Love Island star dumped by millionaire boyfriend AGAIN as friends reveal brutal reason behind split
The Love Island All Star, who first found fame on series two of the ITV2 favourite, has been with Henry Simmons since September 2024 – though the pair have had a string of make-ups and break-ups since.
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However, after confirming their romance was back on once again in April, insiders have told The Sun Online they have already split, this time with Henry doing the dumping.
A source told The Sun Online: 'Henry and Kady have had their ups and downs since they started dating.
"Henry called things off again a couple of weeks ago for the summer. Kady's friends are convinced he just does things like this so he can enjoy a single summer.
"He's been accused of cheating on her in the past and she took him back - and she'll no doubt give it another go again once he comes crawling back."
The source added: "Her friends are worried about her but she's smitten - and loves the lifestyle that comes with dating Henry.'
The Sun Online has reached out to Kady's reps for comment.
Henry, 25, was a former cast member of Absolutely Ascot, gaining a reputation on the show as a bad boy.
He is the heir to a wealthy property developer, and enjoys a lavish lifestyle including multiple luxury getaways.
Kady started dating Henry shortly after her split from Ouzy See, who she got together with during a stint in Love Island All Stars.
Just three months after he started dating Kady, she made it clear in December that she was on the outs with Henry – even declaring she was "done with men".
Kady McDermott's New Romance Unveiled!
She publicly accused him of cheating on her by telling her TikTok followers: "I caught two girls leaving his house Saturday morning whilst he was in his boxers.
"I'm definitely not the problem."
She later added: "No matter how good you are to someone you can't change their bad morals unfortunately."
However, by December she was posting pictures in his Ferrari, signalling they were back on.
Kady McDermott's Love Life
KADY McDermott has split from her reality TV boyfriend Henry Simmons. Here we put her love life under the spotlight.
Kady returned to Love Island last year to find a new man and started dating footballer Ouzy See, but they split shortly after leaving the villa.
The bikini babe first found fame when she appeared on Love Island in the summer of 2016.
It was there she met now ex-boyfriend Scott Thomas, and the pair went on to finish in third place.
After leaving the villa, they tried to make ago of it, but split not long after.
Kady's next serious boyfriend was when she got together with Towie star Myles Barnett in 2018.
They split several times during their rocky romance, and finally confirmed that it was all over in 2021.
Despite their on/off relationship, they spent thousands renovating their home into a swish two storey house with six bedrooms.
Kady then enjoyed a brief romance with footballer Matty Cash but they also ended up going their separate ways.
She started dating the sports star in summer 2022 but the couple struggled to make the relationship work long-term.
A source said at the time: 'Kady and Matty had a really good couple of months but decided they weren't right for each other.
'They are still mates and keep in touch, but there's nothing romantic anymore. They had both just got out of long term romances when they got together so might not have been ready.'
The Sun exclusively revealed how Kady was dating 30-year-old Londoner Liam Greer for more than a year before returning to Love Island.
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