Kyle Sandilands was tricked into admitting he’d ‘bang’ Jack Vidgen on Monday, after being shown a photo of the singer dressed as his drag queen alter ego.
And just three days later, the radio presenter came face to face with ‘Jacqueline Vagine’ herself, as she arrived at KIIS FM’s studios to help judge The Kyle and Jackie O Show‘s long-awaited Most Beautiful Penis Pageant.
Kyle, 49, wasn’t embarrassed in the slightest at his crude comments just days earlier, and had set up Jacqueline’s arrival as a surprise for his co-host Jackie ‘O’ Henderson.
When Kyle met Jacqueline: Kyle Sandilands was tricked into admitting he’d ‘bang’ Jack Vidgen on Monday, after being shown a photo of him dressed as his drag queen alter-ego. On Thursday, Kyle and ‘Jacqueline Vagine’ met. Pictured with Jackie ‘O’ Henderson
Jack, 24, looked absolutely divine in drag while wearing a slinky gold skirt and matching top, complete with heavy makeup and a long wig.
As the trio chatted together, Kyle asked: ‘Jack, when you’re running around dressed like this, are you getting a lot of attention from straight men?’
‘I was, and I loved it!’ the Australia’s Got Talent star laughed in response.
On Monday, Jackie had asked Kyle for his opinion on a photo of the Voice star, 24, partying in Sydney on Saturday night in his glamorous drag outfit.
When he learned the ‘woman’ in the image was actually a man, Kyle stood by his initial verdict, telling listeners Jack looked great as his female alter ego.
Surprise! Kyle, 49, wasn’t embarrassed in the slightest at his crude comments just days earlier, and had set up ‘Jacqueline’s’ arrival as a surprise for Jackie O
Hilarious: As the trio chatted together, Kyle asked: ‘Jack, when you’re running around dressed like this, are you getting a lot of attention from straight men?’ ‘I was, and I loved it!’ the musician laughed in response
He explained on air: ‘[Jackie] didn’t tell me it was Jack Vidgen dressed as a woman. She just said, “What do you think of this?”
‘And I was busy and you had to ask me again ’cause I didn’t answer, and you were like, “Babe, babe,” and you were holding the photo [of Jack]. “What do you think of this girl?” And I looked quickly and was like, “Yeah, I’d bang her.”
‘Then she p**sed herself laughing. “It’s Jack Vidgen!” Her thrill was that I’d bang Jack Vidgen.’
When he was shown the photo of Jack again, Kyle couldn’t help but say: ‘Wow!’
He later denied being ‘turned on’ by the photo, but said he was ‘shocked [Jack] looks so good as a woman’.
Feminine: Kyle’s co-host Jackie ‘O’ Henderson had asked for his opinion on this photo of Jack (right) partying with Bachelor star Abbie Chatfield (left) in Sydney on Saturday night in a glamorous drag outfit
Jack later called into The Kyle and Jackie O Show and said he took it as a compliment that Kyle would mistake him for a woman.
‘That was my goal, just to pass a girl,’ he said.
‘You passed, my friend, you passed,’ replied Kyle.
Kyle identifies as straight, but once had a sexual encounter with a transgender woman about 20 years ago and did not regret the experience.
He has even described the one-night stand as ‘one of the better ones I’ve had’.
It comes after I’m a Celebrity… Get Me Out of Here! star Jack confirmed he is not trans, after rumours swirled he was living as a woman.
The openly gay singer set the record straight on his gender identity in an Instagram post on Saturday, clarifying he is male and goes by he/him pronouns.
He decided to speak out after dressing up in drag for a night out with I’m a Celebrity co-star Abbie Chatfield in Sydney.
‘I’ve had like hundreds of messages asking if I’m trans’: It comes after the I’m a Celebrity… Get Me Out of Here! star confirmed he is not trans, after rumours swirled he was living as a woman
Several fans questioned whether Jack, who rose to fame as a teenager on Australia’s Got Talent in 2011, was trans because of his ultra-feminine look.
He had gone out partying in a gold mini skirt and matching bustier, which he teamed with a choker necklace, wristbands and a long blonde wig.
After returning home from his night out and taking off his clothes and makeup, Jack revealed he’d been inundated with ‘hundreds’ of messages about his gender.
‘I love that people are asking questions’: The singer set the record straight on his gender identity in an Instagram post on Saturday, clarifying he is male and goes by he/him pronouns
He wrote on Instagram Stories: ‘Anddd I’m a boy again. Thank you for your beautiful messages and comments. Tonight was so fun.
‘I’ve had like hundreds of messages asking if I’m trans. I’m not – I was just dressing up in drag with friends for fun for a night out.
‘Being trans is a beautiful thing though and I love that people are asking questions. My pronounces are he/him. Lots of love b***h x.’
Questions: Several fans questioned whether Jack, who rose to fame as a teenager on Australia’s Got Talent in 2011, was trans because of his ultra-feminine look
Curious fans: After returning home from his night out and taking off his clothes and makeup, Jack revealed he’d been inundated with ‘hundreds’ of messages about his gender
Clarification: Jack’s Instagram bio states his gender pronouns are he/him
Jack revealed on I’m a Celebrity earlier this year that he realised he was gay when he watched his first Mardi Gras parade in Sydney when he was 14.
‘My first Mardi Gras experience – I used to live on the corner of Oxford Street and Hyde Park and our balcony would look over the whole of Oxford Street,’ he said.
‘So kind of 14, 15 years old, I was watching the parade with mum just in my mind going, “Am I gay?” This was way before I came out.’
Hitting the town: Jack had a great time while partying with friends in Sydney
Jack had a girlfriend until he was 19 – before he came out – and said everyone in his life was supportive when he told them about his sexuality.
‘I had a really beautiful experience coming out, everyone in my life was so chill about it,’ he revealed.
‘It wasn’t a big deal, it was so chill. So many people have not a good experience and that’s super sad to me. But I’ve had a really blessed time with coming out.’
Throwback: Jack won the fifth season of Australia’s Got Talent in 2011 when he was 14 years old. He released two albums, Yes I Am and Inspire, with Sony Music Australia before parting ways with the label and quitting the music industry for several years
Jack won the fifth season of Australia’s Got Talent in 2011 when he was 14 years old.
He released two albums, Yes I Am and Inspire, with Sony Music Australia before parting ways with the label and quitting the music industry for several years.
Jack made a spectacular comeback on The Voice in 2019 and is now recording new music and performing shows again.
Back in the spotlight: Jack made a spectacular comeback on The Voice in 2019 and is now recording new music and performing shows again. Pictured on stage in February 2020