Because she was on vacation and wanted to avoid being mistaken for Harry's girlfriend—especially given the considerable attention he was receiving as he changed from a young prince to a gorgeous royal—Cassidy first turned down Harry's offer.
When asked if she had watched Meghan and Harry's televised royal wedding, Cassidy responded with a firm "no." She explained that she held little sympathy for the bride and suggested that Meghan Markle had gained some notoriety in the industry due to her involvement in intimate scenes in certain smaller films and her reportedly questionable relationships with influential figures in the entertainment world.
Cassidy went on to mention rumors about Meghan being associated with a wealthy hotel owner in New York, known for entertaining numerous beautiful women and gifting them expensive designer shoes. These speculations regarding Meghan's connections and her acceptance of lavish gifts led Cassidy to ponder the possibility of her involvement in some form of sugar baby arrangement.
Reports had suggested that Meghan had been searching for a wealthy man in the UK since 2013, a facet of her life noted by a royal biographer while charting her journey before her marriage to Prince Harry.
Moreover, Katy H shed light on Meghan's romance with Ashley Cole, describing a meeting with Meghan in a column for the Daily Mail. She noted that Meghan may have ended up as a "WAG" (Wives and Girlfriends of footballers). Katy reflected on her decision to advise Meghan to stay clear of a famous British footballer who was pursuing her at the time.
She contemplated the "what if" scenario, wondering whether they might have become a couple, even married if she had encouraged her to go on that date and try her luck as a WAG. Describing their first meeting at a rooftop hotel bar in SoHo, Katy mentioned that she had met Meghan under somewhat reluctant circumstances.
Despite initial hesitations, Meghan made it clear that she was keen on finding a British boyfriend. She shared her interest in a celebrity, the then England and Chelsea footballer, Ashley Cole, who had apparently noticed her on the TV show "Suits" and started following her on social media. She expressed uncertainty about whether she should accept his invitation for a date.
According to Katy, Cole insisted that it was Meghan who was pursuing him, a claim that prompted his footballer friends to tease him about being turned down by the future Duchess of Sussex. Cole maintained that Meghan was the one doing the chasing, and his response was that she was actively pursuing him.
A friend of Cole told Katy that he admitted to messaging her and following her on social media because he was a big "Suits" fan. However, he refuted the notion that he was the one chasing her, asserting that it was the other way around. Whether he was merely saving face remains a point of contention.
...Meghan's perceived pursuit of wealth, status, and the associated perks has been a subject of fascination, with many finding it perplexing.