Carly Aquilino and Pete Davidson during their brief relationship in 2015.
Carly Aquilino and Pete Davidson during their brief relationship in 2015.

Pete Davidson’s Complete Dating History: From Girlfriends to Engagements

Pete Davidson, the “Saturday Night Live” alum and comedian, has become as well-known for his dating life as he is for his on-screen work. Frequently linked with a string of high-profile women, the fascination with Pete Davidson Girlfriend List continues to grow. As rumors circulate about his romantic interests, let’s take a comprehensive look at Pete Davidson’s dating history, exploring his relationships from early girlfriends to recent romances.

Carly Aquilino

In the early stages of his career, Pete Davidson dated Carly Aquilino back in 2015. Aquilino, known for her work on MTV’s “Girl Code,” shared a brief connection with Davidson. While their relationship was short-lived and didn’t reach serious levels, it’s evident Davidson left a memorable impression. Years later, Aquilino humorously referenced their past when Davidson’s engagement to Ariana Grande made headlines, showcasing the ongoing public interest in Pete Davidson’s dating choices.

Cazzie David

Pete Davidson’s relationship with Cazzie David marked his first significant, long-term romance. Daughter of comedian Larry David, Cazzie David and Pete Davidson dated for approximately two years, starting in May 2016. Their relationship was considered serious, representing a formative period in Davidson’s public romantic life. However, by May 2018, the couple had parted ways. Davidson acknowledged the breakup to Complex, praising David’s talent and resilience. Cazzie David later reflected on their relationship in her book of essays, “No One Asked for This,” detailing the complexities of their time together, including mental health challenges and the abrupt ending preceding Davidson’s highly publicized romance with Ariana Grande. Despite the initial pain, David has indicated a path towards friendship with her former boyfriend, highlighting the maturity in navigating past relationships often seen within Pete Davidson girlfriend list.

Ariana Grande

Perhaps one of the most talked-about relationships in the Pete Davidson girlfriend list is his whirlwind romance with pop superstar Ariana Grande. Immediately following his breakup with Cazzie David, Pete Davidson and Ariana Grande publicly announced their relationship in late May 2018. Their romance escalated rapidly, culminating in an engagement just weeks later. This swift engagement captivated public attention, solidifying Pete Davidson’s image as a desirable partner among famous women. However, the intensity of their relationship was matched by its brevity; by October 2018, Ariana Grande and Pete Davidson called off their engagement and ended their relationship, concluding after only five months. The aftermath included Davidson famously covering a tattoo inspired by Grande, symbolizing the definitive end of this highly publicized chapter in Pete Davidson dating history.

Kate Beckinsale

Following his breakup with Ariana Grande, Pete Davidson quickly moved on to a relationship with actress Kate Beckinsale, adding another famous name to the Pete Davidson girlfriend list. The pairing of Davidson and Beckinsale sparked significant media interest, largely due to their 20-year age difference. Rumors of their romance began in January 2019 after they were seen flirting at a Golden Globes party. They confirmed their relationship publicly with displays of affection at a New York Rangers game in March 2019, reportedly as a reaction to Davidson’s previous relationship. Despite the initial buzz, their relationship proved to be short-lived. By April 2019, Pete Davidson and Kate Beckinsale had ended their romance. Sources suggested that the intense media scrutiny surrounding their relationship, particularly given Beckinsale’s established Hollywood career, contributed to their split.

Margaret Qualley

Summer 2019 saw Pete Davidson romantically linked to actress Margaret Qualley, further expanding the diverse Pete Davidson girlfriend list. Their relationship surfaced in August 2019, with sightings of the couple in Venice, Italy, where Qualley was promoting her film. This short summer romance saw Davidson once again dating within Hollywood’s acting circles. However, much like some of his previous relationships, this one was also brief. By October 2019, Pete Davidson and Margaret Qualley had broken up. Qualley’s mother, actress Andie MacDowell, had previously commented on their “nice” relationship, indicating a positive but ultimately fleeting connection.

Kaia Gerber

Pete Davidson’s dating life continued to attract attention when he began dating Kaia Gerber, daughter of supermodel Cindy Crawford, in late 2019. Starting in October 2019, Pete Davidson and Kaia Gerber were seen together publicly, including a getaway to Miami. This relationship placed Davidson alongside another prominent figure from the celebrity world, adding another layer to the public fascination with Pete Davidson girlfriend list. Reports at the time suggested Gerber’s parents hoped the relationship would be short-lived, and their predictions proved accurate. By January 2020, Pete Davidson and Kaia Gerber had ended their relationship. Davidson later confirmed the breakup, citing Gerber’s youth and his own personal struggles, including his decision to seek treatment.

Olivia O’Brien

In 2020, singer Olivia O’Brien claimed to have had a brief dating period with Pete Davidson prior to his relationship with Phoebe Dynevor. O’Brien alleged their fling occurred in October 2020 and was kept secret. She described Davidson as “hot,” “funny,” and “sweet,” explaining the appeal that many find in him. According to O’Brien, Davidson ended their connection via text message, stating he was seeing someone else. However, representatives for Pete Davidson denied these claims, stating that while they knew each other and hung out occasionally as friends, they were never romantically involved. This discrepancy adds a layer of complexity to the narrative of Pete Davidson dating history.

Phoebe Dynevor

“Bridgerton” star Phoebe Dynevor became another notable addition to the Pete Davidson girlfriend list in 2021. Rumors of a romance began in March 2021 when Davidson traveled to the UK to spend time with Dynevor. Reports indicated they were “spending time” together, sparking interest in this transatlantic relationship. By April 2021, sources suggested the relationship was not yet serious, but highlighted Davidson’s apparent strong interest in Dynevor, evidenced by his travels to see her. Davidson seemingly confirmed the relationship when referring to Dynevor as his “celebrity crush” during a Q&A session. Despite initial enthusiasm, distance proved to be a challenge. Pete Davidson and Phoebe Dynevor reportedly broke up in August 2021 after approximately five months, attributed to the difficulties of maintaining a relationship across continents, with Davidson in New York and Dynevor in England.

Kim Kardashian

Pete Davidson’s relationship with Kim Kardashian marked a significant chapter in his dating history, reaching new heights of public and media attention. Rumors began in October 2021 after they were seen holding hands on a roller coaster, shortly after sharing an on-screen kiss during an “SNL” skit. Initially dismissed as “just friends,” speculation intensified when Davidson arranged private dinners with Kardashian in Staten Island and NYC. By November 2021, it was confirmed that Pete Davidson and Kim Kardashian were officially a couple. This relationship was heavily scrutinized and followed by the media, placing Davidson firmly in the celebrity relationship spotlight. Despite the high profile and seeming intensity, Pete Davidson and Kim Kardashian ended their relationship in August 2022 after nine months. Sources cited demanding schedules and the challenges of maintaining a relationship amidst their careers as contributing factors to their breakup.

Emily Ratajkowski

Following his breakup with Kim Kardashian, reports surfaced linking Pete Davidson to model Emily Ratajkowski in November 2022, adding another prominent name to the Pete Davidson girlfriend list. Sources indicated they had been “talking for a couple months” and were in the “very early stages” of dating, having connected through mutual friends. Ratajkowski had previously publicly commented on Davidson’s appeal, praising his vulnerability, humor, and charm, offering insight into his widespread attractiveness. Despite the initial reports and public interest, this rumored relationship appeared to be brief and less publicly defined than some of Davidson’s previous romances.

Chase Sui Wonders

Towards the end of 2022 and into 2023, Pete Davidson was linked to his “Bodies, Bodies, Bodies” co-star Chase Sui Wonders. Starting in December 2022, Pete Davidson and Chase Sui Wonders were seen together in various locations, including dinner dates and at Davidson’s NYC apartment. Their romance was seemingly confirmed in January 2023 when they were photographed holding hands and kissing at Universal Studios Hollywood. This relationship marked Davidson’s return to dating someone he had worked with professionally. However, like many of his relationships, this one also had a relatively short duration. Pete Davidson and Chase Sui Wonders reportedly broke up in August 2023, after dating for less than a year. The breakup followed Davidson’s decision to enter rehab for mental health challenges, suggesting a period of personal focus for the comedian.

Madelyn Cline

Most recently, in September 2023, Pete Davidson sparked dating rumors with “Outer Banks” actress Madelyn Cline, continuing the ongoing interest in Pete Davidson girlfriend list. Cline was seen supporting Davidson at his stand-up comedy show in Las Vegas and accompanied him during his return to “SNL” in October 2023. Photographs of Pete Davidson and Madelyn Cline holding hands at the “SNL” afterparty further fueled speculation about a developing romance. As of late 2023, the nature and extent of Pete Davidson and Madelyn Cline’s relationship remains a subject of public and media curiosity, adding another chapter to the ever-evolving story of Pete Davidson dating history.

In conclusion, Pete Davidson’s dating history is a captivating saga of relationships with prominent women across Hollywood. From comedians to pop stars, models, and actresses, the Pete Davidson girlfriend list showcases a pattern of high-profile romances that continue to intrigue and generate public discussion.

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