3 days ago
12
One of Sydney's most talked-about young socialites is expecting a baby, with speculation swirling over the paternity of her unborn child.
Twenty-one-year-old Mackenzie Bridgewood, who previously dated financier Tom Fennell, is understood to be expecting her second child with another man.
Fennell and Bridgewood's romance began last year before quickly gathering pace and ending abruptly in June, with sources citing 'trust issues' on his part.
Now, several months on, the glamorous blonde was spotted on Bondi Beach last week sporting a baby bump.
The Daily Mail understands photos are circulating of Bridgewood in a bikini looking unmistakably pregnant. Her representative offered no denial about her condition when contacted by the Mail on Monday afternoon.
Since splitting from Fennell, the eastern suburbs rumour mill has linked Bridgewood to a businessman who is said to be in the middle of a high-profile separation.
Socialite Mackenzie Bridgewood, 21, who previously dated eastern suburbs financier Tom Fennell, is understood to be expecting her second child. Fennell isn't the father
Fennell (pictured in May) has retreated from the social scene in the wake of their break-up, trading his once-lavish parties for a renewed focus on fitness and building his business
Ms Bridgewood was pictured in Sydney's eastern suburbs earlier this year
Meanwhile, Fennell has retreated from the social scene in the wake of his split from Bridgewood, trading his once-lavish parties for a renewed focus on fitness and building his business.
Sources close to Fennell say the pair have not crossed paths since they broke up, despite Bridgewood moving from Sydney's inner west to her grandparents' home in Darling Point.
Bridgewood previously enjoyed a jet-setting lifestyle after linking up with Fennell, spending time at his Bellevue Hill party pad and travelling first-class to Paris and Switzerland.
A source claimed Fennell ended things with Ms Bridgewood in June over issues of commitment and trust.
If Bridgewood's history is anything to go by, her unborn baby's father is unlikely to be short of a penny.
She is understood to be under the care of one of Sydney's most sought-after private physicians as she prepares to give birth.
Fennell's last relationship attracted attention not simply because of the significant age gap, but because of Bridgewood's striking resemblance to his late former fiancée, socialite Annabelle Price.
Price died in March aged 32, a year after she and Fennell called off their engagement. NSW Police said there were no suspicious circumstances surrounding her death.
Before their break-up, Fennell and Bridgewood enjoyed a lavish European holiday last year
Bridgewood is understood to be living with her grandparents in Darling Point
Fennell was previously engaged to socialite Annabelle Price (right), who died in March aged 32
Fennell's love life has rarely been short on drama.
He previously endured a notoriously bitter split from his charity maven ex-wife, Vanessa Jacobs Fennell, who made headlines last year for crashing her Range Rover into a parked Tesla and then assaulting a police officer.
She later pleaded guilty to negligent driving, assaulting police, refusing a breath test and failing to provide her particulars to the owner of the damaged property.
The 55-year-old formally entered the pleas at Waverley Local Court in May 2025, but is still seeking to have the matters dealt with under mental health provisions.
READ MORE:
English (US) ·