Pete Davidson's Dating History: A Timeline

Alright guys, let's dive into the dating history of one of Hollywood's most talked-about comedians, Pete Davidson. It seems like everywhere you look, there's a new headline about who Pete is reportedly seeing. He's got this undeniable charm and a knack for making people laugh, which, let's be honest, is a pretty potent combo. But who has this Saturday Night Live alum actually dated? We're going to break it down for you, chronologically, so you can get the full scoop. It's a wild ride, so buckle up!

Early Relationships and First Public Romances

Before Pete Davidson became a household name, he had his fair share of relationships, just like any of us. While details from his earlier dating life are a bit more scarce, it's clear he wasn't always in the celebrity spotlight. We're talking about the time before the SNL fame really exploded, before the massive public scrutiny. It’s important to remember that even though he’s a public figure now, he had a life and relationships before that. Early on, relationships tend to be more private, and Pete is no exception. These formative years likely shaped his experiences and perhaps even his humor. Think about it, your first love, your first heartbreak – those are huge moments, right? While we might not have specific names or dates for every single early fling, it's safe to say that Pete, like many young men, experienced the ups and downs of dating. These experiences, though less documented, are a crucial part of anyone's journey, and for Pete, they were happening while he was honing his craft as a comedian. The grind of stand-up is tough, and often, personal life takes a backseat, but relationships still play a role. We can speculate that these earlier relationships, perhaps with people outside of the entertainment industry, gave him a grounded perspective. It's this authenticity that often shines through in his comedy. So, while the tabloids focus on his more recent, high-profile romances, let's not forget that Pete Davidson's dating history didn't just begin with his rise to fame. It's a narrative that has been building over time, shaped by experiences that, while perhaps less publicized, are just as significant in understanding the man we see today. It’s also worth noting that dating in your late teens and early twenties is often a learning process. You’re figuring out who you are, what you want in a partner, and how to navigate the complexities of relationships. For Pete, this was happening under the growing umbrella of his comedy career. The pressures of fame can certainly add a unique layer to any relationship, making those earlier, perhaps simpler, connections all the more noteworthy in retrospect. It’s a reminder that everyone, even our favorite celebs, starts somewhere, and their past experiences are a part of their story.

Ariana Grande: The Whirlwind Engagement

This is arguably the relationship that catapulted Pete Davidson into the mainstream celebrity dating sphere. In mid-2018, news broke that Pete was dating pop superstar Ariana Grande. The internet, as it does, went absolutely wild. These two were everywhere. They were super public, posting about each other on social media constantly, and their whirlwind romance moved at lightning speed. Within weeks of confirming their relationship, they were engaged. Yes, engaged! It was the stuff of pop culture dreams, or so it seemed. Pete even got several tattoos dedicated to Ariana, including one of her signature bunny ears on his neck. Ariana, in turn, wrote a song seemingly about Pete called "Pete Davidson" on her album Sweetener. Their energy together was palpable, and many fans were here for this unlikely pairing. However, as quickly as it seemed to ignite, the flame burned out. By October 2018, just a few months after getting engaged, the couple announced their split. It was a shock to many, especially given the public nature of their relationship and the high level of commitment they had reached. The reasons for the breakup were never fully elaborated on by either party, but the timing coincided with some difficult personal times for Ariana, including the tragic death of her ex-boyfriend Mac Miller. Pete himself has spoken about the intense pressure and media attention that came with dating someone as famous as Ariana, which undoubtedly added strain to their relationship. It was a high-profile romance that burned bright and fast, leaving a lasting impression on pop culture and solidifying Pete's place in the celebrity dating landscape. The speed of it all was truly remarkable – from dating to engagement in just a few weeks. It’s a testament to how quickly things can move when there’s a strong connection, but also a cautionary tale about the pressures that come with extreme fame and public scrutiny. Their relationship, though brief, was a significant chapter in both of their lives and certainly in Pete's public persona. It was a time of intense public fascination, and their breakup was equally scrutinized. The public nature of their romance meant that their separation was also a major news event, highlighting the double-edged sword of dating a global superstar. It was a learning experience for Pete, no doubt, and one that likely contributed to his candidness about mental health and the challenges of fame. The tattoos are a lasting reminder, though Pete has since had some of them covered or altered, which is a pretty common practice for many who get inked in the heat of a passionate romance. Ultimately, the Ariana Grande chapter was a defining moment, showcasing the magnetic pull Pete Davidson could have and the intense spotlight that followed.

Kaia Gerber: A More Private Affair

Following the very public breakup with Ariana Grande, Pete Davidson took a more private approach to his next high-profile relationship. In late 2019, rumors began to surface that Pete was dating model and actress Kaia Gerber, the daughter of supermodel Cindy Crawford. Unlike his romance with Grande, this relationship was kept much more low-key. While they were spotted together on several occasions, and Pete eventually opened up slightly about the relationship, they largely avoided the intense public scrutiny that characterized his previous romance. They were seen attending events together, and there were paparazzi photos of them out and about, but they didn't flood social media with PDA. This period seemed to be a time when Pete was perhaps trying to navigate his fame and relationships with a bit more discretion. Sources at the time suggested that Kaia's parents, particularly her supermodel mother Cindy Crawford, were a bit concerned about Pete's public image and his history with substance abuse (which Pete has been very open about). However, reports also indicated that Kaia and Pete had a genuine connection. The relationship appeared to be supportive, with Pete reportedly attending family events with Kaia. Sadly, this union was also relatively short-lived. By early 2020, reports confirmed that Pete and Kaia had called it quits. The reasons cited were generally attributed to their young age and the demanding nature of their respective careers in the entertainment industry. Pete himself alluded to the fact that he felt he needed to focus on his own well-being and mental health, and that he wasn't in a place to fully commit to a serious relationship at that time. This relationship, though shorter and less publicized than the Ariana Grande one, was still significant. It showed Pete's continued gravitation towards high-profile women and his struggle to maintain relationships under the intense glare of the public eye. It also marked a period where Pete seemed to be prioritizing his personal growth, acknowledging that his mental health needed attention. The transition from the Ariana Grande saga to a quieter relationship with Kaia Gerber demonstrated a desire for something different, perhaps a more grounded connection. Even though it didn't last, it was a period of growth and reflection for Pete. It was a chapter that highlighted the challenges of dating in the spotlight, especially when you're still relatively young and finding your footing. The fact that they were able to keep things relatively private for as long as they did is a testament to their efforts to shield their relationship from the overwhelming media attention. It showed a maturity in how they handled their connection, even if the pressures of their careers and Pete's personal journey ultimately led to their separation. This quieter chapter was an important precursor to the more recent, highly publicized relationships that followed, showing a pattern of seeking connection while grappling with fame.

Phoebe Dynevor: A Transatlantic Romance

In early 2021, Pete Davidson raised eyebrows once again when he was linked to British actress Phoebe Dynevor, best known for her role in the popular Netflix series Bridgerton. This romance, like his previous one with Kaia Gerber, was kept relatively private, at least initially. The couple was first spotted together in Phoebe's hometown of Manchester, England. Pete reportedly flew across the Atlantic multiple times to be with her, showcasing a significant commitment to the relationship. While they weren't as overtly public as he and Ariana Grande were, they did attend events together and were photographed by paparazzi. Pete even made a rare public comment about the relationship during an appearance at the Robin Hood College Benefit, expressing his happiness. He stated, "I’m seeing someone – yeah, that’s it. It’s pretty surreal, being with Phoebe. It is all exciting." This public acknowledgment, though brief, confirmed the romance for fans and media alike. The transatlantic nature of their relationship presented obvious challenges, with distance being a major factor. Despite the hurdles, they seemed to make it work for a period, enjoying their time together whenever possible. Sources close to the couple suggested they had a genuine connection and enjoyed each other's company. However, as is often the case with long-distance relationships, especially when coupled with demanding careers in the entertainment industry, the strain eventually became too much. By August 2021, reports confirmed that Pete and Phoebe had gone their separate ways. The breakup was attributed to the difficulties of maintaining a long-distance relationship and their conflicting schedules. While this romance was shorter than some of his others, it demonstrated Pete's continued interest in dating women in the public eye, particularly those with a creative flair. It also highlighted his willingness to put in effort, even traveling across continents, to pursue a relationship. The Phoebe Dynevor chapter, though relatively brief, added another layer to Pete's dating narrative. It showed that even with the challenges of distance and fame, he was actively seeking meaningful connections. It was a time when he seemed to be enjoying his singledom in between serious relationships, exploring connections that might have seemed unconventional due to the geographical separation. The Bridgerton star brought a different kind of energy to his dating life, and their brief but notable romance kept fans intrigued. It further solidified the idea that Pete Davidson, despite his often-self-deprecating humor about his romantic life, is quite desirable and capable of attracting high-profile partners. The story of their romance, while short-lived, adds to the rich tapestry of Pete's dating history, proving that even across oceans, sparks can fly, but maintaining them requires more than just initial attraction.

Kim Kardashian: The Met Gala Moment and Beyond

This is perhaps the most talked-about relationship in Pete Davidson's recent dating history. The spark reportedly ignited when Pete hosted Saturday Night Live in October 2021, with Kim Kardashian as the musical guest. During a sketch, the two shared an onscreen kiss, and it seems like the chemistry was real, extending beyond the stage. Paparazzi photos quickly followed, showing Pete and Kim spending time together, first in Los Angeles and then in New York. Their relationship moved from whispers to outright speculation very rapidly. What made this romance particularly captivating was the stark contrast in their public personas and life experiences. Kim Kardashian, a global mogul and reality TV icon, and Pete Davidson, the relatable, often insecure comedian. Yet, they seemed to genuinely enjoy each other's company. They were photographed holding hands, attending events together (most notably the 2022 Met Gala, where they made a coordinated appearance, though not officially as a couple), and traveling together. Pete was also seen spending time with Kim's children. This relationship marked a significant step for Pete, as he was embracing a relationship with someone who had four young children and an extremely high level of global fame. Kim, on the other hand, was navigating her first public relationship since her highly publicized divorce from Kanye West. The relationship generated immense media attention, both positive and negative. Kanye West, Kim's ex-husband, publicly expressed his disapproval and even created music videos seemingly targeting Pete. This added a layer of drama and tension to the already heavily scrutinized romance. Despite the external pressures and the intense public gaze, Pete and Kim appeared to be going strong for several months. Pete spoke glowingly about Kim in interviews, highlighting her kindness and their genuine connection. However, by August 2022, after about nine months together, news broke that Pete and Kim had decided to end their relationship. The official reason cited was the "difficulty of long-distance" and their demanding schedules, which sounds familiar, right? It was a relationship that captured the world's attention, a true pop culture phenomenon. It demonstrated Pete's ability to capture the heart of one of the most famous women in the world and his willingness to step into a complex family dynamic. Even though it ended, the Kim Kardashian chapter is unforgettable. It was a period where Pete seemed more confident and comfortable in the spotlight than ever before, perhaps drawing strength from Kim's own experience navigating intense public attention. Their brief but significant romance left an indelible mark on celebrity culture and Pete's personal journey, proving that sometimes, the most unexpected pairings can generate the most fascination. It was a chapter filled with headline-grabbing moments, from their initial meeting to their eventual separation, all playing out under the microscope of global media. The sheer level of scrutiny they faced was immense, and their ability to maintain the relationship for as long as they did speaks volumes about their connection, despite the external challenges.

Emily Ratajkowski: A Brief But Buzzworthy Encounter

Shortly after his split from Kim Kardashian, Pete Davidson was reportedly linked to another high-profile model, Emily Ratajkowski. The initial rumors began in late 2022, and the pair were reportedly seen spending time together. While this romance was never officially confirmed by either party, and reports suggested it was quite casual, the mere association caused a stir. Emily Ratajkowski, known for her modeling career and outspokenness, is a prominent figure in her own right. The nature of their reported connection was speculated to be more laid-back, perhaps a rebound or a casual dating scenario as both navigated recent public breakups. Given Pete's history, it wasn't surprising that tabloids were quick to connect him with another attractive and famous woman. However, unlike some of his previous high-profile relationships, this one seemed to fizzle out relatively quickly and without much fanfare. There were no major public appearances as a couple, no joint interviews, and very little social media buzz surrounding them. This brief encounter, if it can even be called that, represented a more low-key phase for Pete following the intense spotlight of his relationship with Kim Kardashian. It suggested a possible desire to keep things more private or simply a less serious connection. While the details remain scarce and largely based on tabloid speculation, the link between Pete Davidson and Emily Ratajkowski added another brief but intriguing chapter to his dating history. It underscored his continued appeal to women in the public eye and his presence in the celebrity dating scene, even if the relationship itself was fleeting. This period highlights that sometimes, celebrity relationships are just that – brief encounters that make headlines but don't necessarily develop into long-term commitments. It's a reminder that not every rumored romance becomes a full-blown saga. The media loves to connect dots, especially when it involves someone as frequently discussed as Pete Davidson. This chapter, though short and somewhat ambiguous, fits the pattern of Pete's dating life: often moving quickly and drawing significant attention, even if the longevity isn't guaranteed. It was a moment that kept the rumor mill churning and added to the ongoing narrative of Pete's romantic pursuits.

Chase Sui Wonders: The Latest Chapter?

As of late 2022 and into 2023, Pete Davidson has been reportedly dating actress Chase Sui Wonders, whom he met on the set of their show Bodies Bodies Bodies. This relationship appears to be one of the more stable and low-key ones Pete has had in recent years. While they haven't shied away from being seen together, they generally avoid the intense media circus that surrounded some of Pete's previous romances. They've been photographed out and about, attending events, and sharing sweet moments, including a public display of affection during a Lakers game in early 2023. Chase Sui Wonders is an up-and-coming actress, and their relationship seems to be built on a shared understanding of the entertainment industry and the pressures that come with it. Unlike some of his past partners, Chase seems to be more grounded and less immersed in the ultra-high-profile celebrity world that Kim Kardashian inhabits. This might contribute to the seemingly more relaxed and private nature of their current relationship. Pete has spoken fondly of Chase in interviews, highlighting her intelligence and sense of humor. Their connection seems genuine and supportive. While they haven't announced any engagements or made grand public declarations, their consistent presence together suggests a solid and developing relationship. This latest chapter in Pete Davidson's dating history indicates a potential shift towards more private and perhaps more mature relationships. After years of high-profile, often tumultuous romances, Pete seems to be finding a comfortable rhythm with Chase. It's refreshing to see him in a relationship that doesn't seem dictated by paparazzi or tabloid drama. The fact that they met through work and share a common industry background could be a significant factor in their compatibility. As fans, we're always curious about Pete's love life, and this current relationship seems to be a more organic and less sensationalized chapter. Whether it leads to a more permanent commitment remains to be seen, but for now, it appears Pete Davidson is happy and settled. This relationship represents a potential evolution in Pete's approach to dating, focusing on mutual respect, shared experiences, and a degree of privacy amidst the chaos of Hollywood. It’s a testament to his growth and his ability to navigate the complexities of fame while seeking genuine connection. The journey continues, guys, and we'll be here to see how this story unfolds.

Conclusion: A Journey of Love and Lessons

Pete Davidson's dating history is, to put it mildly, a fascinating journey. From whirlwind engagements to transatlantic romances and high-profile Hollywood pairings, he's certainly lived a life in the public eye when it comes to love. What's clear is that Pete has an undeniable charisma that attracts some of the most talked-about women in entertainment. Each relationship, whether brief or long-lasting, seems to have offered him lessons and experiences that have shaped him, both personally and professionally. He's been open about his struggles with mental health and the intense pressure of fame, and it's evident that these factors play a significant role in his romantic life. While the tabloids might focus on the drama, it's important to remember the human element – the genuine connections, the heartbreaks, and the growth that comes with each experience. As Pete continues to navigate his career and his personal life, one thing is certain: his dating history will continue to be a topic of conversation. He's a relatable figure who, despite his fame, seems to approach relationships with a certain vulnerability and humor. Whether he finds lasting love or continues to explore connections, his journey is a testament to the complexities of love, fame, and self-discovery in the modern world. We'll be watching, guys, with curiosity and a bit of popcorn, to see what the next chapter holds for Pete Davidson's romantic life. It's a story that continues to unfold, proving that even amidst the brightest spotlights, genuine connection is always the ultimate pursuit. The evolution of his relationships showcases a man who is learning, growing, and seeking happiness on his own terms, all while keeping us entertained with his candid approach to life and love.