For his trek across New York City, the singer wore a pair of Prada slip-ons. I tried to do the same in my penny loafers – and soon found out why experts advise against it
Last month, just before his 30-night residency at Madison Square Garden, Harry Styles was spotted walking the streets of New York. According to the paparazzi who trailed him throughout his journey, he walked eight miles – all the way from Brooklyn into Manhattan – in loafers.
If, like me, you own a pair of loafers, your first thought is probably: that doesn’t sound like a good idea. On Instagram, Grazia called Styles’ shoes “perhaps the least sensible footwear for such an undertaking”.
![[Aggregator] Downloaded image for imported item #48945 Harry Styles walked eight miles in loafers. Is he ruining his feet? There’s only one way to find out](https://cbdfixhealth.com/wp-content/uploads/2026/09/4997.webp)