Love him, hate him, or laugh with him, Pete Davidson is a real charmer, a ladies’ man, so to speak. Charismatic comedian from Saturday Night Life not only left us in splits with his humorous antics, but also kept us glued to our phone screens with all the news about his fascinating personal life. Over the past half-century, this comedic bad boy has established himself as pop culture’s “It Boy” thanks to his uncanny ability to charm the hearts of some of Hollywood’s most glamorous women.
From his whirlwind romance with mega-celebrity Kim Kardashian to his messy breakup with singer Ariana Grande, Pete Davidson’s list of girlfriends and dating history read like a script straight out of a rom-com.
Social media is constantly abuzz with talk of his romantic escapades, and for good reason. After all, the comedian had as many as 12 girlfriends, and it’s become something of a trend in pop culture to make predictions about which A-lister he’ll date next. Davidson, who is only 29 years old, has been on so many dates that it seems like he’s on a mission every year to date a new girl. Perhaps Ariana Grande was right when she tweeted about Pete’s “big dick energy” back in 2018!
Now that there are rumors of a budding romance between Pete and actress Madeline Cline, it’s the perfect time to take a look at Pete Davidson’s dating history.
Pete Davidson’s girlfriends and dating history
From girlfriends to flings and beyond, we reveal Pete Davidson’s list of girlfriends. Check it.
Carly Aquilino: 2015–2016
The chronicles of Pete Davidson’s tumultuous love life began in 2015 with comedian and actress Carly Aquilino. A familiar face from a comedy series Girl codeAquilino wasn’t just Pete’s first girlfriend. They also bonded over their shared love of comedy.
Their romance began in 2015, almost eight years ago, marking the beginning of Pete’s public love life. However, like many young love stories, it had its ups and downs, and by 2016 the romance came to an end.
Cazzie David: 2016–2018
After breaking up with Aquilino, Pete found himself embroiled in yet another comedic fling, this time with Cazzie David, the daughter of the legendary comedian and actor. Curb your enthusiasm creator Larry David.
The lovers grew in strength and even moved in together in May 2016. However, their relationship did not last long, and by 2018, Pete and Cazzie decided to go their separate ways. The separation did not mean a complete end to their relationship. In true Pete Davidson style, they managed to rekindle their friendship, proving that sometimes exes can still be friends.
Ariana Grande: (2018)
Next on Pete Davidson’s list of girlfriends is pop sensation Ariana Grande. Their relationship was pretty high-profile, with sparks flying from their first kiss at the 2018 Met Gala on May 7. This iconic moment marked the beginning of a romance that would go down in history not only because of their red carpet debut, but also because of their daring behavior. The Twitter exchange that got the whole world talking.
Ariana’s not-so-subtle tweet in response to a fan’s curious question about Pete’s “size” became an internet sensation. It was a hilarious moment that supposedly revealed Pete’s “big secret” with a bit of humor.
They even got engaged in June 2018, but their romance was short-lived: the couple broke up in October 2018, citing that it was all “too much, too soon.”
But hey, it wasn’t all in vain. The breakup inspired Ariana to release a hit song. Thank you, Next, which quickly became an anthem for female empowerment. As for Pete, he covered up his Ariana-inspired neck tattoo, a clear sign to move on.
Kate Beckinsale: (2019)
After his affair with Ariana Grande, Pete did not waste time looking for a new girl. He turned heads and raised eyebrows when he met British actress Kate Beckinsale, another iconic name on Pete Davidson’s list of girlfriends. What was even more intriguing? They had a significant age difference of 20 years, which proves that love knows no boundaries, especially when it comes to love. SNL comedian.
Rumors of their budding romance began to spread when they were caught flirting at a Golden Globes party in January 2019. Their CCP left no room for speculation. In March of that year, during a New York Rangers game, they were seen locking lips, officially confirming their relationship status. However, their passionate romance was not destined to happen, and in April 2019 they decided to break up. As for insiders, the intensity of the attention on their relationship was too much to bear.
Margaret Qualley: (August 2019 – October 2019)
Just a few months after his split from Kate Beckinsale, Pete briefly crossed paths with actress Margaret Qualley, best known for her role in Once Upon a Time in Hollywood. Although rumors about their relationship started circulating in August 2019, things ended by October of that year. Their romance may have been short-lived, but it added another intriguing name to Pete Davidson’s long list of girlfriends.
Kaia Gerber: (December 2019 – January 2020)
Pete Davidson was far from done in 2019. He quickly moved on to Kaia Gerber, the daughter of supermodel Cindy Crawford and businessman Rande Gerber. Their relationship began in October and they were often seen together, even enjoying a romantic getaway in Miami.
Despite their public appearances, there were rumors that Kaia’s parents were hoping their relationship would turn sour. And indeed it is. By January 2020, Pete and Kaia called it quits. During this time, Pete was dealing with personal issues and seeking help by going to rehab, which he spoke openly about. In an interview with Page 6, he stated that “It was not the right place at all” Bye thinking about their separation.
Olivia O’Brien (2020)
Pete Davidson’s long list of girlfriends continued in 2020 when rumors swirled of his romance with singer Olivia O’Brien. Although Davidson denied their relationship, O’Brien claimed that they had a secret but brief relationship that began in October 2020. She revealed that Pete ended the relationship via text message, a revelation she made on the BFF podcast in June 2022. Despite the ending, O’Brien “Brien had only kind words to say about Davidson, praising him as “good guy.”
Like most other women, Olivia could not help but admire his beauty, humor and charm, which attracted her to him.
Phoebe Dynevor: (2021)
Another unexpected turn in his personal life was that Pete Davidson ventured into an affair with Bridgerton star Phoebe Dynevor. Their love story blossomed in April 2021, but by August of that year, they decided to separate. It is believed that the geographical distance between them (Dynevor lives in the UK and Davidson lives in New York) was a significant factor in their separation. Despite the short duration of their relationship, the couple made headlines after their first public appearance together at the 2021 Wimbledon tournament.
Kim Kardashian: (November 2021 – August 2022)
Davidson’s tumultuous personal life made headlines again in October 2021 when he and Kim Kardashian raised eyebrows after they were spotted hand-in-hand while riding a roller coaster, a public display of affection that followed their on-screen kiss in SNL parody.
At the time, speculation about the two dates was rife, although insiders insisted it was just “just friends.” Soon after, reports began circulating that Davidson had hosted an intimate dinner for two on Staten Island. Their connection deepened when they were spotted sharing tender moments during their second date on the streets of New York. November brought official confirmation from various news sources, cementing their status as a couple.
In June 2022 during an episode of the show KardashianKim noted that the comedian had a special place in her life and said: “Pete is such a good person. I can’t even explain it. He just has a good heart and always thinks about the little things.”
Unexpectedly, their high-profile romance ended in August 2022 after nine months of dating. Sources said the couple’s busy work schedules simply made it difficult for them to pursue a romantic relationship.
Emily Ratajkowski: (November 2022)
Fresh off his split from Kim Kardashian, Pete’s dating adventures continued unabated. He was reportedly dating model and entrepreneur Emily Ratajkowski in November 2022. Their connection, supported by mutual friends, was in its early stages. Ratajkowski has previously spoken about Pete’s charm, highlighting his vulnerability, warmth, style and height as factors that make him attractive to women.
Chase Sui Wonders (December 2022 – August 2023)
After quickly breaking up with Ratajkowski, Pete Davidson’s dating history took another turn: he began spending more time with his family. Bodies, Bodies, Bodies co-star in the film “Chasing Miracles.”
They were first spotted having dinner and hanging out at the comedian’s New York City apartment in December 2022. However, their romance was not officially confirmed until the following month, when they were seen publicly holding hands and kissing during a visit to Universal Studios. Hollywood.
In August 2023, a source confirmed to the media that they had decided to split, ending a relationship that lasted less than a year. The announcement comes about two months after reports that Pete Davidson had voluntarily entered rehab seeking help to cope with borderline personality disorder (BPD) and post-traumatic stress disorder.
Madeline Cline (September 2023–present)
Pete Davidson’s latest romance, as of 2023, is with actress Madeline Cline, best known for her role in Outer Banks. Their love story began in September and became evident during one of Pete’s comedy appearances in Las Vegas, which Cline attended to offer her support.
Their connection continued to develop in October when Pete returned to host the film’s premiere. SNL. The pair made a striking appearance at the after-show party holding hands, making it clear their love story was still alive.
(Header and image credit: Sources: Instagram/Saturday Night Live, Kim Kardashian and Ariana Grande)
Frequently asked questions (FAQ)
– Who is Pete Davidson dating lately?
Pete Davidson is currently dating actress Madeline Cline.
– Who did Pete Davidson date the longest?
Pete Davidson’s longest known relationship was with Cazzie David. He dated her from 2016 to 2018.
– How long have Pete Davidson and Kim Kardashian been dating?
Pete Davidson and Kim Kardashian dated for about nine months, from November 2021 to August 2022.