He previously claimed to be teetotal and could only recall a handful of instances he has consumed alcohol.
And Monday night was one of those rare occasions, with Kyle Sandilands spotted drink in hand at the House of K’dor store launch in Double Bay on Monday.
Kyle, who told Daily Mail Australia he was still recovering from the flu, called in sick to his KIIS FM breakfast show the next morning, with Dave Hughes filling in for him alongside Jackie ‘O’ Henderson.
A good night out? Kyle Sandilands, 46, attended a lavish bash with girlfriend Imogen Anthony, 26 on Monday night but failed to show up to work the next morning
Kyle attended the exclusive K’dor launch on Monday night alongside his girlfriend, Imogen Anthony.
The shock jock sipped from a cocktail in one of the rare times he has been seen publicly consuming alcohol.
Kyle makes no secret of his aversion to drink, telling Mamamia in 2016 he ‘always avoided alcohol’. ‘
Partying the night away: Later the couple were seen posing up a storm with a bevy of pals including I’m A Celeb’s Tegan Martin
‘In my mind…from being a child, around that alcoholism, I thought, that might be the poison, like if that’s in me, then maybe I could be that devil,’ he explained.
‘So I just always avoided alcohol, and obviously that’s a weird issue. Plenty of people drink and they don’t get violent…but my mum was a victim of that sort of behaviour.’
The shock jock also told listeners of The Kyle and Jackie O Show in 2015 he was teetotal.
Cool and casual: The radio shock jock accessorised with black and red Adidas sneakers and a black cap
‘Every time I’m in the newspaper they say “renowned for his partying ways”,’ Kyle complained.
‘I don’t even drink, I’ve never drunk in my whole life, what’s wrong with people?’
However, it’s possible Kyle has since softened his stance and no longer avoids alcohol completely.
Jovial: The group appeared in jovial spirits as they made a series of poses for the camera
A video shared by Imogen on Instagram in April appeared to show the shock jock sipping on an alcoholic beverage while attending Coachella.
On Monday night, the 46-year-old was seen partying with girlfriend Imogen Anthony, 26 at an exclusive launch party for House of K’dor in Sydney’s Double Bay.
The shock jock was pictured alongside his PVC-clad lover sipping on several cocktails.
Not a care in the world: The couple appeared in high spirits and engaged in conversation
Later the couple were seen posing up a storm with a bevy of pals including I’m A Celeb’s Tegan Martin.
The group appeared in jovial spirits as they made a series of poses for the camera.
The pack also posed for a number of selfies which saw Imogen poking her tongue out and Kyle smiling happily.
Following the event, Kyle’s girlfriend Imogen took to Instagram to post a photo of herself on the night.
She captioned the snap: ‘Best night with my boo and friends at the launch of @houseofkdor at the Intercontinental, Double Bay ❤️ More SOBER pics soon (Kyle and I got a lil’ tipsy’ alongside a monkey emoticon.
On Tuesday, the day Kyle called in sick she also posted a video of the pair dancing, either before or after the event.
‘Took Harry’s Practice out last night for a rager. All I can say is ‘wow,’ she captioned the clip.
Selfie time! The pack also posed for a number of selfies which saw Imogen poking her tongue out and Kyle smiling happily
The week prior Kyle failed to make the show as he was unwell with flu.
Kyle was scheduled to interview newest Bachelor couple – Matty J and winner Laura Byrne – following the show’s season finale on Thursday.
During the interview, Jackie O took the reins with comedian and KIIS FM drive time host Dave Hughes filling in for Kyle.
Daily Mail Australia has contacted Kyle’s representatives for further comment.