The King of Staten Island Pete Davidson is definitely not new to public scrutiny about his personal life, comedy, and career moves. Having worked his way into becoming an actor, stand-up comedian, and a regular on SNL for 8 seasons, he has also stood out when it comes to the caliber of women he snuggles up with, however unlikely and age-distanced such coupling may be.

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In October 2021, after a scripted onscreen smooch between 41-year-old Kim Kardashian and 28-year-old Pete Davidson on SNL, where they played Aladdin and Jasmine, the two were rumored to be an item. Eventually, fans got confirmation about these two dating. Sadly, after 10 months since the couple's encounter on SNL, their love nest, and series of Instagram PDAs and photos, tatted love gestures, date nights, red carpet debuts, a reality TV appearance and interviews by Kim gushing about Pete, the two called it quits due to their very busy careers.

So, before a hot romance with SKIMS founder and reality TV star Kim Kardashian, here is a rundown of everyone Pete Davidson has dated.

8 Pete Dated Girl Code Star Carly Aquilino

Pete Davidson and Carly Aquilino

Pete was in a relationship with Girl Code star and fellow comedian Carly Aquilino in 2015, before they broke up within the year. Carly was believed to have addressed her brief romance with the comedian, when she reacted to the news of Pete's engagement to Ariana Grande in June 2018. They still remain friends with Carly co-starring in Pete's 2020 film The King of Staten Island.

7 Pete Davidson Was Madly In Love With Umbrella Academy Actress Cazzie David

Pete Davidson And Cazzie David

In what may be Pete's longest relationship yet, Pete Davidson started dating Cazzie David, daughter of Larry David in early 2016. Pete even spoke to People about his immense love for Cazzie. There were reports about Pete proposing to her multiple times but she rejected his proposals. As expected, he got several tattoos of Cazzie, but the relationship ended in 2018. Cazzie spoke about how it was her decision to end it in her 2020 book No One Asked For This, because things between them became toxic due to the sensitive state of his mental health. She tried to rekindle the romance later on, but Pete had already moved on.

6 Pete Davidson Was Engaged To Music Superstar Ariana Grande

pete davidson ariana
via IG

Pete Davidson and Ariana Grande's brief relationship had a lasting impression on everyone. Having made their SNL debut on the same episode of the long-running sketch comedy series, the two began dating in May 2018, after Pete's romance with Cazzie David had run its course, as well as Ariana Grande's with Mac Miller. They made their relationship Instagram official that same May, got engaged and moved in together in June, debuted as a couple on the MTV Video Music Awards red carpet in August, adopted a pet pig, made dedicated inkings on their bodies, and then called it quits after Ariana's ex Mac Miller died of an overdose in September. His sudden death was the major factor behind the split, with Ariana being an emotional wreck.

RELATED: Burnt Bridges Or Besties? The Truth About Pete Davidson's Relationship With His Exes

5 Pete Davidson Had An Interesting Romance With Kate Beckinsale

Via Twitter

Pete Davidson had the internet in a frenzy when he was spotted with Underworld star Kate Beckinsale in January 2019 at a Golden Globes after-party. Apart from the 20 year age gap which got people talking, the two were photographed having a deep makeout session at a hockey game. Pete stated that Kate helped him amid his mental health issues. The two broke up in April just as he sought treatment for the same mental health issues.

4 Pete Was Spotted With Margaret Qualley And Was Even Her Plus One

Pete Davidson and Margaret Qualley holding hands

Pete Davidson had a quick mental health rebound when he began dating Once Upon a Time in Hollywood actress in August 2019. For something not new to the comedian and actor, things got pretty serious fast. He even accompanied the actress to the 2019 Venice Film Festival for the premiere of her film "Seberg", and they explored Italy together. In October, barely two months later, they broke up.

3 Pete Had A Holiday Romance With Model Kaia Gerber

Pete Davidson and Kaia Gerber holding hands

Pete Davidson moved on fast to model Kaia Gerber who was 18 while Pete was 26 at the time of dating. The two were spotted dining together in October 2019, and were photographed holding hands a month later when he joined her for a friend's wedding in Miami. Unfortunately, the holiday spirit didn't keep these two jolly as they went their separate ways in January 2020, while Pete headed back to rehab. Pete spoke about going through a lot during the relationship, and it was not the right time.

RELATED: Everything Pete Davidson's Mom Has Said About His Famous Girlfriends

2 Singer Olivia O'Brien Claimed She dated Pete But He Denied It

Olivia O'Brien Says Pete Davidson Broke Up With Her Via Text
Via Instagram

News spread in early 2021 that Pete was seeing singer Olivia O'Brien on the low. The singer then confirmed over a year later that she spent time with the SNL star in late 2020, and he told her via a text that he had eyes for another woman, and was in fact seeing her. However, this was denied by a rep for Pete to E!News, adding that the two were only friends. On what attracted Olivia to Pete, she said he was hot, sweet, and funny.

1 Pete Dated Diamond Of The Season Pheobe Dynevor, But The Distance Was An Obstacle

PETE DAVIDSON AND PHEOBE DYNEVOR
Via: Pinterest

Bridgerton breakout star Phoebe Dynevor gave a stellar performance in show-stopping Netflix's series which premiered in December 2020. She then went on to make Pete's long Hollywood's dating list, as the dating rumors of the pair in March 2021 turned out to be true. The two made their couple debut at Wimbledon in July 2021, but ended the relationship a month after the debut. The long distance was said to be the major factor that led to the breakup.