Kyle Sandilands and Jackie ‘O’ Henderson have shared never-before-seen photographs of Kylie Jenner at the Kardashian home in 2008.

Shock jock Kyle labelled the Kylie Cosmetics mogul ‘the ugly little one’ when the radio hosts first met an 11-year-old Kylie to broadcast a live show from Kris Jenner‘s kitchen in Calabasas.

On Wednesday, The Kyle and Jackie O Show Instagram account shared a throwback snap of Kris Jenner, Jackie, Kyle, Bruce Jenner, and Kylie all crammed in around a makeshift recording studio on the Kardashian’s dining table. #

Since shooting to fame at the tender age of nine on Keeping Up With The Kardashians, Kylie, 27, has faced scrutiny over her changing looks – with heavy emphasis on her plumped up lips.

The star has been slammed for lying about having fillers, before confessing the truth and making millions from her Kylie Lip Kits.

+5
View gallery

Kyle Sandilands and Jackie ‘O’ Henderson have shared never-before-seen photographs of Kylie Jenner at the Kardashian home in 2008

When Kyle and Jackie were invited to record a show from the family’s then-home, Kendall and Kylie were not on pop culture radar like their older sisters.

Back in 2023, the radio stars said when they first saw Kylie they thought to themselves that she will ‘never make it’.

‘We were invited to their house to broadcast the whole show from their kitchen. It was first thing in the morning, we were setting up in their kitchen while they were all asleep,’ Jackie said.

‘I remember looking at them (Kendall and Kylie) outside playing in the rain and saying to you “they’ll never make it”.’

‘And I was like “what about that ugly little one” but that’s the biggest one now. How were we to know a little reconstructive surgery and the right lip kit would skyrocket that kid?’ Kyle added.

Although mother-of-two Kylie has publicly acknowledged having lip fillers and breast augmentation, she previously denied having cosmetic procedures.

In 2015, Kylie famously came clean about having her lips enhanced with fillers – after years of staunchly denying allegations of work due to her teenage age.

‘You guys have watched me grow up since I was 9. My face is going to get different,’ she insisted in a 2015 interview with Cosmopolitan magazine.

+5
View gallery

+5
View gallery

Since shooting to fame at the tender age of nine on Keeping Up With The Kardashians , Kylie, 27, has faced scrutiny over her changing looks – with heavy emphasis on her plumped up lips

+5
View gallery

Kylie was 17-years-old when she first had temporary lip fillers injected. Pictured at the Billboard Music Awards in 2014

‘Now, I know how to do my makeup, contour, and everything. I’m not against surgery. I’d never say no, but I don’t desire it right now.’

But in a 2015 episode of Keeping Up With The Kardashians, she eventually confessed, ‘I have temporary lip fillers. It’s just an insecurity of mine, and it’s what I wanted to do.’

In 2023, she finally admitted to having a secret boob job in the Season 3 finale of The Kardashians.

While speaking with her BFF Anastasia ‘Stassie’ Karanikolaou she confessed to getting her breasts done at the tender age of 19 before giving birth to her daughter Stormi – although she admitted that she does regret undergoing the procedure.

‘Also, you know I got my breasts done before Stormi. Within six months of like having Stormi, not thinking I would like have a child when I was 20, like they were still healing,’ Kylie admitted.

She added, ‘I had beautiful breasts, like natural t*ts, just gorgeous, like perfect size, perfect everything, and I just wished, obviously, I never got them done to begin with.’

‘I would recommend anyone who was thinking about it to wait until after you have children,’ she added, before revealing how her views on plastic surgery have changed now that she’s a mother.

‘But yeah obviously I have a daughter too. I would be heartbroken if she wanted to get her body done at 19,’ Kylie admitted.

‘I mean, she’s the most beautiful thing ever. I want to be like the best mom and the best example for her and I just I wish I could like be her and do it all differently, because I wouldn’t touch anything.’

Kylie has also been rumoured to have other cosmetic procedures, including a nose job, cheek fillers, and potentially a Brazilian Butt Lift, though she has not addressed these.

+5
View gallery

In 2023, she finally admitted to having a secret boob job in the Season 3 finale of The Kardashians