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Kyle Sandilands is roasted by comedian Jim Jefferies on his 50th birthday


Radio presenter Kyle Sandilands was roasted by his favourite comedian on Thursday as he celebrated his milestone 50th birthday.

Jim Jefferies was given free rein on The Kyle and Jackie O Show to ridicule the shock jock over his weight, poor health and habit of dating younger women.

While Kyle notoriously doesn’t like being mocked on air, he made an exception for Jim, 44, because he’s such a fan of his comedy.

Taking it on the chin: Radio presenter Kyle Sandilands was roasted by his favourite comedian on Thursday as he celebrated his milestone 50th birthday

Kyle’s co-host Jackie ‘O’ Henderson organised the roast, which Jim performed via Zoom from his quarantine hotel after recently arriving in Australia for a tour.

‘This is my first time doing it. I’ve written about five jokes, so let’s see how they go,’ he said before starting his routine.

Jim then began: ‘Happy birthday to Kyle. Fifty years old. I’d like to do your 60th but I doubt we’ll make it to that.’

Roast: Jim Jefferies was given free rein on The Kyle and Jackie O Show to ridicule the shock jock over his weight, poor health and habit of dating younger women

Roast: Jim Jefferies was given free rein on The Kyle and Jackie O Show to ridicule the shock jock over his weight, poor health and habit of dating younger women

He added: ‘I did meet you once at one of my shows and I always thought, “It’d be good to be friends with Kyle, but he just lives too far away in Australia.” And then I found out you live most of your life in LA, two miles up the road from my house.

‘It’s still too f**king far away.’

Jim then told a joke about Kyle’s years as a homeless teenager in Brisbane.

‘F**king hell, you couldn’t be homeless anymore. You couldn’t live in a gutter unless it was a f**king four-lane highway,’ he said.

‘Imagine this fat c**t showing up at a soup kitchen.’

After this, the roast took an unexpected turn as Jim shifted his attention to Jackie.

‘You have a lot in common, Jackie O, with the original Jackie O,’ he said.

This was in reference to Jackie Kennedy, the wife of slain U.S. president John F. Kennedy, who was later known as Jackie Onassis – shortened to Jackie O in the tabloids – after her marriage to Greek shipping magnate Aristotle Onassis.

Jim continued: ‘You sit next to important men and you contribute nothing.’

Jackie, 46, was furious at the remark, yelling out: ‘What the f**k?! This isn’t about me, Jim. This is a roast on Kyle.’

But he wasn’t done there, as Jim went on: ‘So, Kyle, I found out that you’ve been the most-hated celebrity in Australia six times.

‘And that’s twice after Rolf Harris was convicted of being a pedophile. Imagine losing a popularity contest to a guy who dates younger women than you do!’

Kyle was laughing so hard he couldn’t be angry, and even acknowledged: ‘All accurate too, so far. Not even lying, this bloke.’ 

Winding up his routine, Jim continued: ‘Some people have called you a sugar daddy, but with your size, it should be a diabetes daddy.’

‘I deserve that,’ admitted Kyle, who has made no secret of his weight struggles over the years.

Kyle’s affable response to the roast was quite surprising given that he is actually quite thin-skinned, despite his brash on-air persona.

Several years ago, he said he would never do ABC’s Hard Chat with Tom Gleeson because he didn’t like the idea of being mocked 

However, it seems he’s willing to make an exception for a comedian he actually likes. 



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