Getty Images/Instar; Melissa Herwitt/E! Illustration
Tucked behind a row of hedges and a cluster of trees, the 18th century villa's garden is well-hidden from would-be looky-loos who board ferries hoping to catch a glimpse of Laglio, Italy's most famous artist-in-residence. As such, it's the perfect spot for the actor and his attorney bride Amal Clooney to dig into a discussion of headline news with CNN executive producer turned Glamour editor in chief Samantha Barry, debate politics with former presidential adviser David Gergen or talk shop with Adam Sandler and Jennifer Aniston. (Though in our mind that chat is laced with a few well-meaning jabs at Brad Pitt's current hairstyle.)
But this month the two-time Oscar winner's modern day Algonquin Round Table ("I was always enamored of that idea," he told The Hollywood Reporter of the set-ups. "All these really interesting, smart people, sitting around having conversations,") played host to perhaps its most famous pair. Just last weekend, the Duke and Duchess of Sussex—that would be Prince Harry and his new wife Meghan Markle—claimed one of Villa Oleandra's 25 rooms and a seat at George's famed table.
Instead, they scored the coveted invite because the foursome are actually quite close. Like, hey, wanna borrow my private jet and spend the weekend at my waterfront Italian villa close.
Even before the Catch-22 actor-producer, 57, dispatched his plane and an unmarked motorcade to ferry the royal pair (and their ever-present protection officers) to Italy Aug. 16, the quartet was regularly meeting up for dinners in London and bunking together at the Clooneys' $25 million Berkshire manse. "They all have a lot in common," an insider explains to E! News, "so it just clicked as a four."
NBC/Today
But while the two women have become quite close in the past few years, it turns out they can thank their husbands for that bond, not their shared hair pro Miguel Martin Perez.
Having floated through the same philanthropic circles for years (well before he and Amal created the Clooney Foundation For Justice, George co-founded Not On Our Watch in an attempt to curb the genocide in Sudan) the actor and the Sentebale co-founder, 33, connected at a private charity function in the UK, a palace source reveals to E! News: "They have been friends for more than two years."
"When he started getting serious with Meghan, Harry introduced her to George and Amal," the palace source shares, "and the couple quickly started hanging out regularly."
As anyone who's been on an awkward double date knows, the trickiest part of forming couple friendships is seeing if the unfamiliar spouses can get along as well as the original pals. So it had to be quite the relief for Harry and George to watch their better halves gel instantly.
JIM WATSON/AFP/Getty Images
Or as Tina Fey deftly summed it up at the 2015 Golden Globes, "Amal is a human rights lawyer who worked on the Enron case, was an adviser to Kofi Annan regarding Syria, and was selected for a three-person U.N. commission. So tonight her husband is getting a lifetime-achievement award."
It's a heady experience few would understand. But thanks to photographers capturing her very first official date with George back in 2013, Amal learned quickly that being out in the public space as a Hollywood celebrity rather than an internationally acclaimed human rights barrister would be tricky. "We definitely do more things in our home to ensure privacy in a context where we can't otherwise get it," she recently noted to Vogue. "But that whole side—invasions of privacy and paparazzi, all of that—has happened because of something so happy and so important in my life."
Chris Jackson/Chris Jackson/Getty Images
Amal is in her corner as well, not only commiserating about the pressure to always appear just so while going about your business of changing the world, but also offering up a few restaurant recommendations as well, plus the aforementioned hair stylist intro. "Amal put Meghan and me together when she moved here," Perez told The Mail on Sunday. "I do her color, her cut and her styling." (Though the honor of wedding day glam went to Serge Normant with Perez tending to Amal's wavy tresses.)
"Amal has been helping Meghan settle into London life," an insider told People in the weeks following the nuptials. "It was a very natural friendship from day one."
That moment came last Thursday. Well-versed in dodging cameras himself, George arranged for his pals to make the 700-mile flight on his jet, then step straight from the tarmac into a set of waiting chauffeured sedans. Once safely ensconced in the outsized spread, which boasts tennis courts, a screening room, gym and even a pizza room, the quartet was able to relax. George and Harry played around with his collection of motorcycles and competed in a few basketball games, Good Morning America reports, before joining the ladies for dinners al fresco catered by some of George and Amal's local favorites, including nearby Il Gatto Nero.
Arthur Edwards/The Sun/PA Wire
Because at this point the women have long since passed the we're friends simply because our husbands are friends stage. An insider reveals to E! News the pair have formed their own deep connection in the two years since Meghan started dating Harry: "Amal is like a confidante to Meghan."
Their check-ins have only increased in frequency since Meghan uprooted her life in Toronto—where she filmed Suits—to join Harry at his Kensington Palace cottage. "It helps they're both UK-based now, but they have been able to relate on a lot about their lifestyles," explains the insider, "especially how to deal with being thrust into new situations in the public spotlight."
In fact these days it's more likely that Amal and Meghan would be nudging their guys to set up a group date versus the other way around. "Amal and Meghan are much more friendly with each other and talk more regularly than George and Harry do," notes the insider. "They have become really close friends."

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