Meghann Markle’s Secret Dating History: From Adult Film Star to Wealthy Diplomat

Meghann Markle, the Duchess of Sussex, has been making headlines lately for all the wrong reasons.

Recently, details emerged of a gallery of men she is said to have dated, all of whose identities she had managed to keep hidden until now.

Among the chiseled ex-actors and sports stars who are reportedly former beaux, the figure of Simon Rex stands out.

Rex, born Simon Rex Cutright and now a comedian and rapper using the name Dirt Nasty, is a former star of adult films, the Hollywood euphemism for p^rn movies.

All in all, he seems the unlikeliest of romances for Ms. Markle.

But according to the Sun newspaper, the two enjoyed a date in 2004 when Meghann was 22 and taking her very first steps as a professional actress with walk-on parts in daytime television.

They are said to have met on the set of a long-forgotten US sitcom called Cuts when they both had roles in the same episode.

He was already a successful model appearing in ads for Calvin Klein, Versace and Levi’s while Meghann was still a year away from her first regular money role as a briefcase girl, holding up a case full of cash, on game show Deal or No Deal.

Until now, it had been thought that, for all her beauty, Meghann had been linked to only a handful of men, apart from her former husband, film producer Trevor Engelson and the Canadian chef who replaced him in her affections.

There had been the boy with whom she shared a first kiss, a high school sweetheart, and a couple of others, none serious.

But now we learn that she had a dating bible called The Rules, a self-help book aimed at women who want marriage in the shortest time possible.

Meghann studied the book, an instant bestseller when it came out in the mid-90s, so thoroughly she was able to recite passages off by heart.

According to Ms. Priddy, she was never without a boyfriend for more than two or three months and always striving to have someone by her side.

She liked the idea of being part of a team and having a domestic life.

Ms. Priddy adds, any relationship that she was in, there was always an element of marriage in the back of her mind.

Meghann, she says, would quickly be thinking about what the relationship would be like in ten years’ time.

Sean Zarkon was an actor and screenwriter with whom she enjoyed a six-month romance in 2003.

Both had attended Northwestern and had ambitions to act.

Sean, now 38 and who played a waiter in an episode of s** and the City, would rehearse his audition lines with her.

According to the source they split up because he would not make the commitment she wanted.

His family are well off with a home in the Hamptons, the upmarket resort on Long Island, close to New York, and he had good connections in Hollywood, a source told the newspaper.

After Zarkon, Meghann is said to have dated another actor and writer called Bret Ryland.

They were together for five months, but he was said not to possess the kind of bravado or high profile she was looking for.

According to a friend, Bret, who lives in LA, adored Meghann.

He was constantly trying to shower her with love and she enjoyed the attention, but she seemed to be in it more for the affirmation, emotional support.

They are said to have stayed good friends.

During her first year at university, Meghann went out with strapping 6ft 5in basketball star Steve LaPau.

Her college friends were impressed that she had snared a hottie.

The friend said, she was very proud of having landed this handsome guy and happy to share photos of him.

She spoke of how broad and beautiful his chest was.

Steve was the star of the basketball team.

She hadn’t ever dated someone like that.

Then, after LaPau, she is said to have had a 9-month romance with a wealthy fellow student.

He is not named, though the newspaper reports, she was very much in love with him, but it was a tempestuous relationship.

Meghann was said to have been taken by his status because his family were wealthy diplomats.

She’s not a virginal bride like Diana, who was only just out of her teens when she married Charles, but a mature woman of experience with one failed marriage behind her.