Pete Davidson's romantic life routinely captivates public fascination. Over the last decade, the comedian and former Saturday Night Live cast member has been linked to a long roster of high-profile actors, models, and pop icons. While internet culture loves to dissect how a regular guy with a self-deprecating sense of humor regularly captures the attention of Hollywood's biggest stars, the reality is far more straightforward. He dates openly, moves quickly, and remains candid about his personal life.
Understanding who Pete Davidson has dated requires looking past the viral memes and examining the actual timeline. From early indie comedy relationships to whirlwind engagements and high-profile romances, his romantic history reflects a standard young adult dating life played out under a permanent microscopic lens.
The Early Years: Pre-Fame and Rising Recognition
Before becoming a tabloid fixture, Davidson's relationships existed largely outside the heavy glare of international paparazzi. As he built his stand-up career and landed a spot on Saturday Night Live, his personal life began intersecting with fellow entertainers.
Carly Aquilino (2015)
- The Background: Davidson and fellow comedian and TV host Carly Aquilino dated briefly in 2015.
- The Dynamic: Both rising figures in the New York comedy scene, they kept their relationship relatively low-key.
- The Outcome: They split amicably and have remained on good terms over the years, with Aquilino even appearing in Davidson's semi-autobiographical film The King of Staten Island.
Cazzie David (2016–2018)
- The Background: Davidson's first major long-term relationship was with writer Cazzie David, daughter of comedian Larry David. They were together for roughly two years.
- The Dynamic: The couple shared glimpses of their life together on social media, representing a typical young Hollywood relationship of the mid-2010s.
- The Outcome: The breakup paved the way for a massive shift in how public Davidson's life would become, as he quickly transitioned into one of the most talked-about names in entertainment.
The Whirlwind Phase: Ariana Grande and Immediate Aftermath
The year 2018 marked a definitive turning point in Davidson's public profile, shifting him from a notable comedy writer to an international headline staple.
Ariana Grande (2018)
- The Timeline: May 2018 – October 2018
- The Details: Following brief encounters years prior, Davidson and pop superstar Ariana Grande went public with a relationship that moved at lightning speed. They became engaged within weeks of dating and moved into a high-end New York apartment together.
- The Outcome: The intense media scrutiny, combined with personal grief following the tragic passing of Grande's ex-partner Mac Miller, proved overwhelming. The couple called off their engagement in October 2018, handling the breakup publicly with mutual respect.
Kate Beckinsale (2019)
- The Timeline: January 2019 – April 2019
- The Details: Early 2019 brought a surprise pairing when Davidson was spotted with British actress Kate Beckinsale at a Golden Globes afterparty, followed by a heavily photographed courtside appearance at a New York Rangers hockey game.
- The Outcome: The twenty-year age gap and unrelenting paparazzi attention strained the romance, leading to a quiet split after a few months.
High-Profile Romances and Short-Term Flings
Between 2019 and 2021, Davidson navigated a series of relationships with prominent actors and models, each lasting several months.
Margaret Qualley (2019)
- The Timeline: August 2019 – October 2019
- The Details: Davidson and actress Margaret Qualley enjoyed a brief romance, making a notable appearance together at the Venice Film Festival for the premiere of her film Seberg.
- The Outcome: The relationship concluded after a couple of months due to conflicting schedules and timing, remaining entirely amicable.
Kaia Gerber (2019–2020)
- The Timeline: October 2019 – January 2020
- The Details: Late 2019 saw Davidson linked to model Kaia Gerber. The two spent time in New York and Miami, with Gerber offering steady support during a demanding period in Davidson's career.
- The Outcome: Davidson proactively stepped away from the relationship to focus on his mental health, checking into a treatment facility. He later noted that Gerber was far too young to manage the heavy burdens he was carrying at the time.
Phoebe Dynevor (2021)
- The Timeline: March 2021 – August 2021
- The Details: Spring 2021 sparked rumors connecting Davidson to Bridgerton star Phoebe Dynevor. The pair made their official public debut side-by-side in the royal box at Wimbledon.
- The Outcome: Transatlantic distance ultimately broke the relationship. With Davidson based in New York and Dynevor filming across Europe, maintaining a sustainable routine proved impossible.
Major Media Cycles: Kim Kardashian and Beyond
Davidson entered his highest-profile relationship to date in late 2021, shifting into elite celebrity culture.
Kim Kardashian (2021–2022)
- The Timeline: November 2021 – August 2022
- The Details: Sparked initially by a shared sketch on Saturday Night Live, Davidson and Kim Kardashian struck up an unexpected romance that quickly dominated entertainment media. They made red-carpet appearances, including the Met Gala, and documented aspects of their relationship through interviews and television.
- The Outcome: After nine months, the couple mutually decided to part ways. Demanding work schedules, immense physical distance between Los Angeles and New York, and differing life stages led to an amicable split.
Emily Ratajkowski (2022)
- The Timeline: November 2022 – December 2022
- The Details: Following his split from Kardashian, Davidson was briefly linked to model and author Emily Ratajkowski. The pairing generated massive internet discussion given both individuals' high dating profiles at the time.
- The Outcome: The casual fling concluded within weeks, transitioning naturally back into a friendly connection.
Chase Sui Wonders (2022–2023)
- The Timeline: December 2022 – August 2023
- The Details: Davidson met actress Chase Sui Wonders on the set of the horror-comedy film Bodies Bodies Bodies. They were frequently spotted together at sporting events and traveling.
- The Outcome: The relationship lasted roughly eight months before ending amicably as both actors focused on their respective film and television projects.
Madelyn Cline (2023–2024)
- The Timeline: September 2023 – July 2024
- The Details: Davidson began dating Outer Banks star Madelyn Cline in late 2023. The couple kept a relatively low profile compared to his past high-intensity relationships, attending comedy shows and public events quietly.
- The Outcome: Reports confirmed the pair separated amicably in mid-2024, concluding Davidson's most recent long-term public romance.
Common Misconceptions About Pete Davidson's Love Life
Public commentary surrounding Davidson often relies on exaggerations or outdated tropes. Separating the myth from reality explains why his dating life unfolds the way it does.
- The "Serial Dater" Narrative: Critics often portray his dating history as erratic, but a chronological look reveals standard multi-year or multi-month adult relationships. Dating twelve people over a decade aligns with normal young adult relationship patterns—they simply happen to occur in front of cameras.
- The "Secret Appeal" Myth: Tabloid headlines frequently express shock at his partners, framing his romantic success as a mystery. Friends and partners consistently point to his primary traits: he is funny, fiercely attentive, emotionally vulnerable, and treats his partners with high levels of kindness and respect.
- The Chaos Misconception: While engagements like the one with Ariana Grande moved rapidly, most of his breakups occur cleanly, driven by standard logistical hurdles like international travel, conflicting shooting schedules, and long-distance constraints.
Frequently Asked Questions
What was Pete Davidson's longest relationship?
Pete Davidson's longest publicly documented relationship was with Cazzie David, lasting roughly two years from 2016 to 2018. Among his later high-profile relationships, his nine-month romance with Kim Kardashian stands as his longest recent pairing.
How many times has Pete Davidson been engaged?
Davidson has been engaged once, to pop singer Ariana Grande in 2018. The engagement lasted a few months before the couple mutually called it off.
Why do Pete Davidson's relationships receive so much media attention?
His career trajectory took him from indie alternative comedy to mainstream superstardom via Saturday Night Live. When paired with high-profile cultural icons like pop stars and reality television moguls, public curiosity naturally surges, amplified heavily by social media platforms and paparazzi culture.
Are Pete Davidson and his exes usually on good terms?
Yes. Davidson maintains a reputation for amicable post-relationship dynamics. Exes like Carly Aquilino and Cazzie David have spoken positively about him post-breakup, and he routinely uses public platforms to wish former partners well.
