Pete Davidson and Elsie Hewitt Seen in Adorable New York Date Night

by

Pete Davidson is the king of New York City dates with Elsie Hewitt. 

For instance, On May 13th, the former Saturday Night Live cast member and social media star matched in stylish sportswear as they took a leisurely walk through New York City.

During their daytime excursion, Pete, aged 31, donned a baseball hat, a green New Orleans hoodie, black joggers, and a pair of Nike Air Jordans. On the other hand, Elsie, who is 29 years old, maintained a sporty appearance by sporting a royal blue Eggo waffle crewneck, black leggings, and Ugg boots to match.

Instead, the duo wasn’t traveling without something on their way to their destination. Besides wearing their sportswear, Elsie clutched exercise equipment in her hands, and Pete hauled a fully-stocked gym bag.

On this occasion, they weren’t having their first sports-themed date night. In fact, just last month, Pete and Elsie, who made their relationship public in March with a affectionate trip to Palm Beach, were spotted snuggling up while attending a New York Knicks game against the Phoenix Suns at Madison Square Garden.

Additionally, Pete seems unfazed by sharing the limelight with Elsie, who has a history of association with Jason Sudeikis, Ryan Phillippe, and Benny Blanco. However, he recently confided that the public scrutiny of his romantic affairs in the past was quite embarrassing and distressing for him.

In an interview with Page Six on February 14th, the star of “The King of Staten Island” said that everyone seems to be dating each other, much like Hollywood. However, since he considers himself unattractive, they wrote about him instead. This led to five years of harassment, making his life a living nightmare.

Pete, who has been linked to notable figures such as Kim Kardashian, Ariana Grande, Chaese Sui Wonders, Phoebe Dynevor, and Madelyn Cline, found it challenging to make others prioritize his professional achievements over his romantic relationships.

He clarified, “It’s awkward since I hope others will discuss my work. However, being one of the youngest ever on Saturday Night Live was overshadowed due to my relationship status.

For more on Pete’s past relationships, keep reading. 

In 2015, Davidson briefly dated the star of “Girl Code”. Although their relationship ended, they have remained good friends since then, with comedian Aquilino even appearing alongside Davidson in his 2020 film, “The King of Staten Island”, and being spotted together following one of his comedy shows in February 2019.

In her 2020 book of essays titled “No One Asked For This,” the offspring of Larry David from the show “Curb Your Enthusiasm” shared insights into her two-and-a-half-year relationship with Davidson. They started dating in 2016, and David referred to them as kindred spirits. However, she disclosed that Davidson’s mental health issues had a significant impact on their relationship.

Earlier, harming herself or making suicide threats would occur suddenly, like escalating from no problem at all to an immediate crisis, as if we were in the last minute of a room escape game with no one else but me and all the clues being misleading, she remembered. After he had regained his mental stability, she found it difficult to even consider doing it; she was too mentally drained from dealing with the emotional turmoil of the previous week.

In the midst of a family vacation in 2018, she decided to call off their relationship. At a point of vulnerability, David tried to rekindle things with Davidson. However, she was taken aback when he subsequently informed her through a text message that he had already moved on.

2 days past, I hopped onto Instagram to find my ex had shared a picture, hiding his face with one hand while flaunting his fresh finger tattoos – a sight that left me stunned. Intricate script bearing my name, previously inscribed on his ring finger, was now obscured by the dark ink.

A few weeks following Davidson and David’s breakup, as well as shortly after Grande’s separation from rap artist Mac Miller, it was verified by TopMob News that the actor and singer were seeing each other informally.

However, the situation took a significant turn when the pair who met during her hosting of SNL two years prior, made their relationship official on Instagram and got matching tattoos within just a month. By June 2018, they were already engaged, living together in a $16 million NYC loft, sharing their life with their adopted pet pig.

In October 2018, their fast-paced relationship concluded, and a month later, it was announced that they had separated. This separation announcement followed the tragic news of Miller’s overdose death at the young age of 26 in the previous month.

Davidson coped with the split by incorporating it into his stand-up routines, on the other hand, Grande expressed her emotions through a successful song and album titled, “thank u, next“.

Three months following his breakup with Grande, the leading man from “The King of Staten Island” started a casual relationship with Beckinsale.

According to the source, since they usually reside on different coasts, their relationship is more casual. However, they plan to continue their conversations and enjoy each other’s company.

Throughout their short-lived relationship, Davidson and the actress from Underworld went to parties, hockey matches, and even dined with Beckinsale’s parents. However, the romance faded after three months, as a source stated that it had naturally come to an end. They continued to communicate and remain friendly.

In August 2019, speculations about a budding romance between the comedian and the star of “Once Upon a Time in Hollywood” ignited when they were both present at the premiere of Margot Qualley’s film, “Seberg.” Later, they were seen enjoying a romantic walk around the city, holding hands.

Although neither Davidson nor Qualley publicly acknowledged their romance, Davidson’s mother, Andie MacDowell, revealed details in an interview with People. She stated, “She has a lovely relationship with him, but I don’t want to intrude too much on her relationship. They have a good connection.

But the couple called it quits after two months.

In October 2019, Davidson and Gerber – the daughter of Cindy Crawford and Rande Gerber – started dating and were often seen together in New York City, indicating a strong bond between them.

However, as their relationship progressed for several weeks, Kaia’s parents stepped in due to concerns, aiming to provide guidance for her and support Pete during a challenging period, according to TopMob News.

As per reports by January 2020, another confidant of Davidson stated that his bond with Gerber was becoming less intense due to his focus on improving his mental well-being through professional care. A different source added that there was no animosity or hostility between them.

Let’s hope Lady Whistledown didn’t mind being beaten by the paparazzi when Davidson was seen with the rising star from Bridgerton back in April 2021. The pair were caught on camera looking affectionate outside of an English grocery store and seemed to enjoy a casual walk together in a field.

During the course of their multi-month relationship, the pair dropped hints about being together. They were frequently seen donning identical silver necklaces engraved with their combined initials, “PD,” and Davidson publicly acknowledged Swift as his long-time celebrity crush in a Zoom session with college students.

Later on, she shared with Elle magazine that it felt naive of her not to anticipate anyone would take notice – she hadn’t expected such interest. Essentially, she was young and dating, which turned out to spark discussions. Her personal life served as a school for some tough lessons she had to learn along the way.

As a dedicated follower reporting for TopMob News, I can share that I’ve received information directly suggesting Davidson’s strong affection towards Phoebe. This affection has led him to frequently travel between New York City and the United Kingdom. An insider reveals that despite the distance, he eagerly endures it due to his immense enthusiasm for spending time with her.

As the days of summer rolled by, I found myself in a challenging situation due to the distance. A trusted confidant shared with TopMob News that we had enjoyed each other’s company immensely, but the fun times were not meant to last given our geographical gap. It was an incredible journey while it lasted, but ultimately, we both agreed that moving on was what was best for us in the long run.

For approximately a year, Davidson and the star of The Kardashians had an exciting journey together, announcing their romance during a Halloween outing at Knott’s Scary Farm in October 2021, shortly after her appearance as host on SNL.

Throughout this period, the mother of four introduced Davidson to new experiences—he accompanied her on a trip to Tahiti, appeared with her on their family’s Hulu reality series, and walked the red carpet at the Met Gala alongside her. However, by August 2022, they had returned to reality, as sources told TopMob News that despite having “a lot of love and respect for each other,” the long distance between New York City (where Davidson resides) and Los Angeles (Kardashian’s home), coupled with their busy schedules, made it challenging to sustain their relationship.

During a talk show appearance on Late Night With Seth Meyers, the model enthusiastically praised a comic after they collaborated for a 2021 photo shoot. She said, “He’s incredibly charming, vulnerable, and adorable. His nail polish is fantastic, and he looks amazing!” Furthermore, she added that he has a wonderful relationship with his mother.

In November, following their respective breakups with Kardashian and Sebastian Bear-McClard, the model found it amusing to reconnect with the comic. As reported by TopMob News, “Emily finds Pete entertaining and they share playful chemistry at the moment.”

Their casual flirtation continued for a few weeks, with the author of ‘My Body’ helping Davidson celebrate his 29th birthday. However, an insider noted that neither was seeking a committed relationship, describing it as “a relaxed situation.” By December, she was growing closer to designer Jack Greer.

Davidson resumed his acting career with his romantic interest in “Bodies Bodies Bodies,” a fact that was evident when they were seen together at a New York Rangers game in December 2022 and later at Universal Studios Hollywood for a date night. In an interview with Nylon magazine in May, she shared their bond had formed quickly on set, and working with him was her favorite part of acting. This close connection led her to reprise the role in his semi-autobiographical Peacock series “Bupkis,” playing his on-again, off-again girlfriend.

Their friendship blossomed off-set as well; they spoke openly about everything and considered their relationship as something sacred. However, by late August, it seemed the couple’s feelings were no longer as harmonious, with multiple outlets reporting that they had separated.

Originating from Las Vegas, the Outer Banks star who had a past relationship with co-star Chase Stokes was rumored to be dating Pete Davidson in September 2023, following her attendance at his standup show, “Pete Davidson Live,” at the Chelsea. The couple’s romance did not last long, as they split up less than a year afterward, according to reports from People magazine.

Moreover, though they haven’t revealed the details of their romantic start, Davidson once mentioned on the “Real Ones” podcast with Jon Bernthal, “The people I’ve dated, I met them at work. No one approached me through direct messages, and neither did I approach anyone.

Read More

2025-05-13 23:48