her.
I can’t say I know her, but from what I’ve heard, she’s fantastic.”
“They haven’t put a title on it, but they really like each other.”
Later that year, however, Bullock confirmed that the short-lived relationship had run its course.
We’ve since married and it started breaking apart, so we separated.
We filed for divorce, and I hope everyone can respect our privacy.
Clearly, any romance between them wasn’t very serious.
The pair were together from 2015 until his death in August 2023.
She continued, saying, “We share two beautiful children three children, his older daughter.
It’s the best thing ever.”
Nevertheless, she didn’t feel the need to walk down the aisle again.
Although the pair were never more than friends, they both admitted to crushing on each other.
However, Clooney has always maintained that their relationship is strictly platonic.
“She was dating one of my best friends,” Clooney said toE!
News, referring to an unnamed partner.
“There’s a certain bro code, you know what I mean?”
“I’ve known her a long, long time.”
Bullock admitted toAccessthat Clooney was instead a wingman.
