Kate Moss and Sir Philip Green enjoy a night out in Ibiza

The pair, who worked together on her range for Topshop, were spotted at a local bar accompanied by the 56-year-old's daughter Chloe.  

After a low-key dinner the trio continued to enjoy the hot summer night, casually strolling through the cobbled streets together.

Relaxed: Sir Philip, Kate and Chloe stroll through the streets of Ibiza yesterday

Kate and Chloe, 17, a longtime fan of the model, looked very much at ease in each other's company, warmly embracing each other as they meandered along with Sir Philip in tow.

The 34-year-old, dress in high black wedges, thigh-skimming shorts and a casual black vest, eventually called it a night, retiring to a private yacht.

Kate's range, launched in May last year across the chain's 225 UK stores, proved to be extremely successful for both of them and sold out almost immediately.

She was reportedly paid £3million for the collection of 50 designs, which included clothes, bags, shoes and belts.

Well heeled: Kate strutted through the town in high wedges and short shorts

The pair first met at a charity auction in 2006, where he had paid £60,000 for a kiss with the 34-year-old – although he famously gave away his prize to the socialite Jemima Khan.

A week later, the two met again by chance at the Dorchester Hotel, where Green lives during the week.

She said at the time: "I'm a girl from Croydon, you're a boy from Croydon. Let's do a collection together.'

Sir Philip has previously described the mother of one as 'smart and witty', and has regularly expressed his admiration of her business acumen.

After the launch of her Topshop line last year, he gushed: 'To give Kate credit, she insisted on personally signing off on every piece.

'The six designers, buyers and merchandisers I assigned to work with her found her ideas totally inspiring.'

Night out: Kate Moss and Sir Philip Green, accompanied by his teen daughter Chloe, dining out yesterday