Pete Davidson's Dating History: A Complete Timeline from Cazzie to Kim

Pete Davidson, the enigmatic comedian known for his self-deprecating humor and distinctive tattooed physique, has become a prominent figure in pop culture, not just for his comedic talents but also for his high-profile relationships. His dating life has consistently captured public attention, often sparking speculation and generating headlines. From relatively low-key beginnings to whirlwind romances with some of the most recognizable women in the entertainment industry, Davidson's romantic journey has been a rollercoaster, marked by both passionate connections and highly publicized breakups. This timeline offers a comprehensive look at his dating history, tracing the evolution of his relationships from his early days to his current status.

Davidson's first significant relationship was with comedian and writer Cazzie David, daughter of comedic legend Larry David. The pair began dating in 2016, and their relationship, which lasted for two and a half years, seemed relatively stable compared to Davidson's subsequent romances. They frequently appeared together in public and on social media, portraying a picture of young love and mutual support. However, in 2018, the couple announced their split, a decision reportedly initiated by Davidson. The breakup became a subject of public discussion, particularly after Davidson quickly moved on to a highly publicized engagement.

Mere weeks after his split from David, Davidson embarked on a whirlwind romance with pop superstar Ariana Grande. The relationship moved at lightning speed, with the couple getting engaged just weeks after they began dating. The engagement generated immense media attention, and the pair became a constant presence in tabloids and online gossip columns. They frequently expressed their affection for each other publicly, showcasing their relationship through social media posts and joint appearances. However, the engagement was short-lived, and they called it off just five months later.

Following the high-profile breakup with Grande, Davidson entered a period of relatively shorter relationships. He was briefly linked to actress Kate Beckinsale in early 2019, a pairing that surprised many due to their significant age difference. While the relationship was short, it was highly visible, with the couple often photographed together at public events. Later that year, Davidson dated actress Margaret Qualley, though their relationship remained relatively private compared to his previous romances. This trend of shorter relationships continued with model Kaia Gerber, daughter of supermodel Cindy Crawford, with whom he dated for a few months in late 2019 and early 2020.

In late 2021, after a period of relative quiet on the romantic front, Davidson began dating Kim Kardashian. This relationship, perhaps his most high-profile to date, came as a surprise to many, given the seemingly disparate backgrounds of the reality television star and the comedian. Their relationship unfolded under the intense scrutiny of the media, with every public appearance and social media post dissected and analyzed. Despite the public attention, Kardashian and Davidson appeared to be genuinely happy together, often appearing in public displays of affection and supporting each other's endeavors. However, after nine months of dating, the couple decided to part ways, citing demanding schedules and the challenges of a long-distance relationship.

Following his split from Kardashian, Davidson was linked to actress and model Emily Ratajkowski. Their relationship, though relatively brief, generated significant buzz due to Ratajkowski's own high profile. They were spotted together on several occasions, confirming the romance, but the relationship ultimately fizzled out after a few months. This pattern of shorter relationships continued with his subsequent romance with actress Chase Sui Wonders, which began in late 2022.

The timeline of Pete Davidson's dating history reveals a pattern of intense, often short-lived relationships. He seems drawn to strong, successful women, and his romances often become media sensations. While the reasons behind the brevity of many of his relationships remain private, it’s clear that Davidson's romantic life continues to be a source of fascination for the public. Whether he ultimately settles down or continues his pattern of whirlwind romances remains to be seen. One thing is certain: Pete Davidson’s dating life will likely continue to be a subject of public interest for years to come.