Pete Davidson has become one of the most talked-about comedians in Hollywood—not just for his razor-sharp humor and Saturday Night Live fame, but for his headline-grabbing love life. The Brooklyn-born star has dated some of the biggest names in entertainment, from pop superstars to reality TV queens. His relationships are often as unpredictable as his stand-up routines, filled with passion, controversy, and plenty of tabloid drama.
In this deep dive, we’re breaking down Pete Davidson’s dating history—from his early romances to his high-profile engagements and the messy breakups that followed. Whether you’re a fan of his comedy or just love celebrity gossip, this timeline of Pete’s love life is packed with surprises.
Who Is Pete Davidson?
Before we jump into his dating history, let’s quickly recap who Pete Davidson is. Born on November 16, 1993, in Staten Island, New York, Pete rose to fame as a cast member on Saturday Night Live (2014–2022). Known for his self-deprecating humor, tattoos, and candid discussions about his mental health, Pete has also starred in films like The King of Staten Island (2020) and Bodies Bodies Bodies (2022).
But beyond his comedy career, Pete’s personal life—especially his romantic entanglements—has kept him in the spotlight. His relationships often move at lightning speed, with engagements, breakups, and rebound flings making headlines within months (sometimes weeks) of each other.
The Complete Pete Davidson Dating Timeline
1. Carly Aquilino (2014–2015) – The Early Romance
Before Pete became a household name, he dated fellow comedian and Girl Code star Carly Aquilino. The two met through the New York comedy scene and dated briefly in 2014–2015. Their relationship was relatively low-key, but Carly later joked about their breakup in interviews, calling Pete a "man-child" (a theme that would resurface in future relationships).
While this romance didn’t last, it marked the beginning of Pete’s pattern of dating within the entertainment industry.
2. Kate Beckinsale (2019) – The Shocking May-December Romance
One of Pete’s most surprising flings was with actress Kate Beckinsale in early 2019. The pair, who have a 20-year age gap (Kate was 45 at the time, Pete was 25), were spotted getting cozy in New York City. Fans were stunned—especially since Pete had just called off his engagement to Ariana Grande months earlier.
The relationship was short-lived (lasting about three months), but it solidified Pete’s reputation as a wild card in Hollywood dating. Kate later called Pete "very sweet and very funny" in interviews, while Pete joked about their age difference in his stand-up.
3. Ariana Grande (2018) – The Whirlwind Engagement That Shook the Internet
No discussion of Pete Davidson’s love life is complete without mentioning his explosive relationship with pop superstar Ariana Grande. The two started dating in May 2018 after meeting on the set of SNL, where Ariana was a musical guest. Within weeks, Pete and Ariana were engaged, matching tattoos in tow (including Pete’s infamous "AG" on his thumb).
Their romance was intense, public, and filled with PDA—from Instagram posts to red carpet appearances. But by October 2018, just five months later, the engagement was called off. The breakup was messy, with reports of jealousy, clashing schedules, and even a diss track from Ariana’s ex, Mac Miller (who tragically passed away shortly after).
Pete later opened up about the breakup in interviews, calling it "terrifying" and admitting he spiraled into depression. Ariana, meanwhile, moved on quickly with now-husband Dalton Gomez.
4. Margaret Qualley (2019) – The Low-Key Rebound
After the Ariana Grande drama, Pete briefly dated actress Margaret Qualley (Once Upon a Time in Hollywood, Maid>) in early 2019. Their relationship was kept mostly private, but they were spotted together at Coachella and in NYC. Unlike his past romances, this one didn’t come with engagement rumors or public feuds—just a quiet split after a few months.
Margaret later said in interviews that she and Pete remained friends, proving that not all of his breakups end in chaos.
5. Kaia Gerber (2019–2020) – The Teen Model Controversy
Pete’s relationship with supermodel Kaia Gerber (daughter of Cindy Crawford) raised eyebrows due to their 13-year age gap (Pete was 26, Kaia was 18 when they started dating). The couple was first spotted in September 2019 and made their relationship Instagram-official by Halloween.
Despite the age difference, their romance seemed serious—Kaia even met Pete’s mom, Amy, and the two spent holidays together. However, by January 2020, they called it quits. Sources claimed the breakup was amicable, but tabloids speculated that Kaia’s young age and Pete’s partying lifestyle played a role.
6. Phoebe Dynevor (2021) – The Bridgerton Fling
In March 2021, Pete was linked to Bridgerton star Phoebe Dynevor after they were spotted holding hands in Atlanta. The romance was short-lived (lasting about a month), but it fueled speculation that Pete was rebounding after his split from Kaia.
Phoebe later joked about the media frenzy, saying she was "not used to that level of attention." Meanwhile, Pete moved on quickly—something that would become a pattern in his dating life.
7. Kim Kardashian (2021–2022) – The Reality TV Power Couple
Arguably Pete’s most talked-about relationship after Ariana Grande was his romance with Kim Kardashian. The two were first spotted together in October 2021 after Kim hosted SNL, where Pete was still a cast member. Their age gap (Kim was 41, Pete was 28) and Kim’s recent divorce from Kanye West made their relationship a tabloid goldmine.
Despite the skepticism, Pete and Kim seemed smitten. They made their red carpet debut at the 2021 Met Gala, where Pete wore a matching black suit to Kim’s all-black Balenciaga look. They also spent holidays together, with Pete meeting Kim’s famous family (including Kris Jenner and Kourtney Kardashian).
By August 2022, however, the couple called it quits. Sources cited Kim’s busy schedule and Pete’s desire to focus on his career (and mental health) as reasons for the split. Unlike some of his past breakups, this one ended on relatively good terms—Kim even defended Pete against Kanye’s public jabs.
8. Emily Ratajkowski (2022–2023) – The Model Turned Wife?
Just weeks after his split from Kim, Pete was spotted with model and actress Emily Ratajkowski. The two were first seen together in November 2022, and by March 2023, rumors swirled that they had secretly married in a Las Vegas courthouse.
While neither confirmed the marriage, their romance was serious—Emily even accompanied Pete to the 2023 Met Gala. However, by June 2023, reports emerged that they had split. Sources claimed the relationship fizzled out due to conflicting schedules and lifestyle differences.
If they were indeed married, their union would have been one of the shortest in Hollywood history—lasting less than six months.
9. Chase Sui Wonders (2023) – The Bodies Bodies Bodies Co-Star Romance
Most recently, Pete was linked to actress Chase Sui Wonders, his co-star in the 2022 horror-comedy Bodies Bodies Bodies. The two were spotted together in July 2023, sparking dating rumors. However, unlike his past relationships, this one has remained under the radar—suggesting Pete may be taking a more private approach to dating.
As of 2024, it’s unclear whether they’re still together, but fans are keeping an eye out for any updates.
Pete Davidson’s Dating Patterns: What Do His Relationships Reveal?
Looking at Pete’s dating history, a few clear patterns emerge:
- Fast-Moving Romances: Pete doesn’t do slow burns. Most of his relationships escalate quickly—engagements, matching tattoos, and public PDAs within weeks.
- Age Gaps Don’t Bother Him: From Kate Beckinsale (20 years older) to Kaia Gerber (13 years younger), Pete isn’t afraid of controversial age differences.
- High-Profile Exes: Ariana Grande, Kim Kardashian, Emily Ratajkowski—Pete has a type, and it’s A-list women with massive fan bases.
- Rebound King: Pete rarely stays single for long. After breakups, he’s often linked to someone new within weeks (or even days).
- Mental Health Struggles: Pete has been open about his battles with depression and borderline personality disorder (BPD), which he says affect his relationships.
Why Do Pete’s Relationships Move So Fast?
In interviews, Pete has attributed his rapid romances to his fear of abandonment—a common trait in people with BPD. He’s also admitted that he thrives on chaos, which might explain why he’s drawn to intense, short-lived relationships.
Additionally, growing up without a father (his dad, a firefighter, died in the 9/11 attacks) has shaped his views on love and commitment. In his SNL monologue and stand-up specials, he’s joked about his "daddy issues" and how they influence his dating life.
The Messiest Breakup: Ariana Grande vs. Pete Davidson
While Pete has had several high-profile splits, his breakup with Ariana Grande remains the most dramatic. Here’s why:
- The Speed: Engaged after weeks, broken up after five months.
- The Tattoos: Pete got multiple Ariana-inspired tattoos, including her initials and a bunny (her signature symbol). He later covered some up.
- The Public Feud: After the split, Ariana’s ex Mac Miller released a song ("So It Goes") seemingly dissing Pete. Pete responded with jokes in his stand-up.
- The Aftermath: Both struggled publicly—Ariana with grief over Mac Miller’s death, Pete with depression and a stint in rehab.
Years later, Pete has said he harbors no ill will toward Ariana, calling their relationship a "beautiful thing" that happened at the wrong time.
What’s Next for Pete Davidson’s Love Life?
As of 2024, Pete seems to be taking a step back from the dating scene—or at least keeping it more private. After years of tabloid headlines, he’s focused on his career, including his stand-up tours and upcoming film projects.
But if history is any indication, it’s only a matter of time before Pete Davidson is linked to another high-profile star. Will he finally settle down, or will he continue his pattern of whirlwind romances? Only time will tell.
Lessons from Pete Davidson’s Love Life
Love him or hate him, Pete’s dating history offers some interesting takeaways:
- Fame Complicates Love: Dating in the public eye isn’t easy, especially when every move is scrutinized.
- Mental Health Matters: Pete’s openness about his struggles has helped reduce stigma around BPD and depression.
- Age Is Just a Number (Sometimes): While some of Pete’s age-gap relationships raised eyebrows, they prove that love doesn’t always follow societal norms.
- Rebounds Rarely Last: Jumping into new relationships too quickly often leads to more heartbreak.
- Growth Is Possible: Despite his chaotic past, Pete seems to be maturing—both in his career and personal life.
Conclusion: The Unpredictable Love Life of Pete Davidson
Pete Davidson’s dating history is a rollercoaster of highs, lows, and headline-worthy drama. From his lightning-fast engagement to Ariana Grande to his brief but intense fling with Kim Kardashian, Pete has never shied away from love—no matter how messy it gets.
While his relationships often burn bright and fizzle out quickly, they’ve also shaped him into the candid, self-aware comedian he is today. Whether he’s joking about his "daddy issues" on stage or opening up about his mental health struggles, Pete’s love life is as much a part of his brand as his comedy.
One thing’s for sure: Whatever (or whoever) comes next for Pete Davidson, it’s bound to be unpredictable, entertaining, and impossible to look away from.
What do you think of Pete’s love life? Who was his most surprising ex? Drop your thoughts in the comments!
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