One of them is a respected name in the sporting world, whilst the other holds court in the elite fashion circles.
So it came as no surprise to see powerhouses Serena Williams and Anna Wintour were getting along famously as they joined forces at the Gucci SS17 show at Milan Fashion Week on Wednesday afternoon.
The tennis ace, 34, turned heads by opting to wear nothing beneath an unzipped and heavily embellished bomber jacket, whilst the Vogue US editor, 66, was sitting pretty on the FROW in a navy polka dot dress.
Whilst all eyes were on the pair, Serena drew further attention to her voluptuous physique by sporting cropped skinny jeans, while strappy heels with playful love heart embellishments rounded thing off.
The seven times Wimbledon champion added a dramatic splash of colour to her ensemble by applying a thick layer of bold red lipstick that served to compliment the matching detail on her collar and cuffs.
The sportswoman was stepping out after flaunting her envy-inducing physique over a spot of lunch in Milan’s Salumaio di Montenapoleone restaurant earlier that day.