The Duchess and Duke of Cambridge, Kate Middleton and Prince William participated at Royal Ascot on Friday.
The Cambridges led members of the Firm at Ascot Racecourse and they were seated in the first carriage part of the royal procession.
It was the first time for both Royals to be carried in the first carriage as part of the Ascot royal procession.
They shared the carriage with The Hon Arthur George Vestey, who is the younger brother of a close friend of the second in the line to the throne.
The decision to ride in the carriage with the Vesteys was described as a “lovely gesture” by royal commentator Richard Eden.
The photos of Prince William were posted by retired Police Ch Supt Matthew Gardner on Rochester, in Westminster, on social media.
He revealed his brother-in-law, Richard Hannant, took a distanced photo for the Prince, before, the Duke of Cambridge stepped closer to him and spoke to him.
Hannant, a property manager, told BBC that he was on his way back to the office when he saw the Senior Royal member in the street.
Hannant described: “He was amazing, he was so friendly,” adding: “I think what struck me is we’ve just got past a massive Jubilee event and days later he’s out there supporting a charity like Big Issue.”
The English man continued: “I think it’s that that I thought was most amazing because one is a worldwide event, this is just a low-key [event], literally standing on the side of the road with a homeless person.
“I was quite amazed that he could go from one massive event to such a low-key thing.”
The Prince also took to two Lithuanian tourists Vitalijus and Laura Zuikauskas who were touring London after witnessing Queen Elizabeth II Platinum Jubilee celebrations.