{"id":44162,"date":"2025-09-29T04:39:09","date_gmt":"2025-09-29T04:39:09","guid":{"rendered":"https:\/\/www.newsbeep.com\/il\/44162\/"},"modified":"2025-09-29T04:39:09","modified_gmt":"2025-09-29T04:39:09","slug":"pip-edwards-looks-downcast-as-she-lands-back-in-sydney-alone-after-spending-time-with-rumoured-new-beau-dylan-hales-in-new-york","status":"publish","type":"post","link":"https:\/\/www.newsbeep.com\/il\/44162\/","title":{"rendered":"Pip Edwards looks downcast as she lands back in Sydney alone after spending time with rumoured new beau Dylan Hales in New York"},"content":{"rendered":"

By MEGAN WATTS, SHOWBUSINESS REPORTER, AUSTRALIA<\/a> <\/p>\n

Published: 21:33 EDT, 28 September 2025 | Updated: 21:42 EDT, 28 September 2025 <\/p>\n

Pip Edwards<\/a> has arrived back in Australia\u00a0<\/a>after spending time with her rumoured new beau Dylan Hales in New York.<\/p>\n

The fashion designer looked somewhat downcast as she touched down solo at Sydney Airport on Sunday.<\/p>\n

Pip looked trendy as ever in a boxy black blazer paired with matching black slacks.<\/p>\n

Layered over a white T-shirt, the 45-year-old’s power suit ensemble was finished off with a pair of black Puma sneakers.<\/p>\n

The Ksubi creative director attempted to go incognito in blackout sunnies, while donning a pair of headphones around her neck.<\/p>\n

She threw her hair in a messy bun for the travel day, with a few locks hanging across her cheekbones as she made her way through the airport.\u00a0<\/p>\n

\"Pip <\/p>\n

Pip Edwards has arrived back in Australia after spending time with her rumoured new beau Dylan Hales in New York\u00a0<\/p>\n

\"The <\/p>\n

The fashion designer looked somewhat downcast as she touched down solo at Sydney Airport on Sunday\u00a0<\/p>\n

Pip certainly didn’t pack light for the New York trip, for she was seen carting around three large suitcases and a Burberry tote bag, which retails for around $1,300.\u00a0<\/p>\n

The fashion mogul set tongues wagging last week when she was spotted linking arms with a hunky bar tycoon Dylan in the Big Apple.<\/p>\n

The pair were captured getting close in a photo posted to Instagram by Pip’s DJ friend Milly Gattegno.<\/p>\n

Both Pip and Dylan re-shared the photo to their Instagram Stories.<\/p>\n

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.<\/p>\n

The bar owner flaunted his tattoos and muscular physique in a white tank top as he carried a young child on his shoulders.<\/p>\n

Meanwhile, Pip showed off her figure in a pair of tight black bike shorts and a backless white top.<\/p>\n

Dylan and his Sydney mate Ronnie Flynn are the co-owners of some of the hottest venues in New York City.\u00a0<\/p>\n

\"Pip <\/p>\n

Pip certainly didn’t pack light for the New York trip, for she was seen carting around three large suitcases and a Burberry tote bag, which retails for around $1,300\u00a0<\/p>\n

\"The <\/p>\n

The fashion mogul set tongues wagging last week when she was spotted linking arms with a hunky bar tycoon Dylan in the Big Apple. (Pictured: Pip Edwards and Dylan Hales)<\/p>\n

\"Dylan <\/p>\n

Dylan and Pip are pictured at the\u00a0the Galore Magazine Cover Release Dinner earlier this month\u00a0<\/p>\n

The duo first opened The Flower Shop in East Village and later a venue called Little Ways in Broadway.<\/p>\n

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.<\/p>\n

Daily Mail has reached out to Pip and Dylan for comment.\u00a0<\/p>\n

It comes after Daily Mail revealed in early March that Pip had parted ways with her ex-boyfriend Joshua Clapp<\/a>.<\/p>\n

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 K\u039b\u039bI\u039b\u039b.<\/p>\n

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

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