Italian Escape: Jackie ‘O’ and Her Lookalike Daughter Enjoy Luxurious Tuscany Break

Jackie ‘O’ Henderson has been enjoying an Easter escape with her daughter in Italy. 

50-year-old radio star and 14-year-old Kitty are enjoying their stay in the picturesque town of San Gimignano, located in the beautiful Tuscan countryside.

On their Instagram Stories, the pair who resemble each other closely enjoyed some ice cream while seated on a staircase.

The selfies showed the two enjoying the picturesque area as they caught some European sunshine. 

‘Best damn gelato in the world,’ Jackie captioned one image of the two enjoying a treat. 

It appears that Jackie and her daughter are traveling together during their Easter vacation, enjoying some quality time without company.

It comes after Jackie revealed that when it comes to parenting, she knows how to be a ‘cool’ mum.

She recently shared an Instagram post featuring a picture of her cat, Kitty, subtly showcasing the teenager’s hidden piercing.

In their mansion’s living room situated in the east, Kitty seemed to be readying herself for an evening outing.

Emulating her stylish mom’s flair, the young woman exuded elegance while donning a captivating one-shoulder maxi dress in lavender.

The clothing additionally revealed a suggestion of the belly button area, along with a delicate, silvery belly ring piercing that gave an additional gleam to the outfit.

The chic dress fell almost to the floor completely obscuring Kitty’s choice of footwear.

Looking very much like her famous mum, Kitty wore her blonde locks down for the occasion.

Captioning the post, Jackie hinted that the image of Kitty was bittersweet.

‘My little girl, no so little anymore,’ Jackie wrote. 

It comes after Jackie shared a very cringeworthy parenting moment many mums and dads can relate to.

During Kitty’s school concert in March, the “radio queen” dozed off unintentionally, drawing some notice from the spectators.

Moreover, Jackie unfortunately confused her daughter’s stage presence with that of another student.

or

Jackie added to the confusion by mistakenly identifying her daughter’s on-stage performance as belonging to another student.

or

In addition to the mix-up, Jackie thought her daughter was someone else when she saw her on stage.

Each sentence conveys the same meaning while using slightly different wording and sentence structure.

Jackie openly discussed that she was dealing with exhaustion before attending her daughter’s performance at the Opera House, as she had just arrived in Sydney from Europe at 6 am.

The well-known radio host, who jointly raises Kitty with her former husband Lee Henderson, graced the event alone. It didn’t take much time before jet lag began to affect her.

‘I had to go to Kitty’s school concert last night,’ she began.

‘Lee wasn’t going and somebody had to be there and honestly, the whole day, I’m like, ”How can I get out of this?” I was like, ”Can I bribe her? Can I say, Do you want to chuck a sickie?” ‘she laughed.

‘We had to sit through the orchestral stuff first, I reckon in 10 minutes, I was asleep.

You recognize that moment when your head involuntarily jerks, making it conspicuous to those nearby.

She mentioned: ‘It appears everyone at Kitty’s school is still wed. I feel as though I’m the sole parent who isn’t hitched.’ (less formal)

or

She stated: ‘All parents at Kitty’s school appear to be still married. It feels like I’m the only one without a spouse.’ (more formal)

As a dedicated follower, I found myself in the spotlight during a conversation with co-host Kyle Sandilands, who playfully poked fun at me. This was in response to my recent memoir where I openly discussed my brief struggle with drug and alcohol abuse, which ultimately resulted in my rehab stay.

Kyle humorously commented, “They might be saying she’s under the influence, possibly of alcohol again and perhaps medication too. Have a look, she seems to be quite inebriated.

You’d be better off staying at home.’

In the subsequent part of the show, Jackie tried capturing her daughter performing on stage, but unfortunately, things didn’t go as planned and it resulted in a mishap.

She exclaimed, “Ah, there she is!” Upon seeing her, she focused on her, and remarked, “That appears to be Kitty, I’ve managed to capture her,” but it turned out she had filmed the wrong person instead. Reflecting on her poor eyesight, she commented, “I guess I do need glasses.

In the end Jackie explained her parenting moment turned out to be all for nothing.

25 minutes post her performance, I received a message from Kitty saying, ‘Mum, I wasn’t feeling well, so I didn’t take the stage for the performance.’

‘I thought, “Oh, great”, but that’s all good, poor thing.’

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2025-04-23 15:49

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