Can you believe these stars used to date? Ben Affleck romanced Gwyneth after she dumped Brad Pitt and Justin Bieber had a thing for a Kardashian
I’ve always been fascinated by the love stories of Hollywood celebrities, and today I want to share my thoughts on two of them: Gwyneth Paltrow and Ben Affleck, as well as Sandra Bullock and Matthew McConaughey.
When two Hollywood stars unite, public fireworks happen as fans love to see two big names collide.
It doesn’t hurt that both parties are usually outlandishly attractive.
It’s like Cinderella and Prince Charming sprinkled with magic fairy dust.
Imagine the scene when Katie Holmes married Tom Cruise: The chaos that ensued had everyone following them closely, granting them countless magazine covers, and earning them the playful moniker TomKat.
When Angelina Jolie and Brad Pitt began their romantic relationship, there was widespread shock and excitement as this highly influential Hollywood couple announced they were starting a family together.
Some celebrity pairs have kept a low profile due to old relationships or fleeting romances.
Here is a look at the luminaries people may have forgotten were an item.
And scroll down to vote on who you thought made the cutest couple that should have stuck together.
TOM CRUISE & PENELOPE CRUZ
2001-2004
They first crossed paths on the movie “Vanilla Sky” and concealed their romance from public view until they attended the red carpet event for her film “Captain Corelli’s Mandolin,” which took place in August 2001.
The two star – who have similar last names – split in 2004.
I had the privilege of working alongside the talented Spanish actor Javier Bardem in Woody Allen’s film “Vicky Cristina Barcelona.” After our unforgettable experience on set, we found ourselves drawn to each other and eventually decided to build a life together through marriage.
Cruise also romanced another Latin lovely: Sofia Vergara.
They went on a few dates in 2005 after they were introduced by his friend Will Smith.
This was before she landed her hit series Modern Family in 2009 that made her a household name.
BRAD PITT & JULIETTE LEWIS
1989-1993
In 1989, Brad Pitt and Juliette Lewis first crossed paths while filming “Too Young To Die,” which was released in 1990. Later, they worked together again in the movie “Kalifornia.”
The two split in 1993 and he went on to date Gwyneth Paltrow.
In the year 2000, he got married to Jennifer Aniston but they parted ways in 2005. Later on, from 2014 until 2019, he was hitched to his costar from Mr & Mrs Smith, Angelina Jolie.
In 1995 Brad said he still had feelings for Juliette.
‘I still love the woman. There’s some real genius there,’ he shared.
He shared, “I truly enjoyed our time together. One of my best experiences in love. But unfortunately, as I’ve come to realize, the belief that love solves all isn’t entirely true.”
In 2006, she expressed that he was completely out of her orbit for her. His fame now makes their past connection seem like something from high school.
I reflect on the individual with whom I once shared significant experiences. I sincerely wish for his happiness as I hold fond memories of him. He is an admirable and decent person. Our connection was lengthy, and in the process, we both lost our privacy.
JUSTIN BIEBER & KOURTNEY KARDASHIAN
2015
Kourtney Kardashian went on several dates with Justin Bieber in 2015.
Kendall Jenner, her younger half-sister and model, facilitated their introduction. She had previously collaborated with the renowned pop artist on a Calvin Klein underwear project.
During an interview on The Bert Show, Justin playfully teased Kourtney over the dating speculations by saying she was leveraging their connection for publicity, followed by praising the POOSH entrepreneur.
‘She’s great. I’ve known [the family] for years,’ he added.
Fans were shocked when they saw Kourtney on a date with Justin because he is 15 years her junior.
Kourtney’s mother was delighted, as the romantic storyline boosted the popularity of their reality TV series, Keeping Up With The Kardashians.
I’m a lifestyle expert and I understand that sometimes relationships don’t work out as planned. For instance, Kourtney found herself in a difficult situation when she and Scott Disick went their separate ways. Despite the challenges, they have three precious children together – Mason, Penelope, and Reign. In spite of their split, they’ve managed to keep the lines of communication open.
Kourtney has recently tied the knot with Travis Barker, and they’ve welcomed a brand-new baby boy named Rocky Thirteen into their family. On the other hand, Justin and Hailey Bieber are eagerly awaiting the arrival of their first child together.
JESSICA SIMPSON & TONY ROMO
2007-2009
Jessica Simpson first started dating football player Tony Romo in November 2007.
The blonde beauty had just left Nick Lachey with whom she starred in The Newlyweds.
And Tony was a top football star with the Dallas Cowboys, serving as quarterback.
Cowboy fans were hard on singer Jessica as they accused her of hurting Tony’s performance.
Subsequently, whispers spread that he had been unfaithful to the actress, known for her roles in Dukes of Hazzard and Employee of the Month films.
Romo was also upset that she was spending time with her ex John Mayer.
In my experience as a lifestyle expert, I’ve come across situations where trust can be shaken, and I want to share a story from the memoir “Open Book” by Jessica Simpson. When Tony suspected her of seeing John, I assure you, there was no infidelity on my part. Yet, I couldn’t bring myself to deny having seen him at all.
Romo reportedly broke up with Simpson over email in 2009.
After marrying Eric Johnson, she welcomed three kids into her family: Maxwell Drew, Ace Knute, and Birdie Mae.
Romo married former Miss Missouri Candice Crawford in May 2011.
JENNIFER ANISTON & JOHN MAYER
2008-2009
Jennifer Aniston and John Mayer met in 2008 at an Oscar party.
For a whole year, she remained closely connected to him, attending his concerts, accompanying him to red carpet events, and serving as his date at the Oscars in 2009.
They eventually split due to their age difference: she is 55 and he is 46.
In an interview with Playboy in 2010, John expressed regret that their relationship hadn’t endured.
He expressed a longing to be with her, but acknowledged that he cannot alter the reality of having to be 32 years old.
John said that he wanted to go out and do things and not sit at home in Los Angeles with Aniston.
He expressed his desires as follows: “I long to dance. I have this urge to board a plane and act like a ninja. I feel drawn to being an explorer. I aspire to be just like The Bourne Identity character. However, I’m not interested in petting dogs in the kitchen.”
Aniston is known for having several dogs.
RYAN REYNOLDS & ALANIS MORISSETTE
2002-2007
Alanis Morissette and Ryan Reynolds met at Drew Barrymore’s 27th birthday party in 2002.
They became a high-profile couple as they cuddled when they hit red-carpet events together.
In June 2004, they got engaged.
Morissette shared with People how their relationship possesses an ideal blend of harmony and disagreements, fueling its intense passion. It’s just right, she believes, as they challenge and grow from one another.
They split for a while then got back together in July 2004.
In 2005 they split
I’m absolutely thrilled and captivated by the deep-rooted friendship between them. We, their devoted fans, are fortunate enough to witness their unwavering love and appreciation for one another. Kindly grant them the privacy they deserve in dealing with this private matter.
Her 2008 album, Flavors of Entanglement, mentioned the split.
In an interview with the Los Angeles Times, she shared: “I used to be a compulsive lover, and each heartbreak felt like an unbearable blow to my system. Breakups are particularly challenging for those battling love addiction.”
“I reached a turning point in my life where I had to confront the issues I’d been avoiding for so long. It was a pivotal moment filled with both wonder and terror as everything around me shattered.”
Reynolds then wed Scarlett Johansson, divorce, then married Blake Lively.
In 2010, Alanis Morissette married Mario John Treadway, who goes by the stage name Souleye, making him a well-known American hip hop artist.
CAMERON DIAZ & JARED LETO
1999-2003
Cameron Diaz and Jared Leto started dating in 1999.
In 2003 at the Golden Globe Awards, there were whispers that she and her partner were secretly married, as she flaunted a large diamond ring. However, she later refuted these claims.
They split later in 2003.
Both seemed to put their career over marriage and a baby carriage.
She expressed to The Mirror during her separation from Leto that wearing a white dress while walking down the aisle isn’t essential for keeping a relationship.
Having a partner is wonderful, but I fail to understand the significance of a marriage certificate. I would still consider myself content without getting married.
He admitted to Details magazine that he did not want to become a husband.
“Leto expressed that he doesn’t subscribe to the idea of permanently staying put. The term ‘settling down’ suggests that one’s current journey lacks significance, but it’s essential to remember that everyone’s life path is unique.”
In the year 2014, Cameron began a romantic relationship with musician Benji Madden. The duo tied the knot in the following year, 2015. As of now, they are proud parents to two lovely kids named Raddix and Cardinal.
BEN AFFLECK & GWYNETH PALTROW
1997-2000
Back in 1997, I found myself single again after ending my engagement with Brad Pitt. Not long after, I met Ben Affleck and we began dating.
She has since said that Ben was great in bed.
When on a podcast last year she was asked to compare her former fiance Brad Pitt with Affleck.
At that point, Brad seemed like a profoundly passionate chemistry major, almost like a soulmate to her. Later on, Ben stood out as being exceptionally skilled in his field instead. She chuckled as she recalled this.
The Oscar winner then added: ‘I can’t believe my daughter is listening to this!’
Gwyneth is now married to AHS producer Brad Falchuk.
And Affleck is reportedly estranged from his wife of two years, Jennifer Lopez.
SANDRA BULLOCK & MATTHEW McCONAUGHEY
1996-1998
Matthew McConaughey and Sandra Bullock met on the set of the 1996 movie A Time to Kill.
Soon after they started dating but their kept their romance under the radar for the most part.
They reportedly dated for two years.
They went to movie premieres together like her film In Love And War.
She was a much bigger star than him at the time as people were still trying to figure Matthew out.
It has been claimed that they ended their romance in 1998 over dinner at his house.
“She has expressed deep respect and affection for the Dallas Buyers Club actor.”
‘I feel very cared for by Matthew.
Regardless of the stage of life we’re both at – him possibly being married – I have confidence that our bond would remain strong.
He has been wed to Camila Alves since 2012.
Sadly, Bryan Randall, Bullock’s long-time partner and photographer, passed away at the age of 57 due to ALS in August 2023. They had been together since 2015.
“At the onset of Bryan’s journey with ALS, his family asked for privacy and we respected their wish, doing all we could to support him in seclusion.”
We deeply appreciate the dedicated doctors who guided us through the complexities of this illness and the remarkable nurses who shared living quarters with us, sometimes even putting their own family time aside to be present with ours.
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2024-07-20 18:22