Kicking Love Story off with Kennedy Jr. and Bessette was Murphy’s idea, though the series was created by Connor Hines, who serves as an executive producer and wrote six of the nine episodes. “There is no American crown. There isn’t a monarchy here. There’s not that culture,” Simpson explains. Unless, of course, you’re talking about the Kennedys. JFK Jr. “came the closest that we ever had to an American prince. We all saw him grow up. We saw him lose his father. We saw him go to college, go to law school. He had the same obsessive following that the princes in England did.” And who could resist telling the story of how America’s prince found his Cinderella?
Bessette wasn’t exactly toiling in obscurity before she met her Prince Charming; she grew up in Greenwich, Connecticut, after all. But through her own tenacity, talent, and, yes, effortless beauty—she was voted “Ultimate Beautiful Person” in high school—Bessette created a glamorous life for herself in New York. “She was somebody who had been a shopgirl in Boston, who’d risen her way up to the corporate suite at Calvin Klein and was living a ’90s New York female dream,” Simpson says. When Bessette met Kennedy Jr., her profile rose to heights for which she was not, perhaps, prepared. “It was dynamic and incredible,” Simpson says of the pair’s meeting. “They quickly became the most famous couple in America.”
Rather than looking to established stars to play Kennedy Jr. and Bessette, Simpson and Murphy sought to cast relative unknowns. Simpson had been “blown away” by Pidgeon’s Tony-nominated performance in the Broadway hit Stereophonic. “We had one day of reading Carolyns, and she got the job.”
Finding the right person to play Kennedy Jr. proved far trickier. “John had a very specific look that is old-school-movie-star handsome. We’re talking early Richard Gere,” Simpson says. “He was a broad-shouldered, masculine guy, a man who had hair on his chest.” They had some 3,000 people read for the role. “Anybody who was between the ages of, let’s say, 29 and 39.” Still, they kept coming up empty.
As it got dangerously close to the start of production, Murphy instructed Simpson and the casting team to go back into the “slush pile” of contenders and see whom they might have overlooked. They ultimately found three people to look at more closely, having them do an old-fashioned screen test opposite Pidgeon in New York, complete with cameras and makeup. There, a Canadian model turned actor, who’d flown in from Portland, Oregon, won over the room. “We sat there, and crew members kept coming up to me going, ‘You have to cast this guy,’ over and over,” Simpson says. “‘Please make it this guy.’” And just like that, Paul Anthony Kelly clinched the part.
“I walked into the chemistry read, and it was myself and several other gentlemen also reading for the role. But there was something about Sarah,” Kelly says. “We had chemistry, obviously, but there was an unspoken sense of support for each other. Like, ‘Okay, I’m here for you.’” Pidgeon felt it too. “We both went to the airport right after the final screen test, and I just remember the beautiful messages you sent me, like, ‘I’m so ready to do this. I’m ready to jump in,’” she tells Kelly. “It was so reassuring to hear from a stranger this genuine willingness to support each other—this understanding, I think immediately, that this is something that we were doing together.”
Chris Murphy
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