Pete Davidson's Girlfriends: A Dating History Timeline

Alright guys, let's dive deep into the fascinating world of Pete Davidson's love life. You know, the Saturday Night Live alum who's as famous for his comedy as he is for his high-profile relationships? We're talking a rollercoaster of A-list romances that have kept us all on our toes. So, buckle up, because we’re about to explore the dating history of Pete Davidson, from his early days in the spotlight to his most recent rumored flames.

Early Relationships and Rising Fame

Before Pete became a household name, he was already making waves in the comedy scene. His early relationships were somewhat under the radar, but they still played a crucial role in shaping the person he is today. These formative experiences helped him navigate the complexities of fame and love, all while honing his comedic skills. Let's rewind a bit to understand how it all started.

Carly Aquilino

Back in 2015, Pete was linked to Carly Aquilino, a hilarious comedian known for her work on Girl Code. Though their relationship was brief, it marked Pete's first foray into dating within the comedy world. Carly is sharp-witted and has a great sense of humor, which likely drew Pete to her in the first place. While not much is publicly known about their time together, it's clear that they shared a common ground in their profession, which is always a solid foundation for any relationship. This early romance gave Pete a taste of what it's like to date someone who truly gets the life of a comedian – the late nights, the constant travel, and the unique brand of humor that comes with the territory. It was a learning experience that undoubtedly influenced his future relationships.

Cazzie David

Next up, we have Cazzie David, daughter of the legendary Larry David. Pete and Cazzie dated for a couple of years, from 2016 to 2018, and their relationship was a bit more public. Cazzie, a writer and actress herself, brought a different dynamic to Pete's life. Their relationship was often described as quirky and intellectual, with both of them sharing a unique sense of humor. They often posted about each other on social media, giving fans a glimpse into their lives. However, like all relationships, they had their ups and downs. The split seemed tough, especially as Pete moved on rather quickly. But hey, that’s young love for ya! Dating Cazzie likely taught Pete the importance of understanding and appreciating someone's individual quirks and creative passions. It also showed him how to navigate a relationship under the watchful eye of the public, a skill that would prove invaluable in his future romances.

The Whirlwind Romances

After his relationship with Cazzie ended, Pete's dating life went into hyperdrive. He seemed to be everywhere, linked to some of the biggest names in Hollywood. These whirlwind romances were characterized by intense media attention, passionate declarations, and, in some cases, very public breakups. Let’s take a closer look at some of these headline-grabbing relationships.

Ariana Grande

Ah, the summer of Pete and Ariana! This was the relationship that really catapulted Pete into the mainstream spotlight. Pete and Ariana Grande started dating in May 2018 and were engaged just weeks later. The world was stunned! Their whirlwind romance was filled with public displays of affection, matching tattoos, and lots of social media buzz. They seemed like the perfect match – a pop superstar and a comedic talent, both riding high on their careers. However, their engagement was short-lived, and they called it off in October 2018. The breakup was highly publicized, with both Pete and Ariana addressing it in their own ways. Dating Ariana taught Pete about the intense scrutiny that comes with dating a global superstar and the importance of navigating a relationship under immense public pressure. It was a crash course in fame and the complexities of maintaining a relationship when millions of people are watching your every move. Despite the breakup, this relationship remains one of the most talked-about chapters in Pete's dating history.

Kate Beckinsale

Following his split from Ariana, Pete was spotted with Kate Beckinsale, and the internet went wild. The age difference between them (Kate is about 20 years older than Pete) became a major talking point. They were seen packing on the PDA at hockey games and various public events. Their relationship, though unexpected, seemed genuine and fun. Kate, known for her wit and intelligence, appeared to be a good match for Pete's humor. However, their romance fizzled out after a few months. Dating Kate likely showed Pete that age is just a number and that genuine connection can be found in the most unexpected places. It also taught him how to handle the public's fascination with age-gap relationships and the importance of staying true to oneself despite societal expectations.

Margaret Qualley

In 2019, Pete briefly dated actress Margaret Qualley. This relationship was relatively low-key compared to his previous romances. They were seen together in Venice during the Venice Film Festival, but their relationship didn't last long. Margaret, known for her roles in Once Upon a Time in Hollywood and The Leftovers, seemed to offer Pete a more grounded and private relationship. While their time together was short, it likely provided Pete with a respite from the constant media attention and a chance to experience a more normal dating dynamic. This brief romance may have highlighted the importance of privacy and simplicity in a relationship, especially after the whirlwind of publicity he had previously experienced.

Kaia Gerber

Later in 2019, Pete dated model Kaia Gerber. This relationship also garnered significant attention due to Kaia's high-profile career and her famous mother, Cindy Crawford. They were often photographed together, and their relationship seemed to be progressing quickly. However, by early 2020, they had called it quits. The pressures of fame and the challenges of balancing their careers may have contributed to their split. Dating Kaia likely exposed Pete to the world of high fashion and the unique pressures that come with being a top model. It also underscored the importance of timing and compatibility in a relationship, especially when both partners are navigating demanding careers and public scrutiny.

Recent Relationships and Beyond

So, what about Pete's more recent dating escapades? Well, he certainly hasn't slowed down. These relationships continue to keep us guessing and prove that Pete Davidson's love life is anything but boring.

Olivia O’Brien

In 2020, rumors swirled about a possible romance between Pete and singer Olivia O'Brien. Though neither of them confirmed the relationship, sources suggested they were seeing each other for a brief period. This rumored connection added another layer to Pete's ever-growing list of potential flames. Whether or not they were actually an item, the speculation highlights Pete's continued presence in the dating scene and his ability to attract attention from a wide range of talented and accomplished women.

Phoebe Dynevor

Then came Phoebe Dynevor, the Bridgerton star who stole Pete's heart (and ours!). Their transatlantic romance blossomed in 2021, with Pete reportedly flying to the UK to spend time with Phoebe. They were spotted together on several occasions, and their relationship seemed to be going strong. However, distance and busy schedules eventually took their toll, and they parted ways after a few months. Dating Phoebe likely provided Pete with a taste of international romance and the challenges of maintaining a relationship across different continents. It also showcased his ability to connect with someone outside of the Hollywood bubble and to appreciate the unique cultural differences that can enrich a relationship.

Kim Kardashian

Arguably one of his most famous relationships to date, Pete and Kim Kardashian were an item for much of 2022. From appearing together on Saturday Night Live to jet-setting around the world, their romance was highly publicized. However, after nine months, they decided to end their relationship. Dating Kim placed Pete at the center of global media attention, with every aspect of their relationship dissected and analyzed by the public. It undoubtedly taught him about the challenges of maintaining a relationship within a family as famous as the Kardashians and the importance of navigating the constant scrutiny of the paparazzi and social media. Despite the breakup, their relationship remains a significant chapter in Pete's dating history.

Chase Sui Wonders

Most recently, Pete was linked to his Bodies Bodies Bodies co-star, Chase Sui Wonders. Their relationship seemed to be a bit more low-key compared to his previous romances, but they were still spotted together on numerous occasions. However, in August 2023, it was reported that they had called it quits. Dating Chase likely offered Pete a chance to connect with someone who shared his passion for acting and filmmaking. It also provided a more intimate and grounded relationship experience, away from the intense spotlight of his previous romances.

What Can We Learn from Pete's Dating History?

So, what's the takeaway from all this? Pete Davidson's dating history is a wild ride, filled with highs, lows, and everything in between. It's a testament to his charisma, his humor, and his ability to connect with a wide range of people. Whether you're a fan of his relationships or not, there's no denying that Pete Davidson has made a name for himself in the dating world. His journey highlights the complexities of love, fame, and the constant search for connection in a world that's always watching. And who knows what the future holds for Pete? One thing's for sure: we'll be watching!

In conclusion, Pete Davidson's dating life is a fascinating saga of love, fame, and self-discovery. From his early relationships to his high-profile romances, Pete has navigated the complexities of modern dating with humor and resilience. His experiences offer valuable lessons about the importance of authenticity, communication, and staying true to oneself in the face of public scrutiny. As we continue to follow his journey, one thing remains clear: Pete Davidson's love life will always be a topic of conversation and fascination.