From Leo DiCaprio to Tom Brady, Gisele Bündchen Opens Up About Why Things Didn’t Work Out With Her Exes


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From Leo DiCaprio to Tom Brady, Gisele Bündchen Opens Up About Why Things Didn’t Work Out With Her Exes

Having a remarkable beauty, Gisele Bündchen, a Brazilian supermodel, has been romantically involved with many famous individuals including movie stars, professional athletes, and even another model. Despite her high-profile dating history, none of her relationships have lasted. Gisele has opened up about her past experiences with relationships.

The Relationship Begins

While there is no certainty, it is believed that Leo encountered Gisele for the first time while she was walking on a catwalk. During the year 1999, the emerging film actor witnessed the Brazilian beauty in a fashion event and resolved to track her down.


It is likely that the actor who played Romeo in the movie “Romeo and Juliet” had his team do some behind-the-scenes research. As a result, the young-looking DiCaprio and the Brazilian model eventually met. It is a well-known fact that Leonardo DiCaprio is attracted to models, especially supermodels like Gisele.

Gisele Bündchen

Gisele Bündchen is a multi-talented individual, hailing from Brazil, who has made a name for herself as a model, actress, author, businesswoman, and environmental advocate. During her career peak, she was one of the most highly compensated models globally, topping the Forbes list of top-earning models in 2011. Additionally, Gisele emerged as the 16th wealthiest female figure in the entertainment industry back in 2007.


It’s understandable that Gisele attracted Leonardo DiCaprio with her lengthy and blond legs, textured beach-like hair, and tall and athletic physique.

Leonardo DiCaprio

DiCaprio achieved recognition as a popular mainstream actor when he played Romeo in Baz Luhrmann’s Romeo and Juliet in 1995. His international acclaim escalated when he starred as Jack Dawson in the 1997 hit movie, Titanic, which earned him a spot as one of the top-paid actors globally.


From 2000 to 2005, the attractive and popular model and actor were in a romantic relationship and were highly regarded by their community. They were recognized as one of the most beautiful couples in 2004 by People magazine, and it’s hard to argue with that.

Top Couple

During their romantic relationship, Gisele and Leo were a dynamic pair, excelling in their respective fields. Leo achieved great success by acting in films such as The Aviator, Catch Me If You Can, and Gangs of New York.


During this time, Gisele had a significant hold on the modeling world, being recognized as the most highly paid model globally for more than 10 years. It can be said that Kendall Jenner, Gigi Hadid, and Karlie Kloss’ influence in the industry was made possible by Gisele’s pioneering contribution.

Animal Lovers and Activists

Gisele has retrospectively described Leo as “an exceptional individual” after spending time with him. They share a mutual love and concern for animals and the environment, and have collaborated with various nonprofit organizations to raise awareness on worldwide environmental challenges.


Gisele identifies herself as the most passionate animal enthusiast globally. In a special show, she partnered with The International Fund for Animal Welfare to raise awareness about the challenging circumstances of Russian bears. Similarly, Leo collaborated with the same organization to bring attention to the predicament of Russian whales.

Media Attention

As expected, Gisele received increased media scrutiny when she began a romantic relationship with Leo. She usually refrained from discussing her famous partner in public, and redirected the conversation when reporters inquired about him.


Gisele opposed the media’s story that her relationship with Leo was solely for publicity. There were speculations that the supermodel and actor were in a relationship to benefit their image. However, Gisele argued that they were in the public limelight individually well before they began dating.

Gisele Opens Up

After several years of their separation, Gisele has recently discussed the reason behind her decision to end her 5-year-long relationship with the famous actor from Titanic. She has shared in her book that their ways of living were not matching each other anymore.


Although Gisele had a successful career while she was together with Leo, she faced a difficult time when she was in her early twenties. Eventually, she recognized the need for a change, but Leo was not in agreement.

On and Off

The couple frequently broke up and reconciled throughout their relationship, with multiple instances of ending things. W Magazine documented one such event in the summer of 2002, when Bündchen and DiCaprio separated after dating for two years.


When questioned about her relationship with Leo back then, Gisele claimed she was too busy to pursue one. She initially stated that boys were attractive, but later retracted her words by saying she had no time for them and had nothing more to add.

Gisele Gets Bored

Actually, when Gisele and Leo ended their relationship in 2002, reports stated that Gisele was feeling uninterested in her famous actor boyfriend. According to the model’s friends who spoke to The Telegraph, Gisele was starting to feel a bit tired of the relationship and wanted to move forward.


The rumors substantiated the assertion that the model and actor were not intending to commit to each other in a permanent manner. As per the source, the relationship was always sporadic, and both individuals are not ready to establish a lasting bond.

Back to Brazil

However, during her interview with Vanity Fair in 2004, the model acknowledged that her separation from Leo was the most challenging experience she had ever encountered. Gisele revealed to the publication that she decided to take a hiatus from modeling and returned to her home country of Brazil for eight months.


Gisele prioritized spending time with her family over earning money through modeling. She believed that all experiences are opportunities for personal growth and learning, and that it’s important to live life without fear. As she stated, “There are no negative experiences, only positive ones.”

Getting Back Together

In 2002, Gisele and Leonardo had a short separation, but they reunited in 2003 and their relationship was considered to be extremely serious. Reports claimed that they were very content together and couldn’t be more thrilled.


At that period, Gisele and Leo moved around together and were captured riding bicycles next to each other on the roads of New York City. It was cute! Bündchen and DiCaprio also went to Peru together to explore the impressive and ancient Incan city of Machu Picchu.

Marriage Rumors

Gisele and Leo’s rumored marriage circulated around Hollywood due to their perceived strong and happy bond. Various sources even claimed that Leo had gone to the extent of purchasing a personalized Neil Diamond diamond ring for the model.


Vogue magazine stated that Leo asked for Gisele’s hand in marriage thrice in all, but she declined all the proposals. Despite wanting a family, the model had some issues in her relationship with Leo.

Moving Back to New York

During the height of their relationship, Gisele relocated to Los Angeles to be with Leo. Gisele referred to him as “the love of my life” and they combined their pets and living spaces in order to live together.


Nevertheless, in 2004, while they were still in a relationship, Gisele gathered her belongings and relocated to New York. Having spent four years in Los Angeles and missing out on various opportunities, the model made the decision to permanently reside in NYC.

Time for Lifestyle Changes

Gisele explains in her book that she realized the necessity to alter her way of living while Leo wasn’t willing to do so. Therefore, the supermodel adopted meditation, reduced her modeling commitments, and allocated more time to spend with her family. Moreover, she eliminated sugar, caffeine, and alcohol from her diet.


Regrettably, as Leo refused to make any changes to his lifestyle, Gisele began to feel isolated. She had adopted a fresh and healthy lifestyle whilst her partner continued to work and indulge in revelries.

Break Up

During the beginning of the year 2005, Gisele and Leo went to the Academy Awards as a couple and as expected, they looked stunning on the red carpet. Gisele, who is a supermodel, wore a white dress with ruffles and drapes, and her usual long golden wavy hair, which is reminiscent of the beach.


Bündchen and DiCaprio went their separate ways later that year after being seen together publicly. Following the breakup, both of them quickly found new romantic partners. In 2006, Gisele met her future husband Tom Brady, while Leo started dating Israeli model Bar Refaeli.

Amicable Split

Gisele and Leo have both stated that their separation was friendly when they reflect on their relationship. It’s probable that after several years of intermittent dating, they felt more like companions than romantic partners. Even after their breakup, they continued to hold each other in high esteem and appreciated the experiences they had as a youthful and highly renowned couple.


In an interview with Vanity Fair in 2009, the supermodel spoke about her association with Leo, stating that they were aware of what they shared. They were both very young and evolved together in many aspects.

Reflecting

The model contemplates about her experiences with Leo in her memoir, and appreciates the knowledge she gained during their time together.


The model believes that every person who interacts with us serves as our teacher, disclosing something about ourselves. She thinks that DiCaprio was one such teacher who helped her learn about the difference between good and bad. Therefore, she bears no grudges against him and respects him for being himself. It appears she acknowledges and understands why they had to end the relationship.

Moving On

After being in a relationship with Leo for five years, Gisele decided to end things in 2005. Soon after, both of them found new partners. In 2006, Gisele went on a blind date with NFL quarterback Tom Brady and the two connected well. In 2009, after three years, they got married.


Gisele and Tom share a family of two kids. The first child, a son named Benjamin Rein Brady, was born inside their residence in 2009. Following this, their daughter Vivian Lake joined the family in 2012.

Complicated at First

At the time when Gisele and Tom first met, he was in a romantic relationship with actress Bridget Moynahan, known for her role as Natasha in “Sex in the City.” However, Brady decided to end the relationship with Moynahan and publicly begun dating Gisele in 2007.


Moynahan was found to be carrying Brady’s child, yet despite this, Gisele and Brady continued to remain as a couple. Ultimately, both Moynahan and her son were present at Brady and Bündchen’s wedding.

A Happy Family

Two months after Brady proposed, the couple tied the knot in Santa Monica in 2009. Brady mentioned in an interview with GQ in 2019 that their wedding had a total of six guests in attendance. This included their parents, Brady’s son, and his previous partner.


The wedding celebration was small and significant, giving the impression of a promising beginning to a lifelong commitment. Despite this, Gisele and Tom have recently announced their separation after 13 years.

Leo the Bachelor

Leonardo DiCaprio is widely recognized for his prolonged period of being single. Although he has had relationships with numerous women, there are not many who think that he will ever commit and get married.


DiCaprio is well known for being very private about his personal life, but he has been observed spending time on yachts with much younger women. Following his romance with Gisele, he had relationships with Bar Refaeli, an Israeli model, and Blake Lively, an actress from Gossip Girl.

Leo’s Love Life

After their separation, Leonardo DiCaprio has been frequently seen with a series of models, some of whom are considerably younger than him. He has become so well-known for this habit that he has become a joke, and was even referenced in Taylor Swift’s latest song, The Man.


Leonardo DiCaprio has been in romantic relationships with several younger women, including Bar Refaeli who was 11 years younger than him, Blake Lively who was 12 years younger, Erin Heatherton, Toni Garrn, and Kelly Rohrback, who are all models.

Leo and Rihanna

Leo is rumored to have had a romantic connection with famous Barbadian singer and lingerie businesswoman Rihanna, who is one of his most well-known conquests. During a music festival, Coachella, back in 2016, pictures surfaced on the internet of the two celebrities appearing intimate, causing a frenzy among fans.


Leo was present at Riri’s birthday celebration, and they were seen together at Neon Carnival. Furthermore, observers saw them kissing at a gathering held at the Playboy Mansion. Allegedly, they are only friends who share similar musical preferences.

Leo at the Oscars

Did you know that Leonardo DiCaprio had not taken a companion along to the Academy Awards since he went with Gisele in 2005, until 2020? Generally, he accompanies a family member, but this year he had his girlfriend of two years, Camila Morrone with him.


Interestingly, Morrone was also dressed in a long white strapless gown, much like Gisele who had accompanied the actor. Although Morrone walked the red carpet alone, she joined Leo at their table during the show.

Meet Camila Morrone

It is said that DiCaprio and model Camila Morrone became romantically involved in 2018 after being seen kissing at Coachella festival. At the time, Morrone was 21 years old, which made her significantly younger than DiCaprio. Although the relationship had a slow start, it became more significant over time. The couple even introduced each other to their families.


According to reports, Leo has a strong and committed relationship with Cami, however, he is not considering marriage since he is known for being single. It is not unexpected news.

Fond Memories Together

The model revealed in a 2009 interview with Vanity Fair that she and her former boyfriend, Leo, occasionally have conversations. She expressed her admiration towards him by saying “Leo is truly a remarkable individual”. In fact, she even stayed in touch with the actor’s mother, indicating that the breakup was handled well.


After Gisele returned to NYC, she entrusted some horses and dogs to her former partner. Even after their separation, Leo continued to care for one of the dogs.

My Path to a Meaningful Life

Gisele published a book named Lessons: My Path to a Meaningful Life in 2018, where she delves into her connection with DiCaprio in greater detail. The book is a blend of an autobiography and a self-help manual, and it covers various aspects of Gisele’s life, including fashion and beauty recommendations.


The supermodel kept her private life mostly confidential. Therefore, her memoir provided an opportunity for her fans to learn about the events that occurred between her and Leo.

Panic Attacks

The autobiography of the top model exposes her struggles with anxiety and depression during the peak of her profession. Bündchen expressed feeling inadequate in her own physical being.


In an interview with Porter magazine, Gisele expressed that she believed she had no entitlement to feel the way she did since so many people globally deal with challenging situations. Consequently, she chose to hide her emotions, but that only worsened her condition.

Medication

Due to suffering from panic attacks and depression, Gisele’s physician recommended Xanax medication. Nevertheless, the model opted to transform her routine instead of taking the medication.


Gisele, who was working as a model, had to travel a lot and had been consuming mocha frappuccinos, tobacco, and wine regularly. However, she came to a realization that these habits might be causing pain in her life. Therefore, Gisele decided to reduce her intake and focused on practicing yoga, meditation, and spending time with her family instead. She believed that getting rid of these habits could potentially be the solution to the pain she was experiencing.

Soul-Searching

During this phase, Gisele had a deep introspection of her life, profession, and interpersonal connections. By avoiding the use of alcohol and excessive work, she confronted problems that she had disregarded previously. One of those issues was her association with Leo.


As Gisele was reflecting on her soul and making adjustments, the popular womanizer showed no signs of doing the same. According to her memoir, she posed the question, “Did I have a desire to engage in profound introspection while he remained stagnant?” Regrettably, the response at last was affirmative.

Moving On

Undoubtedly, Gisele and Leo are now only a nostalgic reference in popular media confined to outdated celebrity publications. Both the top model and the renowned actor have progressed, albeit they may encounter each other occasionally at social gatherings or high-profile occasions.


Gisele has retired from her career as a runway model, but she still actively engages in charitable endeavors. In contrast, Leo’s career as an actor is thriving, and perhaps he will eventually get married and settle down in the future.

Happily Ever After?

Several years ago, during 2006, Gisele believed she had discovered her perfect match. She had been arranged to go on a blind date with the famous sportsman Tom Brady. In an interview, Gisele recounted their initial encounter, saying “When I first laid eyes on him, he smiled, and I thought to myself, ‘That is the loveliest, most magnetic smile I have ever seen!’”


In 2009, they became engaged and shortly thereafter tied the knot, indicating a strong eagerness to begin the next chapter of their lives as a couple. The pair has a son and daughter of their own, and Gisele also took on a step-mom role to Brady’s child from a previous relationship.

The Man Who Cried “Retirement”

Tom Brady, who holds almost all of the major quarterback records and has also been the oldest NFL MVP, is undoubtedly a football legend. He recently announced his plan to retire at the beginning of 2022, after serving as the lead quarterback for 22 seasons.


However, it only took about a month for him to announce he would be back for the 2022 season. Finally, in February of 2023, he announced his retirement “for real.” Unfortunately, that was just too little, too late for Gisele.

Breaking Up

Brady’s unwillingness to retire was the final straw for his wife. “This is a very violent sport, and I have my children, and I would like him to be more present,” she explained in an interview.


“So, after having ‘those conversations with him over and over again,’” Gisele decided that enough was enough. The split was reportedly amicable, and the two are committed to co-parenting their children. “My priority has always been and will continue to be our children, whom I love with all my heart,” she shared.

Onward!

Gisele and Tom finalized their divorce in October 2022. She does, however, still support her ex-husband. “I feel that everybody has to make a decision that works for them. He needs to follow his joy, too,” she explained.


Recently, though, rumors have emerged that Gisele might not be single for long. She’d been spotted enjoying several refreshing vacations in Costa Rica with her jujutsu instructor, Joaquim Valente. Will this lead to a happy ending? Only time will tell.

Gisele in Vogue

When she was making her name in the fashion world, Gisele had her debut Vogue cover in 1998. At the time, Gisele brought a whole new style to the runway, which had been dominated by Kate Moss in the 1990s.


Gisele was golden, youthful and curvy (for the fashion world) and designers were falling over themselves to dress her. The model did campaigns for Dolce & Gabbana, Versace, Valentino, and even Ralph Lauren. The beachy Amazonian bombshell took the fashion world by storm.

An Influential Superstar

At her peak, Gisele was an extremely influential and enviable celebrity figure. According to a 2006 survey by Elle, over 50% of American stylists said Gisele had the best hair in Hollywood. Two years later, a survey of over 20,000 cosmetic surgeons said that Gisele was the most mentioned celebrity by clients wanting liposuction, and the second most-mentioned celebrity by clients wanting augmentation.


In fact, in 2009 Vanity Fair declared the international supermodel the second most beautiful woman in the world.

Ending Unhealthy Fashion Trends

In the mid-1990s, the fashion world turned to a new ideal look for models. Before, fashion was full of healthy-looking models such as Claudia Schiffer and Cindy Crawford. Then the trend turned towards the style of up-and-coming model Kate Moss.


Along with grunge music, this trend was a short-lived style in the 90s. However, Gisele Bündchen is credited with ending the phase. She ushered in another era of models with golden skin and curves.

The Horse Walk

During her time with lingerie brand Victoria’s Secret, Gisele was credited with the ‘horse walk’. The actress both came up with the distinctive walk and then popularised it in the fashion world.


As you might guess, the horse walk includes a lot of stomping and lifting the knees high before kicking out the feet to step. Gisele’s signature horse walk is still considered one of the best catwalk struts in the fashion world. It’s stompy, sexy, and seriously fierce.

Big Screen

As well as being the highest-paid model in the world for over 15 years, Gisele has also branched out into other areas. The model had a supporting role in action comedy film Taxi in 2004 alongside Jimmy Fallon and Queen Latifah.


The supermodel also had a supporting role in the 2006 comedy fashion movie The Devil Wears Prada. In the movie, you can see a sharply dressed Gisele wearing glasses and hanging out with assistant from hell Emily Blunt.


Surely one of pop culture’s most famous co-parents are Kourtney Kardashian and Scott Disick. Fans have watched the couple’s relationship unfold, from new lovers to parents of three. There have been many ups and downs along the way, but no matter what happens, Scott and Kourt are still there for the kids. So, how do they make it work? We take a look at their relationship and co-parenting history to find out!

Keeping Up With Kourt

Kourtney Kardashian is the eldest of the Kar-Jenner family. When she was a child, her parents split up and her mom married Olympian Caitlin Jenner. Kourt is the only member of the family who went to college — she studied Theater Arts and Spanish at the University of Arizona.


Kourt was also on reality TV before other members of her family, as she starred on 2005 series Filthy Rich: Cattle Drive. Of course, once Keeping Up With the Kardashians premiered in 2007, the family’s fame grew.

Scott Disick’s Early Life

In one episode of KUWTK, Scott Disick mentions that he used to go to school every day in a limousine. The New Yorker is an only child to parents Jeffrey and Bonnie Disick, who occasionally appeared on the series. Scott was raised Jewish and attended a private school in the Hamptons.As a teen, Scott did a little bit of modeling. He was also interested in architecture, which must be something that he and future partner Kourtney bonded over.

The Day They Met

So, where did Kourtney and Scott first meet? Well, we know that the Kardashians are friends with Girls Gone Wild founder Joe Francis. According to him, he introduced the couple at a party at his house in Mexico.


In a later episode of KUWTK, Scott recalls, “I liked her, but she wanted nothing to do with me.” Kourtney agreed, saying, “I just thought he was so annoying. He was four years younger, he lived in New York, he didn’t have a job.”

An Early Pregnancy Scare

In the very first season of Keeping Up With the Kardashians, Kourtney has a pregnancy scare. In the 2007 episode, “You Are So Pregnant Dude,” the elder sisters are about to leave for Las Vegas when Khloé convinces her sister to take a pregnancy test.


Thankfully, at this stage Kourtney wasn’t pregnant. However, as we know, it wasn’t going to be that way for long! From the earliest days of their relationship, Scott and Kourt have been pretty dramatic.

Their First Break-Up

Which brings us to their first of many break-ups. At the beginning of season two of KUWTK, we see Kourtney find shocking texts on her boyfriend’s phone. It turns out Scott was texting a woman saved as “My Wife,” which is surely a recipe for disaster.


Indeed, Kourt called it quits and headed to Cabo San Lucas with her sisters. It’s pretty clear throughout their relationship that Scott is the immature and chaotic partner. In basically every case, Kourtney is the one making reasonable decisions.

Reconciling in Miami

Lots of Kourtney and Scott’s relationship played out on spin-offs of KUWTK. In a 2009 episode of Kourtney & Kim Take Miami, Kourtney eventually announces that she’s pregnant with Scott’s child. Though it wasn’t planned, Kourt falls for motherhood right away.


She later commented, “I love being pregnant. I feel like it’s going by too fast. It is the best thing that’s happened to me. It’s such a spiritual thing happening in your body, and it’s what your body is made for.”

Welcoming Mason Dash Disick

In the season four finale of KUWTK, viewers watched Mason Dash Disick arrive in this world — literally. In the previous episode, the family celebrate Kim’s birthday in Las Vegas, and Scott’s behavior gets seriously out of hand.


Famously, he gets into an argument with a waiter and shoves a $100 bill in his mouth. Outrageous. By the next episode, nobody wants to speak with Scott. Eventually, though, Kourtney reconciles with him and he’s present for the birth of his first son.

Scott’s Behavior Spirals

It’s tough to watch someone struggle with serious substance and addiction issues. When Kourtney and Scott moved with little Mason to Miami for a year, Scott’s partying just got worse and worse.In 2010, Kourtney tells him, “I can’t do this anymore. I love Mason more than I love you and that’s what it is.” Scott did seek help for his problems, and went to therapy and rehab. When he stopped drinking, he and Kourtney got back together yet again.

Will You Marry Me?

We’re off to another spin-off for the next installment of Kourtney and Scott’s troubled relationship history. On a 2011 episode of Kourtney and Kim Take New York, viewers watched as Scott shopped for an engagement ring.


However, he doesn’t get a chance to ask the question before Kourtney says how she really feels about marriage. She says, “Why mess it up? I just feel like right now I’m happy with the way things are.” In the end, he decided not to pop the question.

Welcoming Penelope Scotland Disick

While Kourtney said she didn’t want to marry Scott, she did say she’d be open to having another child with him. That same year, the couple announced they were expecting their second. She commented, “It wasn’t like we weren’t trying, we kind of just said, ‘If it’s meant to be, it’ll be.’”


Daughter Penelope Scotland Disick was born in 2012. As with the other Kar-Jenner kids, the whole family was present for the birth. Likewise, Kourtney did the whole thing on camera.

Dealing With Difficult Times

It was particularly difficult for Scott Disick when both of his parents passed away in quick succession. His mom Bonnie died in 2013 after a long illness, and then his father Jeffrey passed months later in 2014. Leaving Scott without any immediate family, the Kardashians took him in.


Still today, they consider him a part of the family. Losing his parents definitely fed into Scott’s continued struggles with substance abuse. Grief, loss, and loneliness only made his issues more intense.

Welcoming Reign Aston Disick

In 2014, Kourtney announced she was pregnant for the third time with Scott Disick. Their relationship wasn’t exactly on solid ground, but it’s clear that Kourtney absolutely loves being a mom. Little Reign Aston was born exactly five years after first son Mason, on the exact same day.


During this time, Scott Disick’s behavior gets more and more out of control. In episode “Buggy Boo”, Khloé reminds him that he’s not allowed in Kourtney’s house when he’s intoxicated or she will have him arrested.

The Final Split

For some, it’s surprising that these two made it this long. However, it’s undeniable that both Scott and Kourtney love their kids. The pair eventually called it quits in 2015. Naturally, there was some drama that caused this final separation.


After nine years together, Scott was photographed getting close with ex-girlfriend Chloe Bartoli. In the premiere of season 11 of KUWTK, viewers watched an upset Kourtney focus on her kids after asking Scott to move out. Kris Jenner said her eldest was “hanging in there.”

Kourt Moves on With Justin Bieber

After her split from Scott Disick, Kourtney Kardashian decided to move on with her life. After all, if he could hang out with much younger partners, then why couldn’t she? At the time, the 36-year-old reality star and 21-year-old singer were spotted hanging out together.


Apparently, Scott wasn’t thrilled about this pairing. Sources claim that he accused Kourtney of hanging out with the Biebs just to make him jealous. Hey, that’s what happens when you split up!

Scott Seeks Help

In order to be a great co-parent, Scott Disick needed to address his addiction issues. Over the years, the reality star has been in and out of rehab. Back in 2011, he was clean but he then went to rehab in 2014 after filming Kourtney and Khloé Take the Hamptons.


In 2015, he went to rehab in Costa Rica but checked himself out within a month. After Scott and Kourtney split, he also went to rehab, this time in Florida.

I Find Co-Parenting Really Easy

Despite all of their personal issues, Kourtney and Scott have been excellent at co-parenting. In 2016, Kourtney told a magazine, “I find co-parenting really easy. Scott and I communicate all the time. You have to keep discussing what’s going on because as the children grow older, the rules need to be renegotiated.”


She continued, “We make sure we go on days out together because the kids love it but it’s really hard when you’re at the zoo and there are cameras in your face all day.”

Scott’s Spree of Hookups

Co-parenting can get a little more complicated when it comes to dating. In an iconic 2017 episode of Keeping Up With the Kardashians, the elder sisters storm into Scott’s hotel room on a family vacation to find a woman hiding in his hotel bathroom.

Also that season, Kourtney makes fun of her ex for bringing actress Bella Thorne to the Cannes Film Festival. During this period, Scott was linked publicly to models Jessica Harris, Megan Blake Irwin, Lina Sandberg and Lindsay Vrckovnik.

Starting Serious Relationships

After dating other people casually, Scott and Kourtney both got into serious relationships in 2017. Kourt got together with Algerian model Younes Bendjima, who’s 14 years younger than her.


Meanwhile, Scott got into a relationship with Lionel Ritchie’s daughter, model Sofia Richie, who’s 14 years younger than him. He explained, “Sofia knew going into this that I was extremely close with Kourtney. She was like, ‘Listen, I will never get between you and your family and your children.’”

Mom and Dad Are Back

Despite all their personal relationship drama, it’s clear that Scott Disick and Kourtney Kardashian always prioritize their children. In 2017, Kourtney posted a selfie of the ex-couple together on Instagram with the caption, “MOM and DAD back at it again with the coparenting skills.”


Reports claim that the couple are flexible with their schedules. One source said, “They communicate all day every day and if one of the kids wants to go to their dad’s or mom’s, they’re allowed to.”

Defining the Relationship Rules

When it comes to successful co-parenting, communication is key. This means that even though Scott and Kourt aren’t always on great terms, they still need to talk about what works for them. In a 2018 episode of KUWTK, Kourtney lays down some boundaries and asks Scott not to enter her bedroom without permission.


In response, Scott agrees, saying, “There’s obviously some boundaries that we both need to respect, and I don’t want you to be uncomfortable.” Compared with other celebrity parents, these two do it well.

Vacationing as a Family

Despite calling it quits as a romantic couple, Scott and Kourtney have gone on vacation together many times. In 2018, Scott, Sofia, Kourt and the three kids all enjoyed themselves in Mexico.


The couple also spend holidays together. On Thanksgiving, Kourtney posted, “I woke up this morning in bed with my children, in the same house as my sisters (minus @khloekardashian), my brothers, the father of my kids, my mommy, my grandma, my nieces, and nephew. I feel beyond grateful.”

Co-Parenting Couldn’t Go Better

The family headed off on another vacation in 2018 with some of their extended family. Kourt, Scott, and their kids joined Kim and Khloé in Bali and shared some adorable snaps on social media.

The exes — known as Skort — were also spotted in NYC having a good time with the kids. While it might seem weird to go on vacation with your ex, it makes sense if you want your kids to enjoy being with both parents in a new and exciting place.

Vacation With His Girlfriend

These two are pretty mature when it comes to each other’s partners — or, at least, Kourtney is. She, Scott, and Sofia have vacationed and dined together, which must have been a strange dynamic. In her debut on KUWTK, Sofia comments that Scott is more mature and well-behaved when he’s around Kourtney.


It certainly seems that Scott prioritizes his kids and in-laws rather than his romantic partners. He definitely comes as a package deal, with plenty of Kar-Jenners in tow!

Still Going Strong

By 2019, Scott Disick and Sofia Richie were still going strong. Sources claimed that the model was great with her boyfriend’s three kids, and respectful of Kourtney as their mom. The couple took the kids away on vacations by themselves, including to St. Barts for Scott’s 35th birthday.


Sources at the time claimed, “She loves to play with them and help Scott out, but she never really watches them alone. She lets Scott be the dad, and she’s there to help out.”

They Don’t Deserve Our Mistakes

When asked about his co-parenting relationship with Kourtney Kardashian, Scott Disick has had some wise words. In 2019, he said, “Just because their mother and I couldn’t make it as a perfect, romantic couple shouldn’t have anything to do with the kids.”

He continued, “They don’t deserve our mistakes, so we figured out a way. We still need to be as honest and as good to each other as if we were together. Let’s raise these children together and that’s it.”

Modeling Co-Parenting to the World

Kourtney has also been asked about co-parenting with her ex. On one occasion, she was asked whether she feels responsible for modeling co-parenting to the world.


She said, “I feel like I can show a message, too, of like parents [who] can get along and work together and travel together. And I think it’s a good message to show other people.” It goes without saying that the couple does a great job of this. Just look at this adorable picture of them in matching PJs!

I Know She Means Well

Over the years, fans and people around Skort have wished they could make it work. In 2020, fans noticed that the reality star was liking old pictures of him and Kourtney on Instagram.


Meanwhile, Kourtney’s sister Kendall told her in an episode of KUWTK that she doesn’t think she dealt with the aftermath of their split. Scott agreed, saying, “I think Kourtney, for a very long time, has felt really misunderstood and a lot of people feel like she’s being rude, but I know she means well.”

Wanting to Push Kourtney Out

Scott Disick and Sofia Richie ended their relationship in 2019. The couple moved into a place in Malibu together, but broke up the following year. Since the split, Scott has claimed that Sofia issued an ultimatum between herself and Kourtney.


The father of three told Kim and Khloé, “I feel like she just started wanting to push Kourtney out. And I said like, that’s the most important thing to me is my kids and that’s […] the only family I have, including you guys along with it.”

Family Dinners at Nobu

Following Scott and Sofia’s split, Scott and Kourtney were spotted together even more. They celebrated his 37th birthday on vacation with the extended family, and enjoyed family dinners at Nobu. According to reports from this time, their situation was “a constant topic” among their family and friends.


When they both attended Kim Kardashian’s 40th birthday, the exes posted selfies together, driving their fans wild. Years after their official split, the couple have managed to retain their playful energy with each other.

Wearing His Flannel Shirt

By the summer of 2020, fans were really getting excited about a possible Kourtney and Scott reunion. The ex-couple stayed at a Wyoming Ranch and when Kourt posted an adorable goat picture, fans suspected Kourtney was wearing Scott’s oversized flannel shirts.


To add fuel to the fire, Scott commented on Kourtney’s cute Instagram snap writing, “Cute shirt.” This is yet another example of how these two maintain a cute friendship co-parent dynamic without all the baggage of their earlier relationship.

I Was Just So Insecure

Scott landed his own reality show in 2019. Flip it Like Disick follows the TV personality as he renovates and resells properties.


In one episode he said, “I feel like years ago, when I was, like, younger and stuff, I don’t know that I’ve been, like, motivated to, like, do all these things for the kids and, like, build houses for them. I was just so insecure that, like, everybody would look at me like I’m not cool or young anymore. And now, I couldn’t be happier.”

Be Happy and Content and Peaceful

Over the years, Kourtney Kardashian has faced pressure from fans, friends, and family to give her relationship with Scott another go.


In an episode of KUWTK, Kris tells her eldest daughter, “Listen there’s nothing that I would love more than to see you live your life and grow old with someone, be happy and content and peaceful. And it would always be so fabulous if it was the dad of your children, you know.” Caitlyn Jenner shares the same feelings, saying, “I would hope he can kinda get his act together.”

Brushing Off the Suggestions

Understandably, this has been annoying for Kourtney. In a confessional, she admitted, “My whole family for a couple of years now, love to just bring up me and Scott getting back together. It’s frustrating because Scott and I have had our own private talks, but sometimes I just don’t care to have it be such a conversation all the time so I’ll just kind of brush it off in a nice way.”


Regardless of their own situation, the family is often seen running errands together.

Unpacking Their Co-Parenting Together

On Kourtney’s lifestyle website Poosh, she and Scott got together to discuss their co-parenting relationship. They commented on how strong they feel as a parenting unit.


Scott elaborated, “I think other people just think if they were in that position, they couldn’t do it. […] And it’s not like the easiest thing for us. But the fact that we’ve tried and we made it work, makes life that much better. I mean, I couldn’t imagine raising three children with somebody that I couldn’t speak to every day.”

Is There Any Chance?

We know that family members and fans are always keen to see Skort get back together. Despite showing little interest in this, Kourtney has said that she might have a fourth child with Disick. On KUWTK, fans watched as Kim and Khloé tried to figure out if their sister was serious.


Several years before that, Khloé Kardashian posted snaps of the exes at Kendall’s 21st birthday party to her Instagram Story with the caption, “A girl can dream.”

Reflecting on Their Challenges

In their Poosh discussion, Scott and Kourtney also talk about their toughest moments as co-parents. She said, “I think the hardest part is when we both started new relationships. That caused fights between [Scott and me] about introducing the kids. That caused the most challenges.”


Scott agreed, adding that the biggest challenge was “trying to figure out how we separate our relationship as friends and parents and still be on the same page and what’s appropriate and what’s not.”

We Have a Lot of Baggage

Scott has also admitted that it’s tough to date because of his complicated relationship with Kourtney. In an episode of KUWTK, he told his ex, “I just think people come into our lives and think it’s maybe easier than they think [to be with me or you], but it’s very true that we do come with a lot of baggage.”


He continued, “And it’s definitely not easy that we see each other, work together, and are friends.”

The Best Baby Maker in Town

Despite all of their difficulties, Scott and Kourtney are there for each other when it counts. At the end of 2020, Scott posted a family snap captioned, “Thank you @kourtneykardash for being the best baby maker in town. I couldn’t have asked for a better person in the world to have these amazing children with, I love u and our family more than anything in the world.”


Understandably, it’s reported that Kourtney likes hanging out with Scott when he’s in a good place.

Sticking to Routine

Kourtney Kardashian and Scott Disick have both talked about the importance of routine for co-parenting. They both live close to one another and the kids have the same routine in each house. They’re also allowed to go to whichever house they like, rather than have specific custody days.


Scott has said, “I don’t want anyone to favor…I only want them to feel like they want to be in either of households because of us, not because of what they’re allowed to do differently.”

Looking Back on the Relationship

When KUWTK ended, the family spoke with Andy Cohen about their many years on reality TV. Speaking about their 2015 breakup, Kourtney said that Scott’s substance abuse was the deal-breaker, as she wasn’t aware of his infidelity at the time.


Scott stated that “I definitely wouldn’t have done these things sober,” but added, “But it was all wrong, and I just thought it was normal, to be honest.” He added, “We’re family. I think we always will be.”

Scott Disick and Amelia Hamlin

Scott’s next new flame was a controversial one. In 2021, the reality star got together with 19-year-old Amelia Gray Hamlin, the daughter of Lisa Rinna and Harry Hamlin. The pair were first seen at Kendall Jenner’s Halloween-themed birthday party, and then fans noticed their social media flirting.


During their relationship, Amelia clapped back at people who criticized the couple’s considerable 18-year age gap. The model said, “People can embrace themselves however they feel fit for them at that moment in time.”

Kourtney Kardashian and Travis Barker

More important is Kourtney Kardashian’s new relationship with former Blink 182 drummer Travis Barker. These two have known each other for many years, as have their kids. Travis is also familiar with reality TV as he starred on MTV’s Meet the Barkers with ex-wife Shanna Moakler for two seasons.


Travis Barker is also experienced with on-off relationships. He rekindled things with Shanna Moakler several times, but they officially divorced in 2008. Likewise, he’s an experienced co-parent with his ex-partner.

Is This Chick OK?

Some drama arose for Skort in 2021 when it was revealed that Scott had privately messaged Kourtney’s ex, Younes Bendjima. This wasn’t a great idea considering Scott has publicly bashed Younes.


Basically, Scott sent Younes a picture of Kourtney and new boyfriend Travis kissing while on vacation in Europe. He captioned the snap, “Yo, is this chick OK!??? Brooooo like what is this. In the middle of Italy.” Unsurprisingly, Younes posted the exchange publicly, making Scott look like a petty, jealous ex.

Her Most Serious Relationship

Unlike her other hookups, it looks like Kourtney and Travis are the real thing. In fact, some have suggested it’s the most serious relationship she’s ever been in. Incredibly, after not flying for 13 years following a harrowing plane crash, Travis got on a plane with his new partner.


Reports are now claiming that the couple plan to get married and have kids. This is pretty major considering Kourtney’s lifelong reluctance to tie the knot. We’ll have to wait and see!

What’s Next for Kourt and Scott?

Current reports claim that Scott and Kourtney aren’t particularly close right now outside of co-parenting. Presumably, this is because Scott is irritated with Kourtney’s new PDA with her tattooed drummer boyfriend. The couple made headlines at the Met Gala for their raunchy red carpet kiss beside fellow hot couple Megan Fox and Machine Gun Kelly.

Meanwhile, it seems that Amelia Hamlin called it quits with Scott. Some suspect it’s because of his DM to Younes, while others claim it was coming anyway. Regardless, the co-parenting continues!


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