Pete Davidson's Dating History: A Timeline Of Girlfriends

Hey guys! Ever wondered about Pete Davidson's dating life? You know, the comedian and actor who always seems to be linked to some seriously high-profile names? Well, buckle up because we're diving deep into the dating history of Pete Davidson. From his early relationships to his more recent romances, we're covering it all. So, let's get started and explore the who's who of Pete's dating world!

Early Relationships and Rise to Fame

Before Pete Davidson became a household name, he navigated the typical ups and downs of young love. These early relationships, though less publicized, played a crucial role in shaping the person he is today. It's important to remember that everyone's journey starts somewhere, and for Pete, it was no different. These experiences helped him grow, learn about himself, and eventually prepare for the intense scrutiny that comes with dating in the spotlight.

During his early career, Pete's relationships were more private, shielded from the constant media attention that would later become the norm. This allowed him to develop connections based on genuine feelings and shared experiences, rather than the pressures of fame. While details are scarce, it's clear that these relationships were formative, helping him understand what he sought in a partner and how to navigate the complexities of love. As he transitioned from a rising comedian to a mainstream celebrity, the dynamics of his relationships inevitably shifted, bringing new challenges and opportunities for growth.

As Pete's star began to rise, so did the interest in his personal life. Paparazzi and gossip columns started paying closer attention, and what was once private became public fodder. This transition was undoubtedly difficult, but Pete managed to maintain a sense of humor and authenticity, even as his relationships were dissected and analyzed by the world. His ability to stay true to himself, despite the pressures of fame, is a testament to his character and resilience. It's also a reminder that behind the headlines and celebrity gossip, there are real people with real emotions navigating the complexities of love and life.

Cazzie David: A Long-Term Relationship

Let's kick things off with Cazzie David. Pete and Cazzie were together for a good two years, from 2016 to 2018. For those who don't know, Cazzie is a writer and actress, and also the daughter of comedy legend Larry David. Their relationship was pretty serious, and they often appeared on each other's social media, giving fans a glimpse into their lives as a couple. They seemed like a solid match, sharing a similar sense of humor and creative outlook. However, like many relationships, they had their challenges, and eventually, they decided to call it quits. Sources close to the couple cited differing life goals and the pressures of their respective careers as contributing factors. Despite the breakup, both Pete and Cazzie have spoken respectfully about each other in the years since, indicating a level of maturity and understanding that's not always seen in Hollywood splits.

During their relationship, Cazzie and Pete were often seen attending industry events together, further solidifying their status as a prominent couple in the entertainment world. Their public appearances were often characterized by playful banter and genuine affection, which resonated with fans who appreciated their authenticity. Behind the scenes, however, they were navigating the complexities of a long-term relationship while also pursuing their individual ambitions. This balancing act proved to be a significant challenge, as the demands of their careers often pulled them in different directions. Despite their best efforts to make it work, they ultimately came to the difficult decision to separate, recognizing that their paths were diverging.

After their breakup, Cazzie wrote about her experiences in her book, offering insights into her relationship with Pete and the emotional toll of their split. Her candid reflections provided a rare glimpse into the challenges of dating a celebrity and the difficulties of maintaining a sense of self in the face of public scrutiny. Pete, for his part, has also spoken openly about the relationship, acknowledging the pain and growth that came from it. Their willingness to discuss their experiences with honesty and vulnerability has earned them respect from fans and peers alike, demonstrating a level of emotional intelligence that's often lacking in the world of celebrity relationships.

Ariana Grande: The Whirlwind Romance

Then came Ariana Grande. This was a whirlwind romance that had everyone talking. Pete and Ariana started dating in May 2018 and were engaged just a few weeks later. Yes, you read that right – weeks! The speed of their relationship shocked many, but they seemed head-over-heels in love. They got matching tattoos, gushed about each other in interviews, and generally appeared to be living in a rom-com. Their relationship was a constant topic of conversation on social media, with fans eagerly following every update and declaration of love. However, the intensity of their romance also raised questions about its long-term viability, as some wondered if they were moving too fast. Despite the skepticism, Pete and Ariana seemed determined to prove the doubters wrong, embracing their love with an infectious enthusiasm.

However, their engagement was short-lived. By October 2018, they had called it off. The breakup came as a surprise to many, especially given how public and passionate their relationship had been. Sources close to the couple suggested that the death of Ariana's ex-boyfriend, Mac Miller, played a significant role in the split. The tragedy undoubtedly put a strain on their relationship, as Ariana grieved and Pete struggled to support her through such a difficult time. Ultimately, they realized that they needed to focus on their own healing and personal growth, leading them to make the difficult decision to end their engagement.

The aftermath of their breakup was highly publicized, with both Pete and Ariana addressing the situation in their own ways. Ariana channeled her emotions into her music, releasing the hit song "Thank U, Next," which referenced Pete and their relationship. Pete, known for his comedic approach, used humor to cope with the breakup, joking about it in his stand-up routines and on "Saturday Night Live." While their relationship was brief and intense, it left a lasting impact on both of them, shaping their perspectives on love and loss. Despite the pain of the split, they have both moved on to new chapters in their lives, continuing to pursue their careers and personal growth.

Kate Beckinsale: The Age Gap Romance

Next up is Kate Beckinsale. Pete and Kate raised eyebrows with their age-gap romance in early 2019. Kate, who is 20 years older than Pete, seemed like an unlikely match, but they were spotted packing on the PDA at hockey games and comedy shows. Their relationship defied expectations, as they appeared to be genuinely enjoying each other's company, regardless of the age difference. They were often photographed laughing and holding hands, showcasing a playful and affectionate connection. Despite the initial surprise, many fans came to appreciate their unconventional romance, recognizing that age is just a number when it comes to matters of the heart.

Their relationship, while brief, was notable for its lightheartedness and lack of pretense. They didn't seem to take themselves too seriously, and their public interactions were often filled with humor and wit. This approach helped them navigate the media attention and scrutiny that came with their relationship, allowing them to focus on enjoying each other's company. However, the age gap remained a topic of discussion, with some questioning the long-term viability of the relationship. Despite the skepticism, Pete and Kate seemed unfazed, continuing to date and enjoy their time together.

Ultimately, their relationship ended after a few months, with sources citing distance and conflicting schedules as contributing factors. Kate, who is based in Los Angeles, and Pete, who works primarily in New York, found it challenging to maintain a long-distance relationship while also juggling their respective careers. Despite the breakup, they reportedly remained on good terms, with no hard feelings between them. Their relationship served as a reminder that love can be found in unexpected places and that age is not always a barrier to connection.

Margaret Qualley: A Summer Fling

In the summer of 2019, Pete dated actress Margaret Qualley. This was a relatively low-key relationship compared to his others. They were seen together in Venice, Italy, looking very much like a couple, but the romance fizzled out after a couple of months. Their relationship was characterized by its relaxed and casual nature, with neither party putting too much pressure on it. They seemed to be enjoying each other's company without the expectation of a long-term commitment. This approach allowed them to explore their connection without the added stress of public scrutiny, as their relationship remained relatively under the radar.

Their time together was marked by travel and exploration, as they were spotted in various locations, enjoying each other's company. They seemed to be taking things one day at a time, focusing on having fun and experiencing new things together. This carefree attitude was a refreshing departure from the intense media attention that had surrounded Pete's previous relationships. However, as summer came to an end, so did their romance, with both parties moving on to new projects and endeavors. Despite the brief nature of their relationship, it served as a reminder that sometimes the best connections are the ones that are simply enjoyed in the moment.

Sources close to the couple suggested that their busy schedules and differing priorities contributed to the breakup. Margaret, who is also a successful actress, was focused on her career and had several projects in the pipeline. Pete, likewise, was committed to his work on "Saturday Night Live" and other comedic ventures. The demands of their respective careers made it difficult to maintain a consistent and meaningful connection, leading them to mutually decide to end the relationship. Despite the split, they reportedly remained friends, with no animosity between them.

Kaia Gerber: A Short-Lived Romance

Then came Kaia Gerber, the model daughter of Cindy Crawford. Pete and Kaia dated from late 2019 to early 2020. This relationship also garnered attention due to the age difference, with Kaia being several years younger than Pete. They were often seen holding hands and looking cozy, but the relationship reportedly ended because Pete was focusing on his mental health. Their relationship was characterized by its intensity and passion, as they quickly became inseparable after they started dating. They were often photographed together, showcasing their affection for each other. However, beneath the surface, Pete was struggling with his mental health, which ultimately took a toll on the relationship.

Sources close to the couple revealed that Pete was seeking treatment for his mental health issues, which made it difficult for him to fully commit to the relationship. Kaia, who was still relatively young, was not equipped to handle the complexities of Pete's struggles, leading to a strain on their connection. Despite their best efforts to make it work, they ultimately realized that they needed to prioritize their own well-being, leading them to make the difficult decision to end the relationship. The breakup served as a reminder that mental health is paramount and that it's essential to seek help when needed.

After the split, Pete spoke openly about his mental health struggles, acknowledging the challenges he faced and the importance of seeking treatment. His willingness to be vulnerable and honest about his experiences helped to destigmatize mental health issues and encouraged others to seek help. Kaia, for her part, remained supportive of Pete's journey, recognizing the importance of prioritizing his well-being. Their relationship, while short-lived, left a lasting impact on both of them, shaping their perspectives on love, mental health, and personal growth.

Phoebe Dynevor: A Transatlantic Romance

In 2021, Pete was linked to "Bridgerton" star Phoebe Dynevor. This was a transatlantic romance, with Pete spending time in the UK and Phoebe visiting him in the US. Fans were excited about this pairing, as they seemed like a sweet and grounded couple. Their relationship was characterized by its low-key and private nature, with both parties making an effort to keep it out of the public eye. They were often spotted together in London and New York, enjoying casual dates and outings. This approach allowed them to focus on building a genuine connection without the added pressure of media scrutiny.

Their relationship was also notable for its transatlantic aspect, with Pete and Phoebe navigating the challenges of a long-distance romance. They made an effort to visit each other as often as possible, but the distance inevitably took a toll on their connection. Despite the challenges, they seemed committed to making it work, as they were often seen together in various locations, enjoying each other's company. However, as their careers continued to take them in different directions, they ultimately realized that it was too difficult to maintain a long-term relationship.

After a few months of dating, they decided to call it quits, with sources citing distance and conflicting schedules as contributing factors. Phoebe, who was based in the UK, was focused on her acting career, while Pete was committed to his work on "Saturday Night Live" and other projects in the US. The demands of their respective careers made it difficult to sustain a meaningful connection, leading them to mutually decide to end the relationship. Despite the split, they reportedly remained on good terms, with no hard feelings between them. Their relationship served as a reminder that sometimes even the most promising connections can be challenged by distance and logistical difficulties.

Kim Kardashian: The High-Profile Relationship

Then came Kim Kardashian. This relationship was probably the most talked about of them all. Pete and Kim started dating in late 2021 after Kim hosted "Saturday Night Live." Their relationship was a constant source of headlines, with paparazzi following their every move. They were seen on romantic getaways, attending red carpet events, and generally living the high life. Their relationship was characterized by its high-profile nature, with both parties being constantly in the spotlight. They were often photographed together, showcasing their affection for each other. This constant media attention, while exciting for fans, also put a strain on their relationship, as they struggled to maintain a sense of normalcy.

Their relationship was also notable for its impact on pop culture, with many commenting on the unlikely pairing of a comedian and a reality television star. Despite the initial skepticism, they seemed genuinely happy together, as they were often seen laughing and holding hands. They also made several public appearances together, showcasing their support for each other's careers. However, as time went on, the challenges of maintaining a high-profile relationship began to take their toll.

Ultimately, they broke up in August 2022, with sources citing distance and conflicting schedules as contributing factors. Kim, who is based in Los Angeles, was focused on her business ventures and her family, while Pete was committed to his acting career and other projects. The demands of their respective careers made it difficult to sustain a meaningful connection, leading them to mutually decide to end the relationship. The breakup was highly publicized, with both parties addressing the situation in their own ways. Despite the split, they reportedly remained respectful of each other, recognizing the challenges they faced as a couple.

Conclusion: Pete Davidson's Dating Life

So, there you have it – a timeline of Pete Davidson's dating history. From long-term relationships to whirlwind romances, Pete has certainly had an interesting love life. What's next for Pete? Only time will tell, but one thing's for sure: the world will be watching! Each relationship, whether long or short, has undoubtedly shaped him, teaching him valuable lessons about love, life, and himself. As he continues to navigate the complexities of fame and romance, we can only wish him the best in finding genuine happiness and fulfillment.

Whether you're a fan of his comedy, his acting, or simply his dating choices, Pete Davidson remains a fascinating figure in the entertainment world. His ability to attract such a diverse range of partners speaks to his charm, wit, and undeniable charisma. While his relationships may come and go, his impact on pop culture is undeniable. So, let's raise a glass to Pete and his ever-evolving dating life – who knows what the future holds?