Pip Edwards spotted linking arms with hunky New York City bar tycoon – following her split from Joshua Clapp


Pip Edwards set tongues wagging on Saturday when she was spotted linking arms with a hunky Sydney man. 

Dylan Hales is a bar tycoon who all but runs New York City nightlife, and it seems he has a cosy friendship with our very own fashion designer Pip. 

The pair were captured getting close in a photo posted to Instagram by Pip’s DJ friend Milly Gattegno.

Both Pip, 45, and Dylan re-shared the photo to their Instagram Stories.

In the image, the pair had their backs to the camera as they walked down the street, with Pip reaching out to link her arm with Dylan.

The bar owner flaunted his tattoos and muscular physique in a white tank top as he carried a young child on his shoulders.

Pip Edwards, 45, set tongues wagging on Saturday when she was spotted linking arms with a hunky Sydney man

Pip Edwards, 45, set tongues wagging on Saturday when she was spotted linking arms with a hunky Sydney man

Dylan Hales is a bar tycoon who all but runs New York City night life, and it seems he has a cosy friendship with our very own fashion designer Pip

Dylan Hales is a bar tycoon who all but runs New York City night life, and it seems he has a cosy friendship with our very own fashion designer Pip

Meanwhile, Pip flaunted her figure in a pair of tight black bike shorts and a backless white top. 

Dylan and his Sydney mate Ronnie Flynn are the co-owners of some of the hottest venues in New York City.

The duo first opened The Flower Shop in East Village and later a venue called Little Ways in Broadway.

They also own Loosie’s, beneath the Moxy Hotel in the Lower East Side, and Silver Lining Lounge, a sleek late-night jazz bar in Bowery.  

Daily Mail has reached out to Pip and Dylan for comment.

It comes after Daily Mail revealed in early March that Pip had parted ways with her ex-boyfriend Joshua Clapp.

Their romance generated much chatter throughout Sydney’s eastern suburbs as Joshua is the ex-partner of Pip’s best friend Leah Simmons, the famous personal trainer behind workout program KΛΛIΛΛ.

Joshua, who runs construction firm Steel + Stitch which designs some of Sydney’s trendiest hospitality venues, shares a teenage son named Ryder with Leah.

Both Pip and Dylan re-shared the photo to their Instagram Stories

Both Pip and Dylan re-shared the photo to their Instagram Stories

It comes after Daily Mail revealed in early March that Pip had parted ways with her ex-boyfriend Joshua Clapp (pictured)

It comes after Daily Mail revealed in early March that Pip had parted ways with her ex-boyfriend Joshua Clapp (pictured)

Prior to her romance with Joshua, Pip was linked to multimillionaire businessman Geoff Bainbridge, best known for co-founding popular burger chain Grill’d.

They had even been pictured together in the U.S. where Pip was on a business trip for fashion label Ksubi.

But her fling with Geoff was just a flash in the pan because she moved swiftly on with Joshua shortly after getting back to Sydney.

Pip is also known for her high-profile relationship with former Australian cricketer Michael Clarke. The pair went their separate ways in early 2021. 

However, in January 2023, Michael was sensationally accused by his then-girlfriend Jade Yarbrough of sleeping with Pip after their break-up.


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