In March 2020, former Real Housewives of Beverly Hills star Brandi Glanville talked about dating Schwimmer back in the ’90s on Danny Pellegrino’s Everything Iconic podcast. “He wore concealer out during the day and it really bothered me,” she said. “I wasn’t used to a man wearing makeup.” When asked for comment byPage Six, a member of Team Schwimmer denied Glanville’s story. That same year, Aniston started dating actor Brad Pitt and became one half of one of the most publicized couples in recent Hollywood history. They married in 2000 and separated in 2005 amid the roaring rumors that Pitt had cheated with co-star (and future ex-wife) Angelina Jolie. Fans have rooted for Aniston and Pitt to reunite ever since, but for now the exes are friends.

“I’m pretty sure I fell in love with Jennifer Aniston, which the whole world had at that point,” Sprouse revealed to Today. He also dated a slew of the Disney and Nickelodeon stars of the early 2000s, including Victoria Justice and Alyson Stoner. Shortly after starring in Clueless, Rudd—who was in his early twenties at the time—moved to New York City.

Phoebe was the youngest child of Patty Halliwell and Victor Bennett , and the middle sister of the Charmed Ones. She also worked as a columnist for “The Bay Mirror,” where she provided her readership with relationship advice. We believe that every person’s story is important as it provides our community with an opportunity to feel a sense of belonging, share their hopes and dreams. And if you’re a die-hard fan of “Charmed,” the top 10 most disturbing moments on the set of “Charmed.” might be of curious interest. Then there was the actress Brooke Burns with whom he had a daughter, Madison.

The real-life Lady Featherington tied the knot with actor Laurence Penry-Jones in 2008. He’s successful in his own right, having landed recurring roles in series like “Doctors,” “The Bill,” and “Waking the Dead.” Nonetheless, the pair have pretty low-key lives. If Penelope Featherington existed in today’s world, she’d be repping a moody Tumblr peppered with vintage photos of Ferris wheels and poetic quotes with Lana Del Rey looping in the background. She’s a walking contradiction, ever marrying whimsical, romantic ideals with paralyzing self-doubt and tragedy. Penelope’s big hair is full of big secrets, one being that she’s in love with her best friend’s brother, Colin Bridgerton. Though Colin harbors nothing but platonic feelings for our dear Penelope.

But in real life, Kudrow has had the most straightforward love life among the cast members. She took improv classes with comedian Conan O’Brien Tapple App in the ’80s. The pair briefly dated, but according to the Daily News, Kudrow has said they eventually decided they were better as friends.

It’s been 11 years since then, but TV couples are still falling in love off screen. Riverdale costars Lili Reinhart and Cole Sprouse play onscreen couple Betty and Jughead. In real life, they dated for nearly two years before briefly splitting in July 2019.

This sense of familiarity has led to many people feeling personally invested in the Friends cast, both on and off the program. At the time of his exit from Charmed, McMahon claimed in an interview that he was sad to leave the show but excited about the prospect of challenging himself as an actor and booking the next job. The Masked Singer host has 12 children, including twins Monroe and Moroccan with ex-wife Mariah Carey. He shares sons Rise Messiah and Golden “Sagon,” as well as daughter Powerful Queen with model Brittany Bell. He is also father to daughter Beautiful Zeppelin and twins Zion and Zillion, whom he had with former radio personality Abby De La Rosa.

“We carried on, he was still just playing with his brothers and sisters, I embraced every moment.” Zen’s health worsened around Thanksgiving 2021 as the “tumor began to grow a lot faster.” “We really do feel we are soul mates,” Carey told PEOPLE at the time. But the pair didn’t spark dating rumors until 2008, when Carey cast Cannon as the love interest in her “Bye Bye” music video. In April of that year, Carey’s rep denied the two were dating; however, that same month, the couple were spotted getting cozy in Las Vegas.

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George and Amal Clooney are one of Hollywood’s hottest celebrity power couples. Is taking a closer look at their charming relationship timeline. “We were faithful and hopeful for that time,” Cannon said on The Nick Cannon Show.

While Keaton had already stepped onto the Hollywood scene by the time Beetlejuice premiered, his performance as the titular undead menace solidified his spot in the limelight. Just a few months after the ’80s hit premiered, Keaton starred in the film Clean and Sober, thereby officially sinking his hook into the worlds of comedy and drama by the end of the decade. Cannon’s first public relationship was with singer and actress Christina Milian, whom he met on the set of their 2003 romantic comedy, Love Don’t Cost a Thing — a remake of 1987’s Can’t Buy Me Love. Cannon played the nerdy Alvin, who bribed popular girl Paris into dating him for two weeks in exchange for free car repairs. “Lili and I initially separated in January of this year, deciding to more permanently split in March,” the actor wrote, accompanied by a sweet image of the star. On Revenge, Emily VanCamp’s Amanda and Josh Bowman’s Daniel tied the knot.

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He welcomed son Legendary Love with model Bre Tiesi and daughter Onyx Ice Cole with photographer LaNisha Cole. While fans hoped Jess and Rory were endgame on Gilmore Girls, Milo Ventimiglia and Alexis Bledel has a real relationship off screen. The costars dated from 2002 to 2006 before calling it quits; they are still cordial as they reunited for the series’ revival in 2016. Seth and Summer were a fan-favorite couple on The O.C., both on and off screen. Rachel Bilson and Adam Brody dated in real life from 2003 to 2006, before amicably calling it quits.

Yaeger wrote the screenplay, and Rudd produced and starred in the movie. Although Maggie Wheeler played Chandler’s obnoxious, on-off girlfriend Janice, her own relationship is totally on. She has been married to sculptor Daniel Borden Wheeler for 30 years. In 1990, four years before Friends aired, the couple wed at Mattei’s Tavern in Los Olivos, California.

She has since credited O’Brien for encouraging her to continue with her comedy career when she faced rejection. Prior to his rise to fame on Saturday Night Live, Pete dated Carly when they starred together on MTV’s Guy Code and Girl Code. And that’s “hell-bent” in the literal sense, as Cole was a powerful half-demon hybrid. But even he wasn’t strong enough to resist the allure of the sisters, and soon Cole was reformed into Phoebe’s love interest. The pair married in season four, which made it all the more shocking and heartbreaking for fans when Cole returned to his caddish origins and became the source of all evil in season five.

One Tree Hill stars Sophia Bush and Chad Michael Murray’s characters Brooke and Lucas had an on-off relationship during the CW drama. Shortly after they began dating, they married in 2005; five months later, they went through a messy split. In 2018, Bush revealed that it was tough to go back to working together after. Fast-forward two hundred years, to a time when Bailey plays many straight characters on screen, but is openly gay in real life. He tells Evening Standard, “I want to find stories that humanize the homosexual experience. … The richness comes from the detail about family and relationships and identity of where you live.” Lisa Kudrow’s character, Phoebe Buffay, is the eccentric one of the Friends bunch.