Pete Davidson’s Dating History: A Complete Girlfriends Timeline

Pete Davidson’s Famous Girlfriends: A Complete Timeline of His Relationships

Pete Davidson’s love life is the stuff of tabloids, memes, and endless social curiosity. The former Saturday Night Live comedian has been linked to a long list of talented, famous, and glamorous girlfriends. While much of the coverage focuses on the shock value—’How does he do it?’—the reality is that Pete’s authenticity, humor, and willingness to wear his heart on his sleeve have made him one of Hollywood’s most talked-about bachelors. This article traces Pete Davidson’s full dating history, exploring every romance, breakup, and engagement, and examines why the world can’t seem to look away.

Why Pete Davidson’s Love Life Fascinates

Comedian Pete Davidson’s celebrity dating life is a subject of endless fascination in popular culture. With an ever-growing list of high-profile partners, fans and media outlets alike have scrutinized each new relationship, fueling trends, think pieces, and speculation. So what is it about Pete, a self-deprecating, Staten Island-born comic, that draws so much attention from some of the world’s most recognizable women?

• Public persona vs. private life: Davidson himself has commented that he wants to be known for his comedy and acting, not just his dating, admitting that the loud opinions made him reflect on his public image.
• Authenticity: He’s open about his vulnerabilities, including struggles with mental health, making him relatable to many and perhaps refreshing in a world of celebrity posturing.
• Charm and humor: Friends and partners have often cited his wit, kindness, and genuine interest in others as major appeal factors.
• Timing and chemistry: Many of Pete’s relationships developed quickly, often after a chance meeting on set or at events, suggesting a strong chemistry and openness to romance.

Below, explore the entire dating history of Pete Davidson—from his earliest relationships to headline-making engagements and short-lived flings—with key insights and milestones for each romance.

Pete Davidson’s Complete Relationship Timeline

Elsie Hewitt: March 2025 – Present

The most recent addition to Pete Davidson’s dating roster is Elsie Hewitt, a model and actor. Their relationship became public in early 2025, and shortly afterwards, they announced they are expecting their first child together. According to close sources, both were thrilled and recently began sharing the big news with family and friends. This marks one of Davidson’s more private relationships, but the pregnancy announcement brought it firmly into the public spotlight.

• Status: Currently dating and expecting a child
• Key moments: Pregnancy announcement, keeping relationship low-key in the early months

Madelyn Cline: September 2023 – July 2024

Pete and Madelyn Cline (known for Outer Banks) were first rumored to be dating in late September 2023. Reports described cozy getaways, including a night at the Beverly Hills Hotel and a quick trip to Las Vegas, where Madelyn attended one of Pete’s stand-up shows. Their romance was largely private, with minimal social media presence or red carpet appearances. The couple broke up by July 2024, with sources indicating that their relationship had been on and off and eventually fizzled out.

• Relationship duration: About 10 months
• Breakup tip: Mutual; gradual fizzling out

Chase Sui Wonders: December 2022 – August 2023

Following his split from Kim Kardashian, Davidson was linked to Chase Sui Wonders, his co-star from the film Bodies Bodies Bodies. The couple began dating in late 2022, frequently spotted in New York at sporting events and cozy dinners. Their chemistry was apparent both on-screen and off. However, by August 2023, the couple had split amicably, citing busy schedules and career commitments.

• Key highlight: Shared film project and public outings
• Breakup reason: Career demands

Emily Ratajkowski: November – December 2022

One of the briefest high-profile relationships in Pete’s dating history, his fling with supermodel Emily Ratajkowski set tabloids buzzing. Rumors began in November 2022, with several sightings in New York and Brooklyn. The romance faded just a month later, reportedly evolving into a casual friendship.

• Duration: About one month
• Media buzz: High, due to both stars’ single status and popularity

Kim Kardashian: October 2021 – August 2022

Perhaps Davidson’s most publicized relationship to date, Kim Kardashian and Pete met while Kim hosted Saturday Night Live in October 2021. Their chemistry was obvious in an Aladdin-themed skit, soon manifesting in real-life romance. The couple was quickly seen on numerous dates in Los Angeles, New York, and Bahamas getaways. Despite their high-profile status and plenty of media attention, the relationship ended in August 2022, reportedly due to the challenges of long distance (Pete filming in Australia) and different life stages—Kardashian with four children and Davidson seeking spontaneity. Drama involving Kardashian’s ex-husband Kanye West was also believed to have contributed additional stress.

• Relationship duration: Nearly 10 months
• Notable moments: SNL meet-cute, date nights, joint vacations

Phoebe Dynevor: March – August 2021

Pete’s romance with Phoebe Dynevor (star of Bridgerton) began in early 2021, making headlines with sweet public appearances—most notably cozying up at Wimbledon together. However, the long-distance nature of their relationship (New York for Pete, London for Phoebe) made things challenging and ultimately led to their split after five months.

• Public appearance: Wimbledon tennis championships
• Key challenge: Incompatible schedules and geography

Kaia Gerber: October 2019 – January 2020

Kaia Gerber, model and daughter of Cindy Crawford, dated Davidson for a few months at the end of 2019. The couple was photographed in Miami and New York, but the relationship ended when Davidson checked into rehab, citing that Kaia was very young and he was struggling at the time. He said of their split, “It just wasn’t the right place or the right time at all.”

• Age gap: Significant, leading to cited differences in maturity and life stage
• End point: Davidson’s need to prioritize his mental health

Margaret Qualley: August – October 2019

Pete dated actress Margaret Qualley during the summer and early fall of 2019. They were seen at the Venice Film Festival as Margaret promoted her movie Seberg. The relationship was short-lived, with their breakup attributed to busy schedules. Margaret later married producer Jack Antonoff, and reportedly the two “remained friends” after their split.

• Relationship duration: Less than three months
• Key event: Venice Film Festival appearance

Kate Beckinsale: January – April 2019

Kate Beckinsale and Davidson became an item following some flirtation at a Golden Globes party in early 2019. Their 20-year age difference drew attention, as did a viral photograph of the pair kissing at a hockey game. The intense media spotlight contributed to the breakup just four months later, with sources noting that Kate found the attention hard to handle.

• Notable age gap: Beckinsale is 20 years older than Davidson
• Breakup trigger: Intense public scrutiny

Ariana Grande: May – October 2018

The whirlwind romance between Ariana Grande and Pete Davidson remains one of the most talked-about celebrity engagements of the modern era. They were first spotted together in May 2018, and by June were engaged, having gotten matching tattoos and moved in together. The couple appeared inseparable in public throughout the summer but called off the engagement in October. The breakup was mutual, with both agreeing the timing wasn’t right. The aftermath inspired Grande’s hit song “thank u, next,” referencing Davidson and other exes.

• Relationship milestone: Rapid engagement after weeks of dating
• Breakup effect: Immediate end to engagement, public aftermath

Cazzie David: 2016 – May 2018

Davidson’s relationship with Cazzie David—daughter of comedian Larry David—was one of his longest, lasting about two years. They kept most details private, but Davidson later confirmed they split in May 2018. Cazzie revealed that Pete ended things via text message, making the breakup public knowledge.

• Duration: Approximately two years
• Breakup: Davidson confirmed the split publicly and wished Cazzie well

The “Pete Davidson Effect”: Why Do So Many Stars Date Him?

There is no denying that Pete Davidson’s dating life has inspired countless headlines, think pieces, and even social media memes. What explains his nearly universal appeal among some of the world’s most beautiful and famous women? Here’s what observers and insiders often note:

• Emotional openness: Pete’s willingness to speak honestly about mental health and vulnerability is cited as refreshing and non-threatening, especially in competitive Hollywood circles.
• Sensitivity and authenticity: Partners describe him as deeply caring, quick to listen, and unintimidated by his partners’ fame or fortune.
• Comic confidence: A sense of humor and the ability to not take himself too seriously are considered universally attractive qualities.
• Lack of pretension: Despite his A-list connections, Davidson retains a relatable, “everyman” persona rooted in his New York upbringing.

Pete Davidson’s Dating Timeline Table

Frequently Asked Questions (FAQs)

Q: How does Pete Davidson address public interest in his dating life?

Pete has spoken candidly about wishing people would focus on his accomplishments in comedy and acting rather than just his romantic life. He’s described the loud fascination as something he has to block out, choosing to focus on his goals and growth instead.

Q: Which of Pete Davidson’s relationships was the most high-profile?

His engagement to Ariana Grande in 2018 and subsequent romance with Kim Kardashian in 2021-2022 were by far the most widely covered, spawning global headlines and intense speculation about each phase of the relationships.

Q: Has Pete Davidson ever been married?

No, Pete has never married, though he was engaged to Ariana Grande for a brief period in 2018.

Q: Are Pete Davidson and his ex-girlfriends still on good terms?

Several of his relationships have reportedly ended amicably, with Davidson speaking kindly of his previous partners. However, some breakups, such as with Cazzie David, had more challenging aspects as described by the parties involved.

Q: What’s next for Pete Davidson—romantically or professionally?

As of 2025, Pete is focused on impending fatherhood with Elsie Hewitt, continuing his comedy and acting career, and has expressed a desire for privacy and substance over continual tabloid coverage.

Key Takeaways: Pete Davidson’s Enduring Mystique

• Pete Davidson’s appeal lies in his candor, humor, and lack of pretension, making him a rare presence among Hollywood’s elite.
• His dating history spans celebrities from music, fashion, and film—including engagements, whirlwind romances, and discreet flings.
• The public’s obsession speaks as much to celebrity culture’s fascination with the unexpected as it does to Davidson’s personal narrative.
• Pete’s focus as of 2025 is on family, personal growth, and a more private approach to romance.

If Pete Davidson’s dating life tells us anything, it’s that unexpected chemistry and a sense of humor truly can capture the imagination of both Hollywood—and the world.