Kim Kardashian's friends encouraged her to 'go for it' as she debated 'dating' Pete Davidson 


She was spotted on multiple dates in New York City with Saturday Night Live funnyman Pete Davidson in recent days.

And now a source close to Kim Kardashian says her close circle of friends and family encouraged her to let loose with the 27-year-old comedian.

The insider told Us Weekly on Saturday that Kim’s close confidants said she should ‘go for it’ as she debated spending time with Pete.

Worth a try: A source close to Kim Kardashian, 41, told Us Weekly on Saturday that her inner circle urged her to give Pete Davidson, 27, a shot; seen in 2020

Hesitant: The KUWTK star was reportedly unsure if it would be a good idea to date the comedian; seen in zseptember

Worth a try: A source close to Kim Kardashian, 41, told Us Weekly on Saturday that her inner circle urged her to ‘go for it’ after she was uncertain about starting a relationship with SNL star Pete Davidson, 27

‘One of the first things Kim did was to get her family and friends’ advice, and they all encouraged her to go for it,’ the source said of the 41-year-old Keeping Up With THe Kardashians star. ‘It’s been very obvious for a while now that she’s been missing some fun and laughter in her life, and of course Pete offers that in abundance.’

Part of the comic actor’s appeal for Kim is that he’s so ‘witty and laid back,’ which may be a departure from her estranged husband Kanye West’s hard-charging lifestyle. 

‘It’s so refreshing for Kim to be dating someone who’s almost the total opposite of her previous relationships,’ the source added. ‘Pete’s just chill and doesn’t sweat the small stuff at all, which Kim finds really sexy.’

However, even though her friends and family said it was worth giving the relationship a try, they’ve also warned her not to get ‘carried away’ too soon after they started dating.

Do it! 'One of the first things Kim did was to get her family and friends’ advice, and they all encouraged her to go for it,' the source said, adding that Pete offers much-need 'fun' and 'laughter'; seen November 3 in NYC

Do it! ‘One of the first things Kim did was to get her family and friends’ advice, and they all encouraged her to go for it,’ the source said, adding that Pete offers much-need ‘fun’ and ‘laughter’; seen November 3 in NYC

‘People are happy for Kim, but at the same time they’re urging her not to get too carried away or ahead of herself,’ the insider continued. ‘Pete has this heartbreaker reputation for a reason, and while his intentions might be honorable, there’s a slight fear that Kim could be setting herself up for a vulnerable situation.’

Pete’s reputation is built on several short-lived romances with high-profile women.

In 2018, he dated Ariana Grande and got engaged to the pop star just weeks after they started dating, before the split later in the year. 

He didn’t seem to mind the age difference with actress Kate Beckinsale, 48, when they dated for a few months in early 2019. 

He followed the relationship up with brief flings with actress Margaret Qualley and model Kaia Gerber, before most recently dating Bridgerton star Phoebe Dynevor earlier this year. 

Take it slowly: 'People are happy for Kim, but at the same time they’re urging her not to get too carried away or ahead of herself,' the insider continued; seen in September in NYC

Take it slowly: ‘People are happy for Kim, but at the same time they’re urging her not to get too carried away or ahead of herself,’ the insider continued; seen in September in NYC

Kim celebrated her mother Kris Jenner’s birthday on Friday with a karaoke celebration in Los Angeles, but eagle-eyed fans wondered if Pete might have been hiding out among the guests. 

The Instagram account ‘Not Skinny But Not Fat’ re-posted footage of Kim Kardashian and her family belting out lyrics while a bleached blond figure was pictured sitting with the group. 

While many were convinced that it was the SNL funnyman — who has recently sported a similar hairdo — others were certain it’s close family friend and talk show host Ellen DeGeneres.  

Is that Pete? Fans are convinced Pete attended Kris Jenner's karaoke birthday bash in LA on Friday. An Instagram account re-posted footage of Kim (right) and her family belting out lyrics, with a bleached blond pictured sitting with the group (left)

Is that Pete? Fans are convinced Pete attended Kris Jenner’s karaoke birthday bash in LA on Friday. An Instagram account re-posted footage of Kim (right) and her family belting out lyrics, with a bleached blond pictured sitting with the group (left) 

Sources close to Kim claimed to MailOnline on Saturday that it was Ellen seated in the video. 

One photo shows a bleached blond person sitting next to Kim on the couch, with their face hidden from view. 

A short video follows where a voice is overheard saying ‘oh, come on’ when Kim says she’s ‘done’ with karaoke, with many convinced it sounds exactly like Pete.

‘You guys. Is Pete Davidson at Kris Jenner’s intimate fam bday??? Is that his bleach blond head next to Kim? Is that his “oh come on!” In the last video??’ the Instagram account asked their followers online. 

Sound familiar? A short video follows where a voice is overheard saying 'oh, come on' when Kim says she's 'done' with karaoke, with many convinced it sounds exactly like Pete

Sound familiar? A short video follows where a voice is overheard saying ‘oh, come on’ when Kim says she’s ‘done’ with karaoke, with many convinced it sounds exactly like Pete 

Many fans were convinced, particularly with regards to the voice with one writing: ‘I would have to agree!!! The video sold me’.

Another added, ‘Definitely his voice in the background’.

One follower even pointed out how Pete says ‘oh come on’ in an episode of Saturday Night Live this week. 

How it all began: 'You guys. Is Pete Davidson at Kris Jenner's intimate fam bday??? Is that his bleach blond head next to Kim? Is that his “oh come on!” In the last video??' the Instagram account asked their followers online

How it all began: ‘You guys. Is Pete Davidson at Kris Jenner’s intimate fam bday??? Is that his bleach blond head next to Kim? Is that his “oh come on!” In the last video??’ the Instagram account asked their followers online 

 

'Definitely his voice': Many followers were convinced, particularly after hearing a voice say 'oh come on' in the background; Pete pictured in September

‘Definitely his voice’: Many followers were convinced, particularly after hearing a voice say ‘oh come on’ in the background; Pete pictured in September

However others were adamant it was Ellen DeGeneres, 63, with one writing, ‘No! That looks like Ellen!’

Others suggested Ellen has a particular ‘leg cross’, while some referenced just how close Kris and Ellen are.

‘Kris and Ellen are bffs,’ one follower wrote. 

MailOnline reached out to Kim and Pete’s representatives for comment at the time.

 

Friend of the family: However others were adamant it was Ellen DeGeneres (pictured), 63, with one writing, 'No! That looks like Ellen!'

Friend of the family: However others were adamant it was Ellen DeGeneres (pictured), 63, with one writing, ‘No! That looks like Ellen!’

The online exchange comes after a report suggested Kim and Pete’s new romance is more than just a ‘week-long fling’.

According to insiders close to TMZ on Saturday, the pair appeared ‘very comfortable’ with one another during their dates in New York City this week where they ‘displayed plenty of PDA’.  

Kim and Pete are said to have enjoyed a private rooftop dinner at Campania in Staten Island on Tuesday, followed by a group outing at club Zero Bond on Wednesday. 

Smitten? Kim and Pete are more than a 'week long fling', sources say. Kim, 41, is pictured in NYC on November 1

Smitten? Kim and Pete are more than a ‘week long fling’, sources say. Kim, 41, is pictured in NYC on November 1  

A source reportedly told the publication staff at Campania were not allowed to frequent the rooftop, with the restaurant’s owner and (Pete’s friend) catering to their needs. 

Furthermore, another source claimed Pete was the ultimate gentleman and called Zero Bond ahead of their date to provide them with his credit card details.

While TMZ suggest the back-to-back dates are more than just a ‘week long fling’, it’s been claimed Kim is not yet ready for anything serious and is simply enjoying dating.

Getting serious? Kim Kardashian and Pete Davidson enjoyed PDA-filled dates in NYC, sources say. Pete, 27, is pictured in September

Loved-up? According to insiders, the pair appeared ‘very comfortable’ with one another during their dates in New York City this week (Pete pictured in September)

MailOnline have reached out to Kim and Pete’s representatives for comment. 

A source previously told Page Six of their date at Zero Bond: ‘They were smiling and laughing a lot and seemed genuinely affectionate with each other…But there was no Kravis-style PDA.’  

It was also added that in the same vein of their first date, ‘Nobody else in the venue saw [Kim and Pete] as her security stood outside the private room ‘the entire time’.

Staten Island bound! Kim was pictured leaving the Ritz Carlton on November 2 and heading to Campania in Staten Island where Pete had arranged 'a dinner on the rooftop privately'

Staten Island bound! Kim was pictured leaving the Ritz Carlton on November 2 and heading to Campania in Staten Island where Pete had arranged ‘a dinner on the rooftop privately’

‘She was happy and smiley,’ an insider said, and while Kim exited through the front of Zero Bond, Pete opted to go through a back door. 

And a source close to Kim exclusively told DailyMail.com Pete is ‘very aggressive’ with her as he often ‘grabs her waist, compliments her butt and touches her hair’ when they are together. 

‘He is extremely sexual and in her face. He is making it crystal clear he likes her,’ the confidant said. ‘He definitely is not being aloof or playing coy, he is just going for it. And she seems to be loving the attention. It’s nice to see her happy.’ 

The first move: The pair had shared a kiss during an Aladdin skit on SNL and a source said he made the first move and 'Kim could tell right away what the big fuss is about Pete'

The first move: The pair had shared a kiss during an Aladdin skit on SNL and a source said he made the first move and ‘Kim could tell right away what the big fuss is about Pete’

Speaking out: Meanwhile on Thursday, Kim's estranged husband Kanye West spoke about their divorce during an appearance on the Drink Champs podcast

Speaking out: Meanwhile on Thursday, Kim’s estranged husband Kanye West spoke about their divorce during an appearance on the Drink Champs podcast 

Famously the pair had shared a kiss during an Aladdin skit on SNL and a source told Us Weekly that he made the first move and that ‘Kim could tell right away what the big fuss is about Pete’.

‘He was a true professional the whole time they rehearsed and in between takes but afterward things got flirty. They exchanged numbers and Pete asked if Kim would like to hang out sometime, which she agreed to straight away.’

Meanwhile on Thursday, Kim’s estranged husband Kanye West spoke about their divorce during an appearance on the Drink Champs podcast. 

The rapper, 44, said he had never ‘even seen’ divorce papers, and expressed hope of them getting back together while taking a dig at her SNL monologue.  

Holding onto hope: The rapper, 44, said that he had never 'even seen' divorce papers, and expressed hope of them getting back together while taking a dig at her SNL monologue

Holding onto hope: The rapper, 44, said that he had never ‘even seen’ divorce papers, and expressed hope of them getting back together while taking a dig at her SNL monologue 

‘SNL making my wife say, “I divorced him” on TV because they just wanted to get that bar off. And I ain’t never even seen the papers; we’re not even divorced. That ain’t no joke to me. My kids want their parents to stay together. I want … us to be together.’ 

Kanye continued to make a statement on Friday as he unfollowed Kim on Instagram once again in the midst of her rumored romance with Pete. 

‘Ye’ last unfollowed Kim in September as he made a point to only follow accounts with a blacked out profile photo, but sent her a ‘follow’ once she changed her profile picture to the same aesthetic as well. 

Timing: Kanye continued to make a statement on Friday as he unfollowed Kim on Instagram once again in the midst of her rumored romance with Pete

Timing: Kanye continued to make a statement on Friday as he unfollowed Kim on Instagram once again in the midst of her rumored romance with Pete  

Pete Davidson’s relationship history

Carly Aquilino (2014-2015)

Prior to his rise to fame on Saturday Night Live, Pete dated Carly when they starred together on MTV’s Guy Code and Girl Code. Although the romance didn’t work out, Pete and Carly stayed friends and he later described her as ‘one of the coolest chicks I’ve ever met’ and said they still ‘hang out all the time’ following the split. 

 

Cazzie David (2016-2018) 

 

Pete dated Cazzie, who is the daughter of comedian Larry David, for two years and made several public appearances together. He went on to date Ariana Grande soon after they parted ways.

 Following their break up, Cazzie penned a emotional essay About Their Breakup, in which he revealed Pete ended things via text.  

Ariana Grande (2018)

In the same month he split from Cazzie, Pete began dating singer Ariana. The relationship progressed quickly and the couple were engaged after only a matter of weeks. They broke up in November, with Pete admitting he ‘knew it was over’ after Ariana was left grieving the death of her ex-boyfriend Mac Miller. Ariana later mentioned Pete in her hit single ‘Thank U, Next’.

 

Kate Beckinsale (2019)

 

Pete then moved on with actress Kate Beckinsale, who was twenty years his senior. They were first linked with that January and dated until at least April. Pete admitted the age difference ‘never bothered’ the couple. A source told In Touch that Pete was ‘an exciting breath of fresh air’ for Kate.

Margaret Qually (2019) 

Shortly after parting ways with Kate, Pete was linked to actress Margaret Qually. A source told Us: ‘They’ve been seeing each other for a couple of months and Margaret is really excited about him.’ It didn’t appear to be a serious romance however, with the pair reportedly dating for just two months between August and October 2019. 

 

Kaia Gerber (2019-2020)

 

Pete quickly moved on from Margaret to date model Kaia Gerber, who is the daughter of Cindy Crawford. The pair were seen holding hands a few times but the whirlwind romance came to an end after just three months in January 2020. 

Shortly after he sought treatment Sierra Tucson treatment center in Arizona.  

When asked about their split during an interview with Charlamagne Tha God, he confirmed they dated ‘for a few months’ but said she was ‘very young’ and he was going ‘through a lot.’ 

Phoebe Dynevor (2021)

Bridgerton star Phoebe and Pete confirmed their romance in April 2021 when they were spotted on a stroll in Stoke. 

Rumours were swirling in about their relationship status in weeks before the sighting. A source told People that Pete is ‘telling friends he is serious about Phoebe’. 

Speculation of the relationship began in March when Pete was snapped visiting Phoebe’s native Manchester while she visited New York, where he lives, in February. 

In August, they broke up after trying to make things work long distance ‘put a strain’ on their relationship. 

 

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